OCTENIDINE HYDROCHLORIDE (OKTENDN HDROKLORT)
OCTENIDINE HYDROCHLORIDE (Oktenidin hidroklorit)
CAS Number: 70775-75-6
Synonyms:
Oktenidin hidroklorit; OCTENIDINE HYDROCHLORIDE;Octenidine (dihydrochloride);UNII-U84956NU4B;Octenidine HCl;Win-414642;Win 41464-2;AC1L1AKV;CHEMBL36342,SCHEMBL126065;Octenidine hydrochloride (USAN);Oktenidin hidroklorit ; HY-B2170A;DTXSID90221025;U84956NU4B;71251-02-0 (Parent);EINECS 274-861-8;MFCD01938808;CS-6224;KS-000002K2;AN-37614;O0388;D05222;1-Octanamine,N,N’-(1,10-decanediyldi-1(4H)-pyridinyl-4-ylidene)bis-, hydrochloride (1:2);N,N’-(1,10-Decanediyldi-1(4H)-pyridinyl-4-ylidene)bis(1-octanamine) dihydrochloride;N-octyl-1-[10-(4-octylimino-1-pyridyl)decyl]pyridin-4-imine dihydrochloride;N-octyl-1-[10-(4-octyliminopyridin-1-yl)decyl]pyridin-4-imine dihydrochloride;TENIDINE HYDROCHLORIDE;DIHYDROGEN N-(1-{10-[4-(OCTYLIMINO)PYRIDIN-1-YL]DECYL}PYRIDIN-4-YLIDENE)OCTAN-1-AMINE DICHLORIDE;DR003398;LP107310;1-Octanamine,N,N’-(1,10-decanediyldi-1(4H)- pyridinyl-4-ylidene bis-,dihydrochloride;;1-octanamine, N,N’-(1,10-decanediyldi-1(4H)-pyridinyl-4-ylidene)bis-, dihydrochloride;octenidine hydrochloride;N-octyl-1-[10-(4-octyliminopyridin-1-yl)decyl]pyridin-4-imine;dihydrochloride;Octenidine Dihydrochloride >98.0%(HPLC)(N);N,N’-(1,1′-(decane-1,10-diyl)bis(pyridin-1(1H)-yl-4(1H)-ylidene))bis(octan-1-amine) dihydrochloride ;Oktenidin hidroklorit; OKTENDN HDROKLORT; Internal standard, Internal standard Octenidine, HPLC-MS method validation, HPLC-MS method validation Octenidine, LC-MS-MS method validation, LC-MS-MS method validation Octenidine, Deuterated internal standard, Deuterated internal standard Octenidine, Deuterated Octenidine, Deuterium labeled Octenidine, Quantitative bioanalytical methods, Quantitative bioanalytical methods Octenidine, Blood samples Octenidine, Blood concentrations, Heavy drugs, Analysis, Analysis Octenidine, Clinical diagnostic, Clinical diagnostic Octenidine, Dosing Octenidine, Analytical method development, Internal standard method; Octenidine : API Standards;Octenidine : Stable Isotopes;Octenidine : Metabolites;Octenidine : Impurities;Octenidine : Glucuronides;1,1′,4,4′-Tetrahydro-N,N’-dioctyl-;1,1′-decametylenedi-(4-pyridylideneamine);1,1′-Decametylenbis[1,4-dihydro-4-(octylimino) pyridin] (IUPAC);1,1′-Decametylenebis[1,4-dihydro-4-(octylimino) pyridine] (WHO);Octenidine (OS: BAN);Octénidine (OS: DCF);Win 41464 (IS: SterlingWinthr);Oktenidin hidroklorit ; Octenidine Hydrochloride (OS: BANM, USAN);Win 41464-2 (IS: SterlingWinthr);Stellisan;Octenisept ;Octenimed;Oseptin;Linoseptic; Echinococcus granulosus, in vitro effect, octenidine hydrochloride; Antimicrobial, chlorhexidine, irrigation, octenidine;WIN 41,464-6 | OCTENIDINE SACCHARIN | WIN 41464-2 | OCTENIDINE | OCTENIDINE HYDROCHLORIDE | Octenidine;Octenidine dihydrochloride; OCTEDINE HYDROCHLORIDE; OCTEDNE HDROCHLORIDE; OCTENIDE HYDROCHLORIDE; Octenidine hydrochloride; Octenidin Hidroklorit; OCTENIDINE HYDROCHLORIDE; Octenidine HCL; Octenidine (dihydrochloride); OKTENDN HDROKLORT; OKTENDN HDROKLORD; Oktenidin hidroklorit; oktenidin hidroklorid; oktenidin hidroklorit; oktenidin hidroklorid; Oktenidin Hidroklorit; Oktenidin Hidroklorid; 1,1′-(1,10-Decandiyl)bis(N-octyl-4(1H)-pyridinimin)dihydrochlorid [German] [ACD/IUPAC Name];1,1′-(1,10-Decanediyl)bis(N-octyl-4(1H)-pyridinimine) dihydrochloride [ACD/IUPAC Name];1,1′-(1,10-Décanediyl)bis(N-octyl-4(1H)-pyridinimine), dichlorhydrate [French] [ACD/IUPAC Name];1,1′-Decamethylenebis(1,4-dihydro-4-(octylimino)pyridine) dihydrochloride;1,1′-Decane-1,10-diylbis[4-(octylamino)pyridinium] dichloride;1-Octanamine, N,N’-(1,10-decanediyldi-1-pyridinyl-4-ylidene)bis-, hydrochloride (1:2) [ACD/Index Name];265-020-6 [EINECS];274-861-8 [EINECS];70775-75-6 [RN];N,N’-(Decane-1,10-diyldipyridin-1-yl-4-ylidene)dioctan-1-amine dihydrochloride;N,N’-(decane-1,10-diyldipyridin-1-yl-4-ylidene)dioctan-1-aminium dichloride pyridinium, 1,1′-(1,10-decanediyl)bis[4-(octylamino)-, chloride (1:2);UNII:U84956NU4B;Win 41464-2;[70775-75-6];1,1′-(1,10-Decanediyl)bis(4-(octylamino)pyridinium) dichloride;1,1′-(Decane-1,10-diyl)bis(4-(octylamino)pyridin-1-ium) chloride;1,1′-(Decane-1,10-diyl)bis(4-(octylamino)pyridinium) dichloride;1,1′-(decane-1,10-diyl)bis[4-(octylamino)pyridinium] dichloride;1,10-Bis(4-(octylamino)-1-pyridinium)decane dichloride;1-[6-(4-iminio-N-octyl-pyridin-1(4H)-yl)-decyl]pyridin-4(1H)-iminium-N’-octyl- dichloride;1-Octanamine, N,N’-(1,10-decanediyldi-1(4H)-pyridinyl-4-ylidene)bis-, dihydrochloride;4-(OCTYLAMINO)-1-{10-[4-(OCTYLAMINO)PYRIDIN-1-IUM-1-YL]DECYL};PYRIDIN-1-IUM DICHLORIDE;71251-02-0 [RN];DIHYDROGEN N-(1-{10-[4-(OCTYLIMINO)PYRIDIN-1-YL]DECYL};PYRIDIN-4-YLIDENE)OCTAN-1-AMINE DICHLORIDE;MFCD01938808 [MDL number];MFCD29050406;N,N’-(decane-1,10-diyldi-1(4H)-pyridyl-4-ylidene)bis(octylammonium) dichloride;N,N’-[Decane-1,10-diyldi-1(4H)-pyridyl-4-ylidene]bis(octylammonium) dichloride;N-octyl-1-[10-[4-(octylamino)pyridin-1-ium-1-yl]decyl]pyridin-1-ium-4-amine dichloride;octenidine hydrochloride;Pyridinium, 1,1′-(1,10-decanediyl)bis(4-(octylamino)-, dichloride;UNII-U84956NU4B;1-Octanamine, N,N’-(1,10-decanediyldi-1(4H)-pyridinyl-4-ylidene)bis-, dihydrochloride;N,N’-(1,10-Decanediyldi-1(4H)-pyridinyl-4-ylidene)bis-1-octanamine