Dexpanthenol Chemical Properties

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

Flash point:

118-120°C/0.02m

storage temp. 

2-8°C

solubility 

DMSO (Sparingly), Methanol (Slightly), Water (Sparingly)

pka

13.03±0.20(Predicted)

form 

Viscous Liquid or Semi Solid

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

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

(+)-Panthenol (81-13-0)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-48-41-37/38-20/21/22

Safety Statements 

23-24/25-45-36/37/39-26-22

WGK Germany 

1

RTECS 

ES4316000

F 

3-10

TSCA 

Yes

HS Code 

29241990

Hazardous Substances Data

81-13-0(Hazardous Substances Data)

Toxicity

LD50 oral in mouse: 15gm/kg

MSDS

• Language:English Provider:(+)-Panthenol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Dexpanthenol Usage And Synthesis

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

Chemical Properties

clear colorless to slightly yellow viscous liquid

Originator

Bepanthene,Roche,France,1951

Uses

Dexpanthenol may be used as an analytical reference standard for the determination of the analyte in pharmaceutical formulations by various chromatography techniques as well as partial least-squares multivariate calibration.

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

cholinergic

Uses

immunosuppressant, mitoxantrone analogue less toxic on cardiac tissue antineoplastic

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

Non flammable

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.

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.

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.

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.

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.]

Dexpanthenol(81-13-0)Related Product Information

• Ibuprofen
• Panthenol
• Hydroxypropyl cellulose
• Ethyl acetate
• Dextran
• Dexketoprofen trometamol
• N,N-Dimethylacetamide
• Iron-dextran
• Sodium D-pantothenate
• N,N-Dimethylformamide
• hopantenic acid
• Dexpanthenol iMpurity F
• DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE
• Hopantenic
• D-PANTOTHENIC ACID
• PANTHENYL ETHYL ETHER ACETATE
• Calcium D-Pantothenate
• PANTOTHENIC ACID 2,4-DI-O-BETA-D-GALACTOPYRANOSIDE
• D-Panthenol