Panthenol

Panthenol
IUPAC name (2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
Other names Dexpanthenol, Bepanthen
Identifiers
CAS number	81-13-0 Y
PubChem	4678
ChemSpider	4516 Y
UNII	1O6C93RI7Z Y
KEGG	D03726 Y
ChEMBL	CHEMBL1200979 N
Jmol-3D images	Image 1
SMILES O=C(NCCCO)C(O)C(C)(C)CO
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 InChI=1/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) Key: SNPLKNRPJHDVJA-UHFFFAOYAQ
Properties
Molecular formula	C9H19NO4
Molar mass	205.251g/mol
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Panthenol is the alcohol analog of pantothenic acid (vitamin B₅), and is thus a 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 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).

Panthenol'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 the hair shaft readily and is a frequent component of 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 making strands appear shiny. It is also recommended by many tattoo artists as a moisturising cream for new tattoos.

In ointments, panthenol has good skin penetration.^[1] 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.^{[citation needed]} It improves hydration, reduces itching and inflammation of the skin and accelerates and improves healing of epidermal wounds.^[1]

If ingested, panthenol is metabolized to pantothenic acid.

Synonyms

Bepanthen eye and nose lotion (Germany)

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 (DCIR)
• Dexpanthenolum
• Propanolamine, N-pantoyl-
• d-Pantothenyl alcohol
• Bepanthen

References

1. ^ ^{a b} Ebner F, Heller A, Rippke F, Tausch I. "Topical use of dexpanthenol in skin disorders". American journal of clinical dermatology. 2002;3(6):427-33. (abstract)

External links

• PDR Online : Pantothenic Acid
• Sci-toys: ingredients: panthenol
• DSM Nutritional Products Panthenol
• Record in the Household Products Database of NLM
• A11HA30