Hydrochloride; Neo Kodan; Octeniderm; Octenidine Hydrochloride; Win 41464-2;(R)-Ostarine;(R)-Ostarine;11-Oxo Fluticasone Propionate;2-Oxo-3-hydroxy-LSD (0.1 mg/ml);4-tert-Octylphenol Monoethoxylate;5-Oxo-Zaleplon;Clidinium Bromide;Codeine Phosphate Hemihydrate;Desmethylchlorphenamine Maleate;Desmethylchlorphenamine Maleate 1.0 mg/ml in Methanol (as free base);N-Oleoyl Dopamine solution in ethanol;N-Oleoyl Taurine solution in DMSO;N-Oleoyl-L-Serine solution in ethanol;O-1602 solution in methyl acetate;O-2545 (hydrochloride);Octacaine Hydrochloride;Octaphonium Chloride;Octaverine Hydrochloride;Octenidine Dihydrochloride;Octinoxate;Octocrylene;Octyl Gallate;Ofloxacin;Ohmefentanyl;Olanzapine;;1-octanamine, N,N’-(1,10-decanediyldi-1(4H)-pyridinyl-4-ylidene)bis-, dihydrochloride;octenidine hydrochloride;N-octyl-1-[10-(4-octyliminopyridin-1-yl)decyl]pyridin-4 imine;dihydrochlorideN,N’-(1,10-Decanediyldi-1(4H)-pyridinyl-;4-ylidene)bis(1octanaminedihydrochloride;Octenidine dihydrochloride;1,1′-(1,10-Decandiyl)bis(N-octyl-4(1H)-pyridinimin)dihydrochlorid [German] [ACD/IUPAC Name];1,1′-(1,10-Decanediyl)bis(N-octyl-4(1H)-pyridinimine) dihydrochloride [ACD/IUPAC Name];1,1′-(1,10-Décanediyl)bis(N-octyl-4(1H)-pyridinimine), dichlorhydrate [French] [ACD/IUPAC Name];1,1′-Decamethylenebis(1,4-dihydro-4-(octylimino)pyridine) dihydrochloride;1,1′-Decane-1,10-diylbis[4-(octylamino)pyridinium] dichloride;1-Octanamine, N,N’-(1,10-decanediyldi-1-pyridinyl-4-ylidene)bis-, hydrochloride (1:2) [ACD/Index Name];265-020-6 [EINECS];274-861-8 [EINECS];70775-75-6 [RN];N,N’-(Decane-1,10-diyldipyridin-1-yl-4-ylidene)dioctan-1-amine dihydrochloride;N,N’-(decane-1,10-diyldipyridin-1-yl-4-ylidene)dioctan-1-aminium dichloride pyridinium, 1,1′-(1,10-decanediyl)bis[4-(octylamino)-, chloride (1:2);Win 41464-2;[70775-75-6];1,1′-(1,10-Decanediyl)bis(4-(octylamino)pyridinium) dichloride;1,1′-(Decane-1,10-diyl)bis(4-(octylamino)pyridin-1-ium) chloride;1,1′-(Decane-1,10-diyl)bis(4-(octylamino)pyridinium) dichloride;1,1′-(decane-1,10-diyl)bis[4-(octylamino)pyridinium] dichloride;1,10-Bis(4-(octylamino)-1-pyridinium)decane dichloride;1-[6-(4-iminio-N-octyl-pyridin-1(4H)-yl)-decyl]pyridin-4(1H)-iminium-N’-octyl- dichloride;1-Octanamine, N,N’-(1,10-decanediyldi-1(4H)-pyridinyl-4-ylidene)bis-, dihydrochloride;4-(OCTYLAMINO)-1-{10-[4-(OCTYLAMINO)PYRIDIN-1-IUM-1-YL]DECYL}PYRIDIN-1-IUM DICHLORIDE;71251-02-0 [RN]DIHYDROGEN N-(1-{10-[4-(OCTYLIMINO)PYRIDIN-1-YL]DECYL}PYRIDIN-4-YLIDENE)OCTAN-1-AMINE DICHLORIDE;MFCD01938808 [MDL number];MFCD29050406;N,N’-(decane-1,10-diyldi-1(4H)-pyridyl-4-ylidene)bi(octylammonium) dichloride;N,N’-[Decane-1,10-diyldi-1(4H)-pyridyl-4-ylidene]bis(octylammonium) dichloride;N-octyl-1-[10-[4-(octylamino)pyridin-1-ium-1-yl]decyl]pyridin-1-ium-4-amine dichloride;Octenidine dihydrochloride 98%;octenidine hydrochloride Pyridinium, 1,1′-(1,10-decanediyl)bis(4-(octylamino)-, dichloride;UNII:U84956NU4B;UNII-U84956NU4B;sensidin® DO;Octenidine hydrochloride suppliers; Octenidine hydrochloride msds;Octenidine hydrochloride uses;Octenidine hydrochloride price;Octenidine hydrochloride lotion;Octenidine hydrochloride solution;Octenidine hydrochloride wiki;Octenidine hydrochloride solubility;oseptin antisepitik;osebtin antiseptik; oseptin çözeltisi;oseptin losyon; OSEPTIN;OSEPTN;OSEPTK;OSEPTN ANTSEPTK;OSEPTIN ANTISEPTIK; OCTEDINE HYDROCHLORIDE; OCTEDNE HDROCHLORIDE; OCTENIDE HYDROCHLORIDE; Octenidine hydrochloride; Octenidin Hidroklorit; OCTENIDINE HYDROCHLORIDE; Octenidine HCL; Octenidine (dihydrochloride); OKTENDN HDROKLORT; OKTENDN HDROKLORD; Oktenidin hidroklorit; oktenidin hidroklorid; oktenidin hidroklorit; oktenidin hidroklorid; Oktenidin Hidroklorit; Oktenidin Hidroklorid
OCTENIDINE HYDROCHLORIDE
Molecular Formula of Octenidine hydrochloride
C36H64Cl2N4
Molecular Weight of Octenidine hydrochloride
623.82616 g/mol
InChI Key of Octenidine hydrochloride
SMGTYJPMKXNQFY-UHFFFAOYSA-N
FDA UNII
U84956NU4B
Chemical and Physical Properties of Octenidine hydrochloride
Molecular Weight of Octenidine hydrochloride 623.82616 g/mol
Molecular Formula of Octenidine hydrochloride C36H64Cl2N4
Hydrogen Bond Donor Count of Octenidine hydrochloride 2
Hydrogen Bond Acceptor Count of Octenidine hydrochloride 4
Rotatable Bond Count of Octenidine hydrochloride 25
Exact Mass of Octenidine hydrochloride 622.450803 g/mol
Monoisotopic Mass of Octenidine hydrochloride 622.450803 g/mol
Topological Polar Surface Area of Octenidine hydrochloride 31.2 A^2
Heavy Atom Count of Octenidine hydrochloride 42
Formal Charge of Octenidine hydrochloride 0
Complexity of Octenidine hydrochloride 691
Isotope Atom Count of Octenidine hydrochloride 0
Defined Atom Stereocenter Count of Octenidine hydrochloride 0
Undefined Atom Stereocenter Count of Octenidine hydrochloride 0
Defined Bond Stereocenter Count of Octenidine hydrochloride 0
Undefined Bond Stereocenter Count of Octenidine hydrochloride 0
Covalently Bonded Unit Count of Octenidine hydrochloride 3
4 Pharmacology and Biochemistry of Octenidine hydrochloride
4.1 MeSH Pharmacological Classification
Anti-Infective Agents
Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
Anti-Infective Agents, Local
Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects.
