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Dexpanthenol

CAS No.
81-13-0
Chemical Name:
Dexpanthenol
Synonyms
D-PANTHENOL;Provitamin B5;D-PANTOTHENYL ALCOHOL;D-PANTOTHENOL;(R)-2,4-DIHYDROXY-N-(3-HYDROXYPROPYL)-3,3-DIMETHYLBUTYRAMIDE;Bepanthen;Pantol;Pantenyl;PROVITAMIN B;PANTHENOL, D-
CBNumber:
CB3169304
Molecular Formula:
C9H19NO4
Molecular Weight:
205.25
MDL Number:
MFCD00065006
MOL File:
81-13-0.mol
MSDS File:
SDS
Last updated:2024-04-26 17:21:34

Dexpanthenol 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℃
FDA 21 CFR 582.5580; 310.545
Substances Added to Food (formerly EAFUS) D-PANTOTHENYL ALCOHOL
SCOGS (Select Committee on GRAS Substances) D-Pantothenyl alcohol
CAS DataBase Reference 81-13-0(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 1O6C93RI7Z
NCI Drug Dictionary Ilopan
ATC code A11HA30,D03AX03,S01XA12
NIST Chemistry Reference Dexpanthenol(81-13-0)
EPA Substance Registry System (+)-Panthenol (81-13-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
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
3-10
TSCA  Yes
HS Code  29241990
Toxicity LD50 oral in mouse: 15gm/kg
NFPA 704
1
0 1

Dexpanthenol price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 76200 D-Panthenol ≥98.0% (NT) 81-13-0 25ml $59.1 2024-03-01 Buy
Sigma-Aldrich 1179504 Dexpanthenol Pharmaceutical Secondary Standard; Certified Reference Material 81-13-0 500mg $466 2024-03-01 Buy
TCI Chemical P0692 D-Panthenol >98.0%(T) 81-13-0 25g $38 2024-03-01 Buy
TCI Chemical P0692 D-Panthenol >98.0%(T) 81-13-0 500g $253 2024-03-01 Buy
Alfa Aesar A18499 D-Panthenol, 98+% 81-13-0 100g $55.6 2024-03-01 Buy
Product number Packaging Price Buy
76200 25ml $59.1 Buy
1179504 500mg $466 Buy
P0692 25g $38 Buy
P0692 500g $253 Buy
A18499 100g $55.6 Buy

Dexpanthenol Chemical Properties,Uses,Production

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

immunosuppressant, mitoxantrone analogue less toxic on cardiac tissue antineoplastic

Uses

cholinergic

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.

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.]

156-87-6
599-04-2
81-13-0
Synthesis of Dexpanthenol from 3-Aminopropanol and D-(-)-PANTOLACTONE

Dexpanthenol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dexpanthenol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
D-Panthenol pictures 2024-04-26 D-Panthenol
81-13-0
US $0.00-0.00 / kg 0.10000000149011612kg ≥99% 20tons Chongqing Zhihe Biopharmaceutical Co., Ltd.
Dexpanthenol pictures 2024-04-26 Dexpanthenol
81-13-0
US $1.00 / KG 1KG 99.91% 200000 Ouhuang Engineering Materials (Hubei) Co., Ltd
Dexpanthenol pictures 2024-04-26 Dexpanthenol
81-13-0
US $0.00 / Kg/Drum 1KG 99% 500mt/year Jinan Finer Chemical Co., Ltd
  • D-Panthenol pictures
  • D-Panthenol
    81-13-0
  • US $0.00-0.00 / kg
  • ≥99%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  • Dexpanthenol pictures
  • Dexpanthenol
    81-13-0
  • US $1.00 / KG
  • 99.91%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
  • Dexpanthenol pictures
  • Dexpanthenol
    81-13-0
  • US $0.00 / Kg/Drum
  • 99%
  • Jinan Finer Chemical Co., Ltd
4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-(theta)-butanamid 4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-d-(+)-butyramid Alcopan-250 Bepanthene Bepantol Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl- Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (R)- Butanamide,2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-,(R)- Butyramide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, D-(+)- compnent of ilopan-Choline component of Ilopan-choline component of Pantho-F component of Zentinic Cozyme D-2,4-Dihydroxy-3,3-dimethyl-N-(3-hydroxypropyl)butyramide Dextro pantothenyl alcohol D-P-A Injection Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (2R)- DEXPANTHENOL,FCC PANTHENOL, D-(DEXPANTHENOL)(PROVITAMIN B)(RG) Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (2R)- (9CI) Butyramide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, D-(+)- (8CI) D(+)-a,g-Dihydroxy-N-(3-hydroxypropyl)-b,b-dimethylbutyramide NSC 302962 4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-d-(+)-butyramide (+)-Panthenol D-Panthenol, D-Pantothenyl alcohol, Dexpanthenol, Dexpanthenolum, Provitamin B, (R)-2,4-Dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide, (R)-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide D-Pantothenyl alcohol, Dexpanthenol, Provitamin B, (R)-2,4-Dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide, (R)-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide Proleus Dexpanthenol,(R)-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide, (R)-2,4-Dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide, D-Panthenol, D-Pantothenyl alcohol, Dexpanthenol, Dexpantheno D-Panthenol,(R)-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide, (R)-2,4-Dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide, D-Pantothenyl alcohol, Dexpanthenol, Provitamin B Dexpanthenol (500 mg) d Panthenol 70% D-Panthenol 50L D-Panthenol 75L D-Panthenol, Dexpanthenol D-Panthenol, 98+