Panthenol

Panthenol

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

Other names
Dexpanthenol, Bepanthen

Identifiers

CAS number

PubChem
4678

SMILES

 
CC(C)(CO)C(C(=O)NCCCO)O

Properties

Molecular formula
C9H19NO4

Molar mass
205.251

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Panthenol is the alcohol analog of pantothenic acid (vitamin B5), and is thus the provitamin of B5. In organisms it is quickly oxidized to pantothenate. Panthenol is a highly viscous transparent liquid at room temperature, but salts of pantothenic acid (for example sodium pantothenate) are powders (typically white). It is well soluble in water, alcohol and propylene glycol, soluble in ether and chloroform, and slightly soluble in glycerin.

Panthenol comes in two enantiomers, D and L. Only D-panthenol (dexpanthenol) is biologically active, however both forms have moisturizing properties. For cosmetic use, panthenol comes either in D form, or as a racemic mixture of D and L (DL-panthenol).

Pantothenol’s expanded chemical formula is: HO-CH2-C(CH3)2-CH(OH)-CONH-CH2CH2CH2-OH.

Uses

In cosmetics, panthenol is a humectant, emollient and moisturizer. It binds to hair follicles readily.

In ointments it is mixed with allantoin, in concentrations of up to 2-5%, and is used for treatment of sunburns, mild burns and minor skin disorders.

Panthenol is not, however, absorbed through the skin and thus has limited effects that are not due to its provitamin character.

If ingested, panthenol is metabolized to pantothenic acid.

Other names for panthenol are:

  • Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (R)-
  • Butyramide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, D-(+)-
  • Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (2R)-
  • D-Panthenol
  • Dexpanthenol (DCIR)
  • Dexpanthenolum
  • Panthenol
  • Propanolamine, N-pantoyl-
  • d-Pantothenyl alcohol

External links

  • PDR Online : Pantothenic Acid
  • Sci-toys: ingredients: panthenol
  • Household Products Database
  • A11HA30

v • d • e

Vitamins (A11)

Fat soluble

A: Retinol - Beta-carotene - Tretinoin - Alpha-carotene

D3: 7-Dehydrocholesterol → Previtamin D3 → Cholecalciferol (D3) → Calcidiol → Calcitriol (active form) → Calcitroic acid

D2: Ergosterol → Ergocalciferol (D2)

D analogues: Dihydrotachysterol - Calcipotriol - Tacalcitol

E: Tocopherol - Tocotrienol

K: Naphthoquinone - Phylloquinone/K1 - Menatetrenone/K2

Water soluble: B vitamins

B1 (Thiamine) - B2 (Riboflavin) - B3 (Niacin, Nicotinamide) - B5 (Pantothenic acid, Dexpanthenol, Pantethine) - B6 (Pyridoxine, Pyridoxal phosphate, Pyridoxamine) - B7 (Biotin) - B9 (Folic acid, Folinic acid) - B12 (Cyanocobalamin, Hydroxocobalamin, Methylcobalamin, Cobamamide)

Water soluble: other

C (Ascorbic acid) - Choline

see also enzyme cofactors

v • d • e

Preparations for treatment of wounds and ulcers (D03)

Cicatrizants

Cadexomer iodine - Dextranomer - Dexpanthenol - Calcium pantothenate - Hyaluronic acid - Becaplermin - Glyceryl trinitrate - Isosorbide dinitrate - Crilanomer - Enoxolone

Proteolytic enzymes

Trypsin - Clostridiopeptidase

Retrieved from “http://en.wikipedia.org/wiki/Panthenol
Categories: B vitamins | Alcohols | Hairdressing | Cosmetic chemicalsHidden categories: All articles with unsourced statements | Articles with unsourced statements since March 2007

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