Octenidine hydrochloride is a cationic surfactant, with antimicrobial activity against Gram-positive and Gram-negative bacteria. Octenidine hydrochloride approved as a medicinal substance in several European countries and used for skin antisepsis in combination with aliphatic alcohols, e.g. propan-1-ol and propan-2-ol, or with detergents such as antiseptic soap. Octenidine hydrochloride is also used for antisepsis on wounds and mucosa either as a single substance, as an approved combination of Octenidine hydrochloride and phenoxyethanol.Octenidine hydrochloride is virtually not absorbed via the skin or mucous membranes. Because Octenidine hydrochlorideis only approved and used topically and is virtually not absorbed, no systemic effects are to be expected. Therefore, no further pharmacokinetic studies or studies on behalf of metabolism have been conducted. Octenidine hydrochlorideis easy and safe to handle, chemically stable, not inflammable, without resistance development and low toxicity to man and the environment alike. Octenidine hydrochloride’s popularity among therapists and wound care specialists is based on good clinical results, easy and pain-free application and local tolerance. Beside readily available combinations with phenoxyethanol, mouth rinses, and vaginal applications, semi-fluid preparations and dressings are described.
The aim of this study was to compare the tissue-dissolution efficacy of octenidine hydrochloride (OCT) as a new antiseptic solution with sodium hypochlorite solutions (2.5% and 5.25% NaOCl); 17% ethylenediamine tetraacetic acid (EDTA); 2% chlorhexidine and saline solution on bovine palatal tissue in vitro. Material and Methods: Frozen tissue samples obtained from bovine palates were cut into pieces of 4x4x2 mm and thawed at room temperature before use. The samples were randomly divided into five test groups and a control group (n=20 per group): Group 1 (2.5% NaOCl); Group 2 (5.25% NaOCl); Group 3 (17% EDTA); Group 4 (2% chlorhexidine); Group 5 (Octenidine hydrochloride) and control group (saline solution) and then weighed with a precision balance before placing in separate glass vials containing 5 mL of each test solution with two different temperatures; room temperature (n=10) or 45°C degrees (n=10). After incubation for 1h, samples were washed in saline, blotted dry and weighed again. The percentage of weight loss was calculated and statistically analysed with one-way ANOVA and Tukey post-hoc tests. Results: 5.25% NaOCl solution dissolved the tissue samples more effectively than other solutions (p<0.05). No statistically significant difference was found between the tissue weight loss of Octenidine hydrochloride and saline groups (p>0.05). Tissue-dissolving efficacy of 2.5% NaOCl, EDTA and chlorhexidine with 45°C was statistically higher than control group (p<0.05). Conclusion: Within the limitations of this in vitro study, it can be concluded that Octenidine hydrochloride did not have any organic tissue dissolution capacity when compared with other irrigants currently in use in endodontics.
Octenidine hydrochloride
Octenidine hydrochloride[1]
Octenidine hydrochloride.png
Names
IUPAC name of Octenidine hydrochloride
N-octyl-1-[10-(4-octyliminopyridin-1-yl)decyl]pyridin-4-imine dihydrochloride
Systematic IUPAC name of Octenidine hydrochloride
N,N’-(decane-1,10-diyldipyridin-1-yl-4-ylidene)dioctan-1-amine dihydrochloride
Other names of Octenidine hydrochloride
N,N’-(decane-1,10-diyldi-1(4H)-pyridyl-4-ylidene)bis(octylammonium) dichloride, Octenidine hydrochloride
Identifiers of Octenidine hydrochloride
CAS Number of Octenidine hydrochloride
70775-75-6
Octenidine: 71251-02-0
3D model (JSmol)
Interactive image of Octenidine hydrochloride
ChEBI of Octenidine hydrochloride
CHEBI:478961
ChEMBL of Octenidine hydrochloride
ChEMBL36342
ChemSpider
46370
ECHA InfoCard of Octenidine hydrochloride 100.068.035
EC Number of Octenidine hydrochloride
274-861-8
PubChem CID of Octenidine hydrochloride
198481
CompTox Dashboard (EPA) of Octenidine hydrochloride
DTXSID90221025
InChI[show]
SMILES[show]
Properties of Octenidine hydrochloride
Chemical formula of Octenidine hydrochloride
C36H64Cl2N4
Molar mass of Octenidine hydrochloride 623.84 g·mol-1
Pharmacology of Octenidine hydrochloride
ATC code
R02AA21 (WHO) combination codes: D08AJ57 (WHO) G01AX66 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Octenidine hydrochloride is a cationic surfactant, with a gemini-surfactant structure, derived from pyridine. It is active against Gram-positive and Gram-negative bacteria. Since 1987, it has been used primarily in Europe as an antiseptic prior to medical procedures, including on neonates.
Use of Octenidine hydrochloride
Since 1987, octenidine has been used in Europe as an antiseptic, in concentrations of 0.1 to 2.0%.[citation needed] It is a substitute for chlorhexidine, with respect to its slow action and concerns about the carcinogenic impurity 4-chloroaniline.[citation needed] Octenidine hydrochloride preparations are less expensive than chlorhexidine and no resistance had been observed as of 2007.[2] They may contain the antiseptic phenoxyethanol.[3]Octenidine hydrochloride is not listed in the Annex V of authorized preservatives of the European Cosmetic Regulation 1223/2009.
