Panthenol
| Panthenol | |
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2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide[1] |
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Other names
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| Identifiers | |
| CAS number | 16485-10-2  , 81-13-0 R |
| PubChem | 4678, 131204 R, 5748487 S |
| ChemSpider | 4516 , 115991 R , 4677984 S |
| UNII | 1O6C93RI7Z |
| EC number | 240-540-6 |
| KEGG | D03726 |
| MeSH | dexpanthenol |
| ChEBI | CHEBI:27373 |
| ChEMBL | CHEMBL1200979  |
| RTECS number | ES4316500 |
| ATC code | A11,D03AX03, S01XA12 |
| Beilstein Reference | 1724945, 1724947 R |
| 3DMet | B00882 |
| Jmol-3D images | Image 1 Image 2 |
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| 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 |
66-69 °C, 339-342 K, 151-156 °F |
| log P | −0.989 |
| Acidity (pKa) | 13.033 |
| Basicity (pKb) | 0.964 |
| Refractive index (nD) | 1.499 |
| Hazards | |
| NFPA 704 |
 1
1
0
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| LD50 | 10.100 mg kg−1 (intraperitoneal, mouse) |
| Related compounds | |
| Related compounds | |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| 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.
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Uses [edit]
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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.[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 and improves healing of epidermal wounds.[2]
If ingested, panthenol is metabolized to pantothenic acid.
Synonyms [edit]
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 [edit]
- ^ "dexpanthenol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identificaion. Retrieved 29 June 2012.
- ^ 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]
- PDR Online : Pantothenic Acid
- Sci-toys: ingredients: panthenol
- DSM Nutritional Products Panthenol
- Record in the Household Products Database of NLM
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