| Identification | More | [Name]
Dexpanthenol | [CAS]
81-13-0 | [Synonyms]
D-2,4-DIHYDROXY-N-(3-HYDROXYPROPYL)-3,3-DIMETHYLBUTYRAMIDE
D(+)-ALPHA,GAMMA-DIHYDROXY-N-[3-HYDROXYPROPYL]-BETA,BETA-DIMETHYLBUTYRAMIDE
DEXPANTHENOL
DEXPANTHENOLUM
D-N-PANTOYL-3-PROPANOLAMINE
D(+)-PANTHENOL
D-PANTHENOL
D-PANTOTHENOL
D(+)-PANTOTHENYL ALCOHOL
D-PANTOTHENYL ALCOHOL
D-PANTOTHENYLOL
PANTHENOL
PANTHENOL, D-
PROVITAMIN B
(R)-2,4-DIHYDROXY-3,3-DIMETHYLBUTYRIC 3-HYDROXYPROPYLAMIDE
(R)-2,4-DIHYDROXY-N-(3-HYDROXYPROPYL)-3,3-DIMETHYLBUTANAMIDE
(R)-(+)-2,4-DIHYDROXY-N-(3-HYDROXYPROPYL)-3,3-DIMETHYLBUTYRAMIDE
(R)-2,4-DIHYDROXY-N-(3-HYDROXYPROPYL)-3,3-DIMETHYLBUTYRAMIDE
(R)-3-(2,4-DIHYDROXY-3,3-DIMETHYLBUTYRAMIDO)-1-PROPANOL
(+)-pantheno | [EINECS(EC#)]
201-327-3 | [Molecular Formula]
C9H19NO4 | [MDL Number]
MFCD00065006 | [Molecular Weight]
205.25 | [MOL File]
81-13-0.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to slightly yellow viscous liquid | [Melting point ]
64～69℃ | [alpha ]
30.5 º (c=5, H2O on anh. sub) | [Boiling point ]
118-120 °C (2.7 mmHg)
| [density ]
1.20 g/mL at 20 °C(lit.)
| [vapor pressure ]
0Pa at 25℃ | [refractive index ]
1.495-1.502
| [Fp ]
118-120°C/0.02m | [storage temp. ]
−20°C
| [solubility ]
DMSO (Sparingly), Methanol (Slightly), Water (Sparingly) | [form ]
Viscous Liquid or Semi Solid | [pka]
13.03±0.20(Predicted) | [color ]
Clear colorless to slightly yellow | [PH]
pH (100g/l,25℃) : 8.5～10.5 | [optical activity]
[α]20/D +30±1°, c = 5% in H2O | [Water Solubility ]
soluble | [Sensitive ]
Hygroscopic | [Merck ]
14,2947 | [BRN ]
1724947 | [Contact allergens]
Pan(to)thenol is the alcohol corresponding to pantothenic
acid, of the vitamin B5 group. It is used as a food additive,
and in skin and hair products as a conditioning agent.