Efficacy of Octenidine hydrochloride
Octenidine hydrochloride is active against Gram-positive and Gram-negative bacteria.[4]
In vitro suspension tests with 5 minute exposure time have shown that octenidine requires lower effective concentrations than chlorhexidine to kill common bacteria like Staphylococcus aureus, Escherichia coli, Proteus mirabilis and the yeast Candida albicans.[5]
Comparison between octenidine and chlorhexidine determined by the suspension test after 5 minutes of exposure.
Effective concentration, %
Octenidine hydrochloride Chlorhexidine digluconate
Staphylococcus aureus 0.025 >0.2
Escherichia coli 0.025 0.1
Proteus mirabilis 0.025 >0.2
Candida albicans 0.01 0.025
Pseudomonas aeruginosa 0.025 >0.2
An observational study of using octenidine on the skin of patients in 17 intensive care units in Berlin in 2014 showed decreasing nosocomial infection rates.[6]
In a survey of German neonatal intensive-care units octenidine without phenoxyethanol and octenidine were the most common skin antiseptics used for intensive-care procedures. Skin complications included blistering, necrosis and scarring, which has not been previously reported in this population.[3]
In a 2016 study of pediatric cancer patients with long-term central venous access devices using octenidine/isopropanol for the disinfection of catheter hubs and 3-way stopcocks as part of a bundled intervention, the risk of bloodstream infections decreased.[7]
Safety
Octenidine hydrochloride is absorbed neither through the skin, nor through mucous membranes, nor via wounds and does not pass the placental barrier. However, cation-active compounds cause local irritation and are extremely poisonous when administered parenterally.[5]
In a 2016 in vitro study of mouth rinses on gingival fibroblasts and epithelial cells octenidine showed a less cytotoxic effect, especially on epithelial cells, compared to chlorhexidine after 15 min.[8] Wound irrigation with octenidine has caused severe complications in dogs,[9] aseptic necrosis and chronic inflammation in penetrating hand wounds.[10]
CAS RN: 70775-75-6 | Produit #: O0388
Octenidine hydrochloride
No-Image
Purity: >98.0%(HPLC)(N)
CHEMICAL AND PHYSICAL PROPERTIES OF OCTENIDINE HYDROCHLORITE
Octenidine hydrochloride Molecular structure: C33H.64Cl₂N4
Octenidine hydrochloride Appearance: White to Yellowish Solid
Octenidine hydrochloride Melting Point:> 207ºC (dec.)
Octenidine hydrochloride Mol. Weight: 623.83
Octenidine hydrochloride Storage: Hygroscopic, Refrigerator, under inert atmosphere
Octenidine hydrochloride Solubility: DMSO (Light), Methanol (Light)
Octenidine hydrochloride Stability: No Data Available
Octenidine hydrochloride Category: Amines, Heterocycles, Medicines, Intermediates and Humans
Octenidine hydrochloride Boiling Point: No Data Available
Octenidine hydrochloride CAS no.70775-75-6 API, active pharmaceutical ingredient to the pharmaceutical industry. Our Octenidine hydrochloride CAS no. 70775-75-6 is manufactured by cGMP compliant facility. Welcome to contact us for further details including current DMF status for the product . We look forward to assisting you with your research and development projects.Octenidine hydrochloride is an effective antiseptic compound for skin mucous membranes and wounds.
Octenidine hydrochloride is a cationic surfactant and bis-(dihydropyridinyl)-decane derivative used in concentrations of 0.1-2.0% for skin, mucous membrane and wound antisepsis. Octenidine dihydrochloride is similar in Octenidine hydrochloride action to quaternary ammonium compounds, but is of somewhat broader spectrum of activity. Octenidine hydrochloride is currently increasingly used in continental Europe as a substitute for quats or chlorhexidine in water- or alcohol-based skin, mucosa and wound antiseptics. In aqueous formulations, Octenidine dihydrochloride is often potentiated with addition of 2-phenoxyethanol.Octenidine hydrochloride is intended for use in all mammalian food producing species for skin and mucosal disinfection and short-term supportive antiseptic wound treatment as a 0.1% aqueous solution for cutaneous use. Octenidine dihydrochloride (N,N’-(1,1 0-Decandiyldi-1 (4-H)-pyridynyl-4yliden)bis(1-octanamine)-dihydrochloride – CAS No 70775-75-6) is an antiseptic agent intended for use in all mammalian food producing species for skin and mucosal disinfection and short-term supportive antiseptic wound treatment as a 0.1% aqueous solution for cutaneous use.
Octenidine hydrochloride shows antiseptic activity against a wide range of bacteria and some fungus in vitro. The lowest MIC value (1 ppm) for Octenidine hydrochloride was observed for Staphylococcus aurerus. Octenidine dihydrochloride showed a lower MIC value for the MRSA strains than other studied
antiseptics.
CHEMICAL AND PHYSICAL PROPERTIES OF OCTENIDINE HYDROCHLORIDE
Molecular form.: C₃₆H₆₄Cl₂N₄
Appearance: White to Off-White Solid
Melting Point: >207ºC (dec.)
Mol. Weight: 623.83
Storage: Hygroscopic, Refrigerator, under inert atmosphere
Solubility: DMSO (Slightly), Methanol (Slightly)
Stability: No Data Available
Category: Amines, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
Boiling Point: No Data Available
APPLICATION OF OCTENIDINE HYDROCHLORIDE
Octenidine is an antiseptic (topical). Octenidine is a cationic surfactant and bis (dihydropyridinyl)-decane derivative.
Octenidine dihydrochloride is used as modern antiseptic for skin, mucous membranes and wounds, drug
Biological Role(s)
Octenidine dihydrochloride has biological roles as pharmacological role
Chemical Role(s)
Octenidine dihydrochloride has chemical roles as Brønsted acid, surfactant
Chemical Entity
Octenidine dihydrochloride has chemical entities as hydrochloride, pyridines, secondary amine.
Octenidine dihydrochloride (N,N’-(1,1 0-Decandiyldi-1 (4-H)-pyridynyl-4yliden)bis(1-octanamine)-dihydrochloride – CAS No 70775-75-6) is an antiseptic agent intended for use in all mammalian food producing species for skin and mucosal disinfection and short-term supportive antiseptic wound treatment as a 0.1% aqueous solution for cutaneous use.
Octenidine dihydrochloride has been used as an antiseptic agent in human medicine.
Substance name: Octenidine dihydrochloride
Therapeutic class: Anti-infective agents/Antiseptics
Target species: All mammalian food producing species
Intended therapeutic indication: Skin and mucosal disinfection and short-term antiseptic wound
treatment
Route(s) of administration: Cutaneous
Octenidine dihydrochloride is intended for use in all mammalian food producing species for skin and mucosal disinfection and short-term supportive antiseptic wound treatment as a 0.1% aqueous solution for cutaneous use.
