Panthenol

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Panthenol
Stereo, skeletal formula of panthenol (R)
Identifiers
CAS number16485-10-2 N, 81-13-0 R YesY
PubChem4678, 131204 R, 5748487 S
ChemSpider4516 YesY, 115991 R YesY, 4677984 S YesY
UNII1O6C93RI7Z YesY
EC number240-540-6
KEGGD03726 YesY
MeSHdexpanthenol
ChEBICHEBI:27373 N
ChEMBLCHEMBL1200979 N
RTECS numberES4316500
ATC codeA11HA30,D03AX03, S01XA12
Beilstein Reference1724945, 1724947 R
3DMetB00882
Jmol-3D imagesImage 1
Image 2
Properties
Molecular formulaC9H19NO4
Molar mass205.25 g mol−1
AppearanceColourless liquid
Density1.2 g mL−1 (at 20 °C)
Melting point66 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
Hazards
NFPA 704
NFPA 704.svg
1
1
0
LD5010,100 mg kg−1 (intraperitoneal, mouse); 15,000 mg kg−1 (oral, mouse)
Related compounds
Related compounds
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references
 
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Panthenol
Stereo, skeletal formula of panthenol (R)
Identifiers
CAS number16485-10-2 N, 81-13-0 R YesY
PubChem4678, 131204 R, 5748487 S
ChemSpider4516 YesY, 115991 R YesY, 4677984 S YesY
UNII1O6C93RI7Z YesY
EC number240-540-6
KEGGD03726 YesY
MeSHdexpanthenol
ChEBICHEBI:27373 N
ChEMBLCHEMBL1200979 N
RTECS numberES4316500
ATC codeA11HA30,D03AX03, S01XA12
Beilstein Reference1724945, 1724947 R
3DMetB00882
Jmol-3D imagesImage 1
Image 2
Properties
Molecular formulaC9H19NO4
Molar mass205.25 g mol−1
AppearanceColourless liquid
Density1.2 g mL−1 (at 20 °C)
Melting point66 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
Hazards
NFPA 704
NFPA 704.svg
1
1
0
LD5010,100 mg kg−1 (intraperitoneal, mouse); 15,000 mg kg−1 (oral, mouse)
Related compounds
Related compounds
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 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[edit]

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[citation needed], lubricating the hair shaft and giving it a shiny appearance. It is also recommended by many tattoo artists as a post-tattooing moisturising cream.

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.[citation needed] 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[edit]

Dexpanthol

Other names for panthenol include:

References[edit]

  1. ^ "dexpanthenol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identificaion. Retrieved 29 June 2012. 
  2. ^ a b 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. PMID 12113650. 

External links[edit]