Contact dermatitis and urticaria have been reported. | [InChIKey]
SNPLKNRPJHDVJA-ZETCQYMHSA-N | [LogP]
-1.06 at 22℃ | [CAS DataBase Reference]
81-13-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Dexpanthenol(81-13-0) | [EPA Substance Registry System]
81-13-0(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to slightly yellow viscous liquid | [Uses]
cholinergic | [Uses]
D-Panthenol is an analogue of pantothenic acid (P190300), a member of the B complex vitamins. D-Panthenol is the biologically active enantiomer of Panthenol. | [Uses]
immunosuppressant, mitoxantrone analogue less toxic on cardiac tissue antineoplastic | [Originator]
Bepanthene,Roche,France,1951 | [Definition]
ChEBI: Pantothenol is a monocarboxylic acid amide that is 3,3-dimethylbutanamide substituted by hydroxy groups at positions 2 and 4 and a 3-hydroxypropyl group at the carbomyl nitrogen. It has a role as a cholinergic drug and a provitamin. It is an amino alcohol and a monocarboxylic acid amide. | [Manufacturing Process]
130 parts by weight of d(-)-α-hydroxy-β,β-dimethyl-gamma-butyric acid
lactone are dissolved in 150 parts by volume of methyl alcohol. 75 parts by
weight of 3-hydroxypropylamine are added, in one portion, to the solution and
the mixture is well stirred. While the reaction sets in, the temperature of the
mixture gradually rises by itself to about 50°C and then drops again after
about two hours. To cause completion of the reaction, the mixture is allowed
to stand at room temperature for 24 hours. The so obtained (d+)-α,γdihydroxy-β,β-dimethyl-butyric-acid-(3'-hydroxypropyl)-amide is freed from
methyl alcohol in vacuo. It is a colorless, viscous oil, easily soluble in water. It
boils under a pressure of 0.02 mm between 118° and 120°C. | [Brand name]
D-Panthenol 50 (BASF); Ilopan (Savage); Motilyn (Abbott). | [Therapeutic Function]
Gastrointestinal drug | [General Description]
Dexpanthenol is an alcohol analog of pantothenic acid and an important component of parenterals, local cosmetic preparations and multi-vitamins. It has as much biological activity as pantothenic acid and is found to be stable in aqueous solution.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. | [Flammability and Explosibility]
Nonflammable | [Biochem/physiol Actions]
D-Panthenol is the alcohol analogue and biological precursor of D-pantothenic acid. These analogues are precursors in the biosynthesis of coenzyme A. D-Panthenol and D-Pantothenic acid are used in a variety of skin protection products. D-pantothenic acid may have a role in controlling keratinocyte proliferation and differentiation. D-Panthenol may be used for studies of skin protection emulsions from UV irradiation and as a humectant. | [Veterinary Drugs and Treatments]
Dexpanthenol has been suggested for use in intestinal atony or distension,
postoperative
retention of flatus and feces, prophylaxis and
treatment of paralytic ileus after abdominal surgery or traumatic
injuries, equine colic (not due to mechanical obstruction) and any
other condition
when there is an impairment of smooth muscle
function. Controlled studies are lacking with regard
to proving the
efficacy of the drug for any of these indications. | [storage]
Store at -20°C | [Purification Methods]
Purify D-panthenol by distillation in vacuo. It is a slightly hygroscopic viscous oil and is soluble in H2O and organic solvents. It is hydrolysed by alkali and strong acid. [Rabin J Am Pharm Assoc (Sci Ed) 37 502 1948, Bonati & Pitré Farmaco Ed Scient 14 43 1959, Beilstein 4 IV 1652.] |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R48:Danger of serious damage to health by prolonged exposure.
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust . | [WGK Germany ]
1
| [RTECS ]
ES4316000
| [F ]
3-10 | [TSCA ]
Yes | [HS Code ]
29241990 | [Safety Profile]
Moderately toxic by intravenous route. A skin and eye irritant. When heated to decomposition it emits toxic fumes of NOx. See also AMIDES. | [Hazardous Substances Data]
81-13-0(Hazardous Substances Data) | [Toxicity]
LD50 oral in mouse: 15gm/kg |
| Questions And Answer | Back Directory | [Description]
Dexpanthenol belongs to a derivative of pantothenic acid (vitamin B5). It can penetrate the skin and mucous membrane to be quickly oxidized to pantothenic acid. The later one is extremely hygroscopic and binds water effectively. Therefore, Dexpanthenol can be used as a moisturizer. It is added to pharmaceutical and cosmetic products to relieve itching and improve wound healing. In ointments, it can be used for the treatment of sunburns, mild burns, minor skin injuries and disorders. It is also immediately applied after major abdominal surgery to minimize the possibility of paralytic ileus. In addition, it can also be supplemented into the commercial shampoos and hair conditioners to lubricate the hair shaft and give the hair a shiny appearance. The exact mechanism of action of Dexpanthenol is still unclear, perhaps through its enhancing effect on acetylcholine.
| [References]
https://pubchem.ncbi.nlm.nih.gov/compound/Dexpanthenol#section=Top
https://www.drugs.com/pro/dexpanthenol.html
https://de.wikipedia.org/wiki/Dexpanthenol
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