Based on the original and complementary data in the dossier, the Committee for Medicinal Products for Veterinary Use recommended on 8 February 2011 the establishment of maximum residue limits for octenidine dihydrochloride in all mammalian food producing species.
On 12 July 2011 the European Commission requested a reconsideration of the opinion of 8 February 2011 to review the possibility of extrapolation to poultry, eggs and honey.
On 15 September 2011 the Committee for Medicinal Products for Veterinary Use considered the Commission’s request, reviewed the considerations with regard to extrapolations and confirmed the recommendation for the establishment of maximum residue limits for octenidine dihydrochloride in all mammalian food producing species.
In most of the performed studies octenidine dihydrochloride was evaluated for potential genotoxic effects as a single agent. In addition, a fixed combination product containing 0.1% octenidine dihydrochloride, was also tested in some genotoxicity assays. Pivotal genotoxicity studies were performed according to GLP.
Octenidine dihydrochloride, in the presence and absence of S9, was negative in Ames tests in Salmonella strains TA 98, TA 100, TA 1535, TA 1537, TA 1538 and TA102 using test concentrations up to 5 µg/plate. At concentrations of 5 µg/plate and higher, octenidine dihydrochloride was toxic to the bacteria. Octenidine dihydrochloride showed no genotoxic potential with respect to gene mutations in bacteria.
Octenidine dihydrochloride did not induce chromosomal aberrations in cultured Chinese hamster ovary cells or in human lymphocytes, with or without S9 activation. The genotoxicity of octenidine dihydrochloride was investigated in vitro in the Mouse Lymphoma TK locus assay in L5178Y cells
results were negative. To summarise, there is no evidence of genotoxic potential of octenidine dihydrochloride in the in vitro mammalian cell tests.
In an in vivo mammalian bone marrow erythrocyte micronucleus assay in male and female mice with a single oral dose of 32 mg/kg, octenidine dihydrochloride did not show genotoxic activity. The dose in the main test was based on a preliminary toxicity test in which toxic effects on the bone marrow were seen at high doses.
In conclusion, the genotoxicity of octenidine dihydrochloride has been adequately studied and the weight of evidence is sufficient to conclude that octenidine dihydrochloride is not genotoxic.
Octenidine dihydrochloride shows antiseptic activity against a wide range of bacteria and some fungus in vitro. The lowest MIC value (1 ppm) for octenidine dihydrochloride was observed for Staphylococcus aurerus. Octenidine dihydrochloride showed a lower MIC value for the MRSA strains than other studied antiseptics. Cutaneous application of octenidine dihydrochloride on hands and feet of cynomolgus monkey reduced resident microflora on the skin. This reduction was dependent on concentration and number of applications.
No studies on secondary pharmacodynamics or pharmacodynamic drug interactions were submitted.
This is despite the fact that cationic substances, like octenidine hihydrochloride, might react with anionic substances and thus impair the antiseptic effect. However, the lack of secondary pharmacodynamic and drug interaction studies was considered justified as no information on Pharmacodynamic effects other than microbicidal effects can be found in the literature and pharmacokinetic studies with octenidine dihydrochloride indicate a low systemic exposure after cutaneous application.
OKTENDN HDROKLORT
Oktenidin hidrokloritin Moleküler Formülü
C36H64Cl2N4
Oktenidin hidrokloritin Molekül Arl
623.82616 g / mol
Oktenidin hidrokloritin InChI Anahtar
SMGTYJPMKXNQFY-UHFFFAOYSA-N-
FDA UNII
U84956NU4B
Oktenidin hidrokloritin Kimyasal ve Fiziksel Özellikleri
Oktenidin hidrokloritin Molekül Arl 623.82616 g / mol
Oktenidin hidroklorit C36H64Cl2N4’ün Moleküler Formülü
Oktenidin hidroklorit 2 Hidrojen Ba Donör Says
Hidrojen Ba Alcs Oktenidin hidroklorit Says 4
Oktenidin hidrokloritin Dönebilir Ba Says 25
Tam Kütle Oktenidin hidroklorit 622.450803 g / mol
Monoizotopik Oktenidin hidroklorit Kütlesi 622.450803 g / mol
Oktenidin hidrokloritin Topolojik Polar Yüzey Alan 31.2 A ^ 2
Oktenidin hidrokloritin Ar Atom Says 42
Oktenidin hidrokloritin Resmi Yüklenmesi 0
Oktenidin hidrokloritin karmakl 691
Oktenidin hidrokloritin zotop Atom Says 0
Tanmlanm Atom Stereo Merkez Merkezi Oktenidin hidroklorit Says 0
Tanmsz Atom Stereo Merkezinde Oktenidin hidroklorit Says 0
Tanmlanm Bond Stereoenter Merkezi Oktenidin hidroklorit Says 0
Tanmsz Bond Stereoenter Merkezi Oktenidin hidroklorit Says 0
Kovalent Olarak Bal Birim Oktenidin hidroklorit Says 3
4 Oktenidin hidrokloritin Farmakolojisi ve Biyokimyas
4.1 MeSH Farmakolojik Snflamas
Oktenidin hidroklorit, Gram-pozitif ve Gram-negatif bakterilere kar antimikrobiyal aktiviteye sahip katyonik bir yüzey aktif maddedir. Çeitli Avrupa ülkelerinde tbbi madde olarak onaylanan ve alifatik alkollerle kombinasyon halinde cilt antisepsi için kullanlan Oktenidin hidroklorit, ör. propan-1-ol ve propan-2-ol veya antiseptik sabun gibi deterjanlar ile. Oktenidin hidroklorit ayrca, Oktenidin hidroklorit ve fenoksietanolün onaylanm bir kombinasyonu olarak tek bir madde olarak yaralar ve mukozalar üzerinde antisepsi için kullanlr. Oktenidin hidroklorit sadece topikal olarak onaylandndan ve kullanldndan ve neredeyse emilmediinden, sistemik bir etki beklenmez. Bu nedenle, baka farmakokinetik çalma veya metabolizma adna çalma yaplmamtr. Octenidin hidroklorür, direnç geliimi ve insan ve çevre için düük toksisite olmadan, kimyasal olarak kararl, yanc olmayan, kullanm kolay ve güvenlidir. Oktenidin hidrokloritün terapistler ve yara bakm uzmanlar arasndaki popülaritesi iyi klinik sonuçlara, kolay ve arsz uygulamaya ve lokal toleransa dayanmaktadr. Fenoksietanol, az çalkalama maddeleri ve vajinal uygulamalarla kolayca elde edilebilen kombinasyonlarn yan sra, yar sv preparatlar ve pansumanlar tarif edilmektedir.
