Provitamin B5 (D-panthenol)

Table of Contents

Provitamin B5 (D-panthenol)

D-Panthenol USP is an active ingredient for sophisticated cosmetic skin care and hair care products, improving the appearance of skin, hair and nails. It is the provitamin of D-Pantothenic acid (Vitamin B5), playing a key role in the human intermediary metabolism. This product has applications as a healing effect for the structure and function of living tissue, and has deep penetrating moisturizing properties for the growth and pigmentation of hair.

Panthenol. D-PANTHENOL 75 W by ATAMAN is an active, anti-inflammatory agent. This provitamin provides improved appearance of skin hair and nails. D-PANTHENOL 75 W finds application in antiperspirants & deodorants, liquid soaps, personal care wipe, toothpastes/mouthwashes and sun protection formulations. Also used in shower/bath formulas, shampoos, self-tanning, face cleansing, conditioning, after-sun, body-, face- & baby care & cleansing products.

chemical compound

D-(+)-Panthenol; D(+)-Panthenol; Bepantol; Pantol; Bepanthen; D-panthenol 50; Pantothenyl alcohol;D-Pantothenol; D-Pantothenyl alcohol;Provitamin B; Bepanthene;(2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide; (+)-Panthenol;D-panthenol

Panthenol (also called pantothenol) is the alcohol analog of pantothenic acid (vitamin B5), and is thus a provitamin of B5. In organisms it is quickly oxidized to pantothenic acid. It is a viscous transparent liquid at room temperature. Panthenol is used as a moisturizer and to improve wound healing in pharmaceutical and cosmetic products.

In pharmaceuticals, cosmetics and personal-care products, panthenol is a moisturizer and humectant, used in ointments, lotions, shampoos, nasal sprays, eye drops, lozenges, and cleaning solutions for contact lenses.

In ointments it is used for the treatment of sunburns, mild burns, minor skin injuries and disorders (in concentrations of up to 2–5%). It improves hydration, reduces itching and inflammation of the skin, improves skin elasticity, and accelerates epidermal wounds’ rate of healing. For this purpose, it is sometimes combined with allantoin.

It binds to the hair shaft readily; so, it is a common component of commercial shampoos and hair conditioners (in concentrations of 0.1–1%). It coats the hair and seals its surface,[citation needed] lubricating the hair shaft and giving it a shiny appearance.

It is also recommended by tattoo artists as a post-tattooing moisturising cream.

Dexpanthenol belongs to a derivative of pantothenic acid (vitamin B5). It can penetrate the skin and mucous membrane to be quickly oxidized to pantothenic acid. The later one is extremely hygroscopic and binds water effectively. Therefore, Dexpanthenol can be used as a moisturizer. It is added to pharmaceutical and cosmetic products to relieve itching and improve wound healing. In ointments, it can be used for the treatment of sunburns, mild burns, minor skin injuries and disorders. It is also immediately applied after major abdominal surgery to minimize the possibility of paralytic ileus. In addition, it can also be supplemented into the commercial shampoos and hair conditioners to lubricate the hair shaft and give the hair a shiny appearance. The exact mechanism of action of Dexpanthenol is still unclear, perhaps through its enhancing effect on acetylcholine.  

Dexpanthenol is an alcoholic analogue of D-pantothenic acid and cholinergic agent. Dexpanthenol acts as a precursor of coenzyme A necessary for acetylation reactions and is involved in the synthesis of acetylcholine. Although the exact mechanism of the actions of dexpanthenol is unclear, it may enhance the effect of acetylcholine. Dexpanthenol acts on the gastrointestinal tract and increases lower intestinal motility. It is also applied topically to the skin to relieve itching and to promote healing.

Dexpanthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium. Dexpanthenol is enzymatically cleaved to form pantothenic acid, which is an essential component of Coenzyme A, which acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium. Due to its good penetration and high local concentrations, dexpanthanol is used in many topical products, such as ointments and lotions for treatment of dermatological conditions to relieve itching or promote healing. Dermatological effects of the topical use of dexpanthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing. Furthermore, it acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties. Dexpanthenol is also available as a racemic mixture containing both the dextrorotatory form (dexpanthenol) and the levorotatory form (levopanthenol) as [DB11204]. While pantothenic acid is optically active, only the dextrorotatory form (dexpanthenol) is biologically active.

