Panthenol

Panthenol

Names
IUPAC name 2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
Other names Bepanthen Dexpanthenol
Identifiers
CAS Number	16485-10-2 N 81-13-0 R N
3DMet	B00882
Beilstein Reference	1724945, 1724947 R
ChEBI	CHEBI:27373 N
ChEMBL	ChEMBL1200979 N
ChemSpider	4516 Y 115991 R N 4677984 S N
EC Number	240-540-6
Jmol 3D model	Interactive image Interactive image
KEGG	D03726 Y
MeSH	dexpanthenol
PubChem	4678 131204 R 5748487 S
RTECS number	ES4316500
UNII	1O6C93RI7Z Y
InChI InChI=1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14) Y Key: SNPLKNRPJHDVJA-UHFFFAOYSA-N Y
SMILES CC(C)(CO)C(O)c(:[o]):[nH]CCCO CC(C)(CO)C(O)C(=O)NCCCO
Properties
Chemical formula	C9H19NO4
Molar mass	205.25 g·mol−1
Appearance	Colourless liquid
Density	1.2 g mL−1 (at 20 °C)
Melting point	66 to 69 °C (151 to 156 °F; 339 to 342 K)
log P	−0.989
Acidity (pKa)	13.033
Basicity (pKb)	0.964
Refractive index (nD)	1.499
Pharmacology
ATC code	A11HA30 D03AX03, S01XA12
Vapor pressure	{{{value}}}
Related compounds
Related compounds	Arginine Theanine Pantothenic acid Hopantenic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Panthenol (pantothenol) is the alcohol analog of pantothenic acid (vitamin B₅), and is thus a provitamin of B₅. In organisms it is quickly oxidized to pantothenate [pantothenic acid]. 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 soluble in water, alcohol, propylene glycol, 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).

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

Uses

Bepanthen eye and nose lotion (Germany)

In cosmetics and personal-care products, panthenol is a humectant, emollient, and moisturizer. It binds to the hair shaft readily; so, it is a common component of commercial shampoos and hair conditioners (in concentrations of 0.1-1.0%). It coats the hair and seals its surface, lubricating the hair shaft and giving it a shiny appearance. It is also recommended by many tattoo artists as a post-tattooing moisturising cream.

Panthenol draws moisture from the atmosphere and readily binds to water molecules. When applied to the hair panthenol will help to moisturize it and give it a shine and gloss. For this reason it has become a very popular ingredient in shampoos and conditioners.

In ointments, panthenol is an effective skin penetrator. It is sometimes mixed with allantoin, in concentrations of up to 2-5%, and is used for treatment of sunburns, mild burns and minor skin disorders. It improves hydration, reduces itching and inflammation of the skin, and accelerates epidermal wounds' rate of healing.

If ingested, panthenol is metabolized to pantothenic acid.

Synonyms

Dexpanthenol

Other names for panthenol include:

• 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
• Dexpanthenolum
• Propanolamine, N-pantoyl-
• d-Pantothenyl alcohol
• Bepanthen

External links

• PDR Online : Pantothenic Acid
• Sci-toys: ingredients: panthenol
• DSM Nutritional Products Panthenol
• Record in the Household Products Database of NLM