ÖZET
Amaç: Bu çalmann amac; yeni bir antiseptik solüsyon olan Oktenidin hidroklorit (OKT)’in sr damak dokusu üzerine çözücü etkinliinin sodyum hipoklorid solüsyonlar (%2,5 ve %5,25 NaOCl); %17 etilendiamin tetraasetik asit (EDTA); %2 klorheksidin ve serum fizyolojik ile in vitro karlatrlmasdr. Gereç ve Yöntemler: Sr damandan elde edilen dondurulmu doku örnekleri 4x4x2 mm olacak ekilde parçalara ayrld ve kullanm öncesinde oda scaklnda çözdürüldü. Örnekler rastgele be deney grubu ve kontrol grubuna (her grup için yirmier örnek) ayrld: Grup 1 (%2,5 NaOCl); Grup 2 (%5,25 NaOCl); Grup 3 (%17 EDTA); Grup 4 (%2 klorheksidin); Grup 5 (Oktenidin hidroklorit) ve kontrol grubu (serum fizyolojik). Örneklerin arl hassas terazide ölçüldükten sonra oda scaklnda (n=10) veya 45°C (n=10) olmak üzere iki farkl scaklk deerindeki 5 mL test solüsyonunun bulunduu cam ielere konuldu. Bir saatlik inkübasyon süresi sonras, örnekler serum fizyolojik ile ykand, kuruland ve tekrar tartld. Doku kayb yüzde olarak hesapland ve tek yönlü ANOVA ve Tukey çoklu karlatrma testleri kullanlarak istatistiksel analizi yapld. Bulgular: %5,25 NaOCl solüsyonu dier solüsyonlara göre doku örneklerini daha etkili bir ekilde çözdü (p<0,05). Oktenidin hidroklorit ve serum fizyolojik gruplar arasnda doku arlk kayb bakmndan istatistiksel olarak anlaml bir fark gözlenmedi (p>0,05). 45°C’ye stlm %2,5 NaOCl, EDTA ve klorheksidinin doku çözme etkinlii kontrol grubuyla kyaslandnda istatistiksel olarak daha yüksek bulundu (p<0,05). Sonuç: Bu in vitro çalmann snrlar dâhilinde, Oktenidin hidroklorit’nin endodontide kullanlan dier irrigasyon solüsyonlar ile kyaslandnda herhangi bir organik doku çözücü etkinliinin olmad sonucuna ulalmtr.
Oktenidin hidrokloritin özellikleri
Oktenidin hidrokloritin kimyasal formülü
C36H64Cl2N4
Moler kütle Oktenidin hidroklorit 623.84 g · mol – 1
Oktenidin hidrokloritin farmakolojisi
ATC kodu
R02AA21 (WHO) kombinasyon kodlar: D08AJ57 (WHO) G01AX66 (WHO)
Aksi belirtilmedikçe, standart halindeki malzemeler için veriler verilir (25 ° C [77 ° F], 100 kPa’da).
Bilgi kutusu referanslar
Oktenidin hidroklorit, piridinden türetilen bir ikizler-yüzey aktif madde yapsna sahip katyonik bir yüzey aktif maddedir. Gram-pozitif ve Gram-negatif bakterilere kar aktiftir. 1987’den bu yana, Avrupa’da yenidoanlarda dahil olmak üzere tbbi prosedürlerden önce öncelikle antiseptik olarak kullanlmaktadr.
Oktenidin hidroklorit kullanm
1987’den bu yana oktenidin, Avrupa’da% 0.1 ila% 2.0 konsantrasyonlarnda antiseptik olarak kullanlmaktadr. [Atf gerekli] Klorheksidin yerine, yava etkisi ve kanserojen safszlk 4-kloroanilin ile ilgili kayglar yerine geçer. Oktenidin hidroklorit preparatlar klorheksidinden daha ucuzdur ve 2007 yl itibariyle herhangi bir direnç gözlemlenmemitir. [2] Antiseptik fenoksietanol içerebilirler. [3] Avrupa Kozmetik Yönetmelii 1223/2009’un yetkili koruyucularnn Ek V’inde listelenmemitir.
Etki
Oktenidin hidroklorit Gram-pozitif ve Gram-negatif bakterilere kar aktiftir. [4]
5 dakikalk maruziyet süresi olan in vitro süspansiyon testleri, oktenidinin, Staphylococcus aureus, Escherichia coli, Proteus mirabilis ve maya Candida albicans gibi yaygn bakterileri öldürmek için klorheksidinden daha düük etkili konsantrasyonlar gerektirdiini göstermitir. [5]
5 dakikalk maruziyetten sonra süspansiyon testi ile belirlenen oktenidin ve klorheksidin arasndaki karlatrma.
Etkili konsantrasyon,%
Oktenidin hidroklorit Klorheksidin diglukonat
Staphylococcus aureus 0.025> 0.2
Escherichia coli 0.025 0.1
Proteus mirabilis 0.025> 0.2
Candida albicans 0.01 0.025
Pseudomonas aeruginosa 0.025> 0.2
2014 ylnda Berlin’de 17 youn bakm ünitesinde hastalarn cildinde oktenidin kullanm üzerine yaplan gözlemsel bir çalma, azalm hastane enfeksiyon oranlarn göstermitir. [6]
Alman yenidoan youn bakm ünitelerinde yaplan bir aratrmada, fenoksietanol içermeyen Oktenidin hidroklorit veOktenidin hidroklorit, youn bakm prosedürleri için kullanlan en yaygn cilt antiseptikleridir. Deri komplikasyonlar arasnda bu popülasyonda daha önce bildirilmeyen kabarcklanma, nekroz ve skarlama yer almaktadr. [3]
Paketlemeli bir müdahalenin bir parças olarak kateter göbeklerinin ve 3-yollu musluklarn dezenfeksiyonu için oktenidin / izopropanol kullanan uzun süreli santral venöz eriim cihazlarna sahip pediatrik kanser hastalar üzerine yaplan bir çalmada, kan dolam enfeksiyonu riski azalmtr. [7]
Emniyet
Oktenidin hidroklorit, ne deri yoluyla ne de mukoza zarlarndan veya yaralardan emilmez ve plasenta bariyerini geçmez. Bununla birlikte, katyon-aktif bileikler lokal tahrie neden olur ve parenteral olarak uygulandnda son derece zehirlidir. [5]
Dieti fibroblastlar ve epitel hücreleri üzerindeki az çalkalamalarnn 2016 ylnda in vitro bir çalmasnda oktenidin, 15 dakika sonra klorheksidin ile karlatrldnda, özellikle epitel hücrelerinde daha az sitotoksik bir etki göstermitir. [8] Oktenidin ile yara irigasyonu köpeklerde ciddi komplikasyonlara, [9] aseptik nekroz ve delici el yaralarnda kronik inflamasyona neden olmutur. [10]
Oktenidin hidroklorit CAS RN: 70775-75-6 |Oktenidin hidroklorit Ürün No: O0388
Oktenidin hidroklorit
No-Görüntü
Oktenidin hidroklorit Saflk:>% 98.0 (HPLC) (N)
OKTENDN HDROKLORT
Oktenidin hidroklorit (oktenidin), 20 yl önce cilt, müköz membran ve yara antisepsisi için kullanlmtr. Oktenidin dihidroklorür (N, N ‘- (1,1-0-Decandiild-1 (4-H) -piridinil-4iliden) bis 1-oktanamin) -dihidroklorür – CAS No 70775-75-6), tüm memeli gda üretim türlerinde deri ve mukozal dezenfeksiyon için kullanlan ve ksa süreli destekleyici antiseptik yarann antiseptik bir ajandr.