Pantothenol is a monocarboxylic acid amide that is 3,3-dimethylbutanamide substituted by hydroxy groups at positions 2 and 4 and a 3-hydroxypropyl group at the carbomyl nitrogen. It has a role as a cholinergic drug and a provitamin. It is an amino alcohol and a monocarboxylic acid amide.

Adverse effects

Panthenol is generally well tolerated. In rare cases, skin irritation and contact allergies have been reported.

Pharmacology

Panthenol readily penetrates into the skin and mucous membranes (including the intestinal mucosa), where it is quickly oxidized to pantothenic acid. Pantothenic acid is extremely hygroscopic, that is, it binds water effectively. It is also used in the biosynthesis of coenzyme A, which plays a role in a wide range of enzymatic reactions and thus in cell growth.

Pharmacology

Panthenol readily penetrates into the skin and mucous membranes (including the intestinal mucosa), where it is quickly oxidized to pantothenic acid. Pantothenic acid is extremely hygroscopic, that is, it binds water effectively. It is also used in the biosynthesis of coenzyme A, which plays a role in a wide range of enzymatic reactions and thus in cell growth.

IUPAC name: 2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide

Other names: Pantothenol, Pantothenyl alcohol, N-Pantoylpropanolamine, Bepanthen (trade name), Dexpanthenol (D form)

CAS Number: 16485-10-2

CAS Number: 81-13-0 

DL-Panthenol

panthenol

16485-10-2

DL-Pantothenol

DL-Pantothenyl alcohol

2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide

Panthenolum

Pantenol

Pantenolo

Penthenol

Varitan

Panthenol , DL-form

(+-)-Pantothenyl alcohol

Pantenolo [DCIT]

Urupan

Alcool DL-pantotenilico

C9H19NO4

Pantenol [INN-Spanish]

Panthenolum [INN-Latin]

Pantothenylol

Intrapan

Pantenyl

D-(+)-Panthenol

Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-

Provitamin B5

Alcool DL-pantotenilico [Italian]

Dextro pantothenyl alcohol

EINECS 240-540-6

MFCD00002944

Alcopan-250

D-(+)-Pantothenyl alcohol

Dexpantenol

Dexpanthenolum

2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide

Pantothenol, D-

62507-76-0

AK-60852

(+-)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide

Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (+)- (9CI)

Dexpantenol [INN-Spanish]

Dexpanthenolum [INN-Latin]

Q-201031

CCRIS 3947

HSDB 296

EINECS 201-327-3

Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (+-)-

Butyramide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, DL-

component of Zentinic

Panthenol, (+)-

N-Pantoyl-3-propanolamine

(R)-2,4-Dihydroxy-N-(3-hydroxy-propyl)-3,3-dimethylbutanamide

Dexpanthenol [USAN:INN:BAN]

NSC302962

D(+)-alpha,gamma-Dihydroxy-N-(3-hydroxypropyl)-beta,beta-dimethylbutyramide

d,l- panthenol

Fancol DL

alpha,gamma-Dihydroxy-N-(3-hydroxypropyl)-beta,beta-dimethylbutyramide, D-(+)-

Panthenol [USAN:BAN:INN:JAN]

Panthenol, racemic

pantothenylol alcohol

ACMC-20ajzi

Dexpanthenol [USAN)

DL-Panthenol 99%

Panthenol [USAN:USP:INN:BAN:JAN]

2,3-dimethylbutyramide

DL-Panthenol, 99%

ACMC-209pkr

Panthenol (USP/INN)

Dexpanthenol (Panthenol)

ACMC-1AYN9

compnent of ilopan-Choline

EC 240-540-6

(R)-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide

Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (theta)-

CHEMBL1371937

D-(+)-2,3-dimethylbutyramide

Pharmakon1600-01505420

Pharmakon1600-01505656

DL-Pantothenol;DL-Pantothenyl alcohol

Butyramide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3

3-(2,4-Dihydroxy-3,3-dimethylbutyramido)-1-propanol

BRD-A59413292-001-04-1

Butanamide,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-

3,3-dimethyl-2,4-bis(oxidanyl)-N-(3-oxidanylpropyl)butanamide

D-2,4-Dihydroxy-3,3-dimethyl-N-(3-hydroxypropyl)butyramide

Butanamide,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (R)-

Butyramide,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, D-(+)-

Panthenol, racemic, United States Pharmacopeia (USP) 

Description: Provitamin B5 (synonyms: D-pantothenyl alcohol, pantothenol, dexpanthenol) is the alcohol analog of pantothenic acid (vitamin B5). Activity 75%. pH 8-9. Stabilized & preserved with 1% D-pantolactone. Clear viscous liquid, no or faint odor. Soluble in water & alcohol, not in oils.

