Panthenol

Panthenol
Names
IUPAC name
2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide[1]
Other names
  • Bepanthen
  • Dexpanthenol
Identifiers
3DMet B00882
ATC code A11HA30
D03AX03, S01XA12
1724945, 1724947 R
16485-10-2 
81-13-0 R 
ChEBI CHEBI:27373 
ChEMBL ChEMBL1200979 
ChemSpider 4516 Yes
115991 R 
4677984 S 
EC number 240-540-6
Jmol-3D images Image
Image
KEGG D03726 Yes
MeSH dexpanthenol
PubChem 4678
131204 R
5748487 S
RTECS number ES4316500
UNII 1O6C93RI7Z Yes
Properties
Molecular formula
 C9H19NO4
Molar mass 205.25 g·mol−1
Appearance Colourless liquid
Density 1.2 g mL−1 (at 20 °C)
Melting point 66 °C (151 °F; 339 K)
log P −0.989
Acidity (pKa) 13.033
Basicity (pKb) 0.964
1.499
Hazards
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
1
1
0
10,100 mg kg−1 (intraperitoneal, mouse); 15,000 mg kg−1 (oral, mouse)
Related compounds
Related compounds
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
  verify (what is: Yes/?)
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. 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

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.[2] 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.[2]

If ingested, panthenol is metabolized to pantothenic acid.

Synonyms

Dexpanthol

Other names for panthenol include:

References

  1. ↑ "dexpanthenol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identificaion. Retrieved 29 June 2012.
  2. ↑ 2.0 2.1 Ebner F, Heller A, Rippke F, Tausch I (2002). "Topical Use of Dexpanthenol in Skin Disorders". American Journal of Clinical Dermatology 3 (6): 427–433. doi:10.2165/00128071-200203060-00005. PMID 12113650.

External links