Oktenidin hidroklorit CAS no.70775-75-6 API, farmasötik endüstrisine aktif farmasötik katk maddesi.Oktenidin hidroklorit cilt mukoza zarlar ve yaralar için etkili bir antiseptik bileiktir.
Oktenidin hidrokloritcilt, müköz membran ve yara antisepsi için% 0.1-2.0 konsantrasyonlarda kullanlan katyonik bir yüzey aktif madde ve bis- (dihidropiridinil) -dekan türevidir. Oktenidin hidroklorit,Oktenidin hidroklorit eyleminde kuaterner amonyum bileiklerine benzer ancak, daha geni bir etki yelpazesine sahiptir. Oktenidin u an kta Avrupa’snda su ya da alkol bazl cilt, mukoza ve yara antiseptiklerinde kuats ya da klorheksidin yerine geçer. Sulu formülasyonlarda Oktenidin hidroklorit, genellikle 2-fenoksietanol ilavesiyle güçlendirilir. Oktenidin dihidroklorür, deri ve mukozal dezenfeksiyon için tüm memeli gda üreten türlerde ve kutanöz kullanm için% 0.1 sulu solüsyon olarak ksa süreli destekleyici antiseptik yara tedavisinde kullanlmak üzere tasarlanmtr . Oktenidin dihidroklorür (N, N ‘- (1,10-Decandiild-1 (4-H) -piridinil-4iliden) bis (1-oktanamin) -dihidroklorür – CAS No 70775-75-6) cilt ve mukozal dezenfeksiyon için tüm memeli gda üreten türlerde ve kutanöz kullanm için% 0.1 sulu solüsyon olarak ksa süreli destekleyici antiseptik yara tedavisinde kullann.
Oktenidin hidroklorit, in vitro geni bir yelpazede bakteri ve baz mantarlara kar antiseptik aktivite gösterir. Oktenidin hidroklorit için en düük MIC deeri (1 ppm) Staphylococcus aurerus için gözlenmitir. Oktenidin hidroklorit MRSA sular için dier incelenenlerden daha düük bir MIC deeri gösterdi
antiseptikler.
OKTENDN HDROKLORTN KMYASAL VE FZKSEL ÖZELLKLER
Oktenidin hidroklorit Moleküler yap: C33H.64Cl₂N4
Oktenidin hidroklorit Görünüm: Beyaz ila Sarms Kat
Oktenidin hidroklorit Erime Noktas:> 207ºC (dec.)
Oktenidin hidroklorit Mol. Arlk: 623,83
Oktenidin hidroklorit Depolama: Higroskopik, Buzdolab, inert atmosfer altnda
Oktenidin hidroklorit Çözünürlük: DMSO (Hafif), Metanol (Hafif)
Oktenidin hidroklorit Kararllk: Mevcut Veri Yok
Oktenidin hidroklorit Kategori: Aminler, Heterosiklikler, laçler, Ara ürünler ve nsanlar
Oktenidin hidroklorit Kaynama Noktas: Mevcut Veri Yok
OKTENDN HDROKLORTNN UYGULANMASI
Oktenidin hidroklorit antiseptiktir (topikal). Oktenidin hidroklorit katyonik bir yüzey aktif cismi ve bis (dihidropiridinil) -dekan türevidir.
Oktenidin hidroklorit cilt, müköz membranlar ve yaralar, ilaçlar için modern antiseptik olarak kullanlr
Biyolojik Rol (ler)
Oktenidin hidroklorit farmakolojik rolü olarak biyolojik rollere sahiptir
Kimyasal Rol (ler)
Oktenidin hidroklorit, Brønsted asit, yüzey aktif madde olarak kimyasal rollere sahiptir
Kimyasal Varlk
Oktenidin hidroklorit, piridinler, sekonder amin olarak kimyasal varlklara sahiptir.
OKTENDN HDROKLORTN DEPOLANMASI
10 ° C ile 35 ° C arasndaki scaklklarda ve nemi koruyan hava geçirmez kaplarda saklayn. Raf ömrü uygun koullarda depolandnda üretim tarihinden itibaren 24 aydr.
Octenidin dihidroklorür (oktenidin), 20 yl önce cilt, müköz membran ve yara antisepsisi için kullanlmtr. Oktenidin dihidroklorür (N, N ‘- (1,1-0-Decandiild-1 (4-H) -piridinil-4iliden) bis 1-oktanamin) -dihidroklorür – CAS No 70775-75-6), tüm memeli gda üretim türlerinde deri ve mukozal dezenfeksiyon için kullanlan ve ksa süreli destekleyici antiseptik yarann antiseptik bir ajandr.
Octenidin dihidroklorür, bakterilerdeki gen mutasyonlarna kar genotoksik bir potansiyel göstermedi.
Octenidin dihidroklorür, kültürlenmi Çin hamster yumurtalk hücrelerinde veya insan lenfositlerinde, S9 aktivasyonu olsun veya olmasn, kromozomal sapmalar indüklemedi. Oktenidin dihidrokloridin genotoksisitesi L5178Y hücrelerinde Mouse Lymphoma TK lokus tahlilinde in vitro aratrlmtr. Oktenidin dihidroklorür EMA / CVMP / 7000219/2009 Sayfa 4/11 sonuçlar için Avrupa halk MRL deerlendirme raporu (EPMAR) negatifti. Özetlemek gerekirse, in vitro memeli hücre testlerinde oktenidin dihidroklorürün genotoksik potansiyeline dair bir kant bulunmamaktadr.
32 mg / kg’lk tek bir oral dozda erkek ve dii farelerde in vivo memeli kemik ilii eritrosit mikronukleus tahlilinde oktenidin dihidroklorür genotoksik aktivite göstermedi. Ana testteki doz,
Yüksek dozlarda kemik iliinde toksik etkilerin görüldüü ön toksisite testi.
Sonuç olarak, Oktenidin hidroklorit genotoksisitesi yeterince incelenmi ve kant arl, Oktenidin hidrokloritin genotoksik olmad sonucuna varmak için yeterlidir.
Oktenidin hidroklorit, in vitro geni bir yelpazede bakteri ve baz mantarlara kar antiseptik aktivite gösterir. Oktenidin hidroklorit için en düük MIC deeri (1 ppm) Staphylococcus aurerus için gözlenmitir. Oktenidin hidroklorit MRSA sular için dier antiseptiklerden daha düük bir MIC deeri gösterdi. Cynomolgus maymunun el ve ayaklarnda Oktenidin hidrokloritin ciltli olarak uygulanmas, ikamet mikroflorasn deride düürdü. Bu azalma, younlama ve bavuru saysna balyd.
kincil farmakodinamikler veya farmakodinamik ilaç etkileimleri hakknda herhangi bir çalma sunulmamtr.