CAS: 81-13-0, 7732-18-5

INCI Name: D-panthenol, water

Benefits:

Penetrates readily into skin & hair

Has good moisturizing and softening properties

Soothes irritated and blemished skin

Gives the hair moisture & shine and reduces split ends.

Use: Add to cold or hot formulas, usual final concentration 0.5-5%. For external use only.

Applications: Creams, lotions, shampoos, conditioners, body washes, makeup.

Raw material source: Propanolamine and beta-dimethylbutyrolactone

Manufacture: Panthenol is synthetically produced by combining propanolamine and beta-dimethylbutyrolactone.

Animal Testing: Not animal tested

GMO: GMO free (does not contain plant-derived components)

Vegan: Does not contain animal-derived components

Odor: characteristic

Use: D-Panthenol is an active for skin and hair care formulations that improves the appearance of skin and hair. It provides moisturization and anti-inflammatory benefits to skin and improves shine, prevents damage and moisturizes hair.

Panthenol [BAN] [INN] [JAN] [USAN] [USP] [Wiki]

(±)-2,4-Dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide

(±)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide

(±)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide

(±)-Pantothenyl Alcohol

(±)-α,γ-Dihydroxy-N-(3-hydroxypropyl)-β,β-dimethylbutyramide

16485-10-2 [RN]

1724945

1744

2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamid [German] [ACD/IUPAC Name]

2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide [ACD/IUPAC Name]

2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-diméthylbutanamide [French] [ACD/IUPAC Name]

240-540-6 [EINECS]

Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl- [ACD/Index Name]

DL-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide

DL-Panthenol

DL-Pantothenyl alcohol

ES4316500

MFCD00002944 [MDL number]

pantenol [Spanish] [INN]

pantenol [Portuguese]

panthénol [French] [INN]

panthenol , DL-form

Panthenol DL-form

Panthenol, racemic

panthenolum [Latin] [INN]

UNII:WV9CM0O67Z

WV9CM0O67Z

пантенол [Russian] [INN]

بانثينول [Arabic] [INN]

泛醇 [Chinese] [INN]

Fancol DL

N-Pantoyl-3-propanolamine

N-Pantoyl-propanolamine

Pantenolo

(±)-Pantothenyl alcohol

(1S)-1-(2-pyridyl)ethanol

(R)-2-(1-HYDROXYETHYL)PYRIDINE

[16485-10-2]

1724947 [Beilstein]

1O6C93RI7Z

2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide

6-Oxa-1-azaspiro[3.3]heptane [ACD/Index Name] [ACD/IUPAC Name]

6-Oxa-1-aza-spiro[3.3]heptane

Alcool DL-pantotenilico [Italian]

Alcopan-250

Bepanthen

Bepanthene

Bepantol

Butanamide, 2, 4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-

Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (θ)-

Butyramide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, DL-

D Panthenol

DB09357

Dexpantenol

Dexpanthenolum

dl-panthenol, 99%

DL-Pantothenol

DL-Pantothenol;DL-Pantothenyl alcohol

Ilopan [Trade name]

Intrapan [Trade name]

MFCD00065006 [MDL number]

Motilyn

Panadon 

Pantenol

Pantenolo [DCIT]

Pantenyl

PANTHENOL [USAN:BAN:INN:JAN] 

Panthenol Racemic

Panthenolum

PANTHODERM

Pantol

Pantothenol

Pantothenyl alcohol

Pantothenylol

pantothenylol alcohol

Penthenol

Pharmakon1600-01505420

Pharmakon1600-01505656

Propanolamine, N-pantoyl-

Provitamin B

Provitamin B5

Synapan

Thenalton

Urupan

Varitan

Zentinic

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