Oktenidin hidroklorit gibi katyonik maddelerin anyonik maddelerle reaksiyona girmesi ve böylece antiseptik etkiyi bozmas gerçeine ramen. Bununla birlikte, ikincil farmakodinamik ve ilaç etkileimi aratrmalarnn eksiklii, literatürde mikrop öldürücü etkiler dnda farmakodinamik etkiler hakknda hiçbir bilgi bulunmadndan ve Oktenidin hidroklorit ile yaplan farmakokinetik çalmalarda, kutanöz uygulama sonrasnda sistemik bir maruziyetin düük olduunu belirttii için hakl kabul edilmitir.
OKTENDN HDROKLORTN KMYASAL VE FZKSEL ÖZELLKLER
Moleküler yap: C33H.64Cl₂N4
Görünüm: Beyaz ila Sarms Kat
Erime Noktas:> 207ºC (dec.)
Mol. Arlk: 623,83
Depolama: Higroskopik, Buzdolab, inert atmosfer altnda
Çözünürlük: DMSO (Hafif), Metanol (Hafif)
Kararllk: Mevcut Veri Yok
Kategori: Aminler, Heterosiklikler, laçler, Ara ürünler ve nsanlar
Kaynama Noktas: Mevcut Veri Yok
Chlorhydrate d’octénidine
Chlorhydrate d’octénidine [1]
Octenidine hydrochloride.png
Noms
Nom IUPAC
Chlorhydrate de N -octyl-1- [10- (4-octyliminopyridin-1-yl) décyl] pyridin-4-imine
Nom IUPAC systématique
Chlorhydrate de N , N ‘ – (décane-1,10-diyldipyridin-1-yl-4-ylidène) dioctan-1-amine
Autres noms
Dichlorure de N , N ‘ – (décane-1,10-diyldi-1 (4H) -pyridyl-4-ylidène) bis (octylammonium)
Identifiants
Numero CAS
70775-75-6
Octénidine: 71251-02-0
Modèle 3D ( JSmol )
Image interactive
ChEBI
CHEBI: 478961
ChEMBL
ChEMBL36342
ChemSpider
46370
Carte Info ECHA 100.068.035
Numéro CE
274-861-8
PubChem CID
198481
Tableau de bord CompTox ( EPA )
DTXSID90221025 Modifiez ceci sur Wikidata
InChI[spectacle]
Sourit[spectacle]
Propriétés
Formule chimique
C 36 H 64 Cl 2 N 4
Masse molaire 623,84 g · mol -1
Pharmacologie
Code ATC
R02AA21 ( WHO ) codes de combinaison: D08AJ57 ( WHO ) G01AX66 ( WHO )
Sauf indication contraire, les données sont données pour les matériaux dans leur état standard (à 25 ° C [77 ° F], 100 kPa).
Références Infobox
Le Chlorhydrate d’octénidine est un tensioactif cationique , de structure gemini-tensioactif , dérivé de la pyridine . Il est actif contre les bactéries Gram-positives et Gram-négatives . Depuis 1987, il a été utilisé principalement en Europe comme antiseptique avant les procédures médicales, y compris chez les nouveau-nés.
Utilisez
Depuis 1987, l’octénidine est utilisée en Europe comme antiseptique , à des concentrations de 0,1 à 2,0%. [la citation nécessaire ] C’est un substitut à la chlorhexidine , en ce qui concerne son action lente et les préoccupations concernant l’impureté cancérigène 4-chloroaniline . [ citation nécessaire ] Les préparations d’octénidine sont moins chères que la chlorhexidine et aucune résistance n’avait été observée en 2007. [2] Elles peuvent contenir le phénoxyéthanol antiseptique . [3] Il ne figure pas à l’annexe V des conservateurs autorisés du règlement cosmétique européen 1223/2009.
Efficacité
Le Chlorhydrate d’octénidine est actif contre les bactéries à Gram positif et à Gram négatif . [4]
Des tests de suspension in vitro avec un temps d’exposition de 5 minutes ont montré que l’octénidine nécessite des concentrations efficaces inférieures à la chlorhexidine pour tuer les bactéries courantes comme Staphylococcus aureus, Escherichia coli, Proteus mirabilis et la levure Candida albicans. [5]
Comparaison entre l’octénidine et la chlorhexidine déterminée par le test de suspension après 5 minutes d’exposition.
Concentration efficace,%
Chlorhydrate d’octénidine Digluconate de chlorhexidine
Staphylococcus aureus 0,025 > 0,2
Escherichia coli 0,025 0,1
Proteus mirabilis 0,025 > 0,2
Candida albicans 0,01 0,025
Pseudomonas aeruginosa 0,025 > 0,2
Une étude observationnelle de l’utilisation d’octénidine sur la peau de patients dans 17 unités de soins intensifs à Berlin en 2014 a montré une diminution des taux d’ infection nosocomiale . [6]
Dans une enquête sur les unités de soins intensifs néonatales allemandes, l’ octénidine sans phénoxyéthanol et l’octénidine étaient les antiseptiques cutanés les plus couramment utilisés pour les procédures de soins intensifs. Les complications cutanées comprenaient des cloques, des nécroses et des cicatrices, qui n’avaient pas été signalées auparavant dans cette population. [3]
Dans une étude réalisée en 2016 sur des patients atteints de cancer pédiatrique avec des dispositifs d’accès veineux central à long terme utilisant de l’octénidine / isopropanol pour la désinfection des moyeux de cathéter et des robinets à 3 voies dans le cadre d’une intervention groupée, le risque d’ infections sanguines a diminué. [7]
Sécurité
L’octénidine n’est absorbée ni par la peau, ni par les muqueuses, ni par les plaies et ne passe pas la barrière placentaire. Cependant, les composés cationiques provoquent une irritation locale et sont extrêmement toxiques lorsqu’ils sont administrés par voie parentérale . [5]
Dans une étude in vitro de 2016 sur les rince-bouche sur les fibroblastes gingivaux et les cellules épithéliales, l’octénidine a montré un effet moins cytotoxique, en particulier sur les cellules épithéliales, par rapport à la chlorhexidine après 15 min. [8] L’ irrigation des plaies avec de l’octénidine a provoqué de graves complications chez les chiens, [9] une nécrose aseptique et une inflammation chronique des plaies pénétrantes pénétrantes. [dix]
Pureté / Méthode d’analyse >98.0%(HPLC)(N)
Formule moléculaire / poids moléculaire C36H62N4·2HCl = 623.84
Etat physique (20 ° C) Solid
CAS RN 70775-75-6
CAS RN connexes 71251-02-0
Numéro de registre de Reaxys 5696466
Identifiant de la substance PubChem 135727346
Indice Merck (14) 6754
Numéro MDL
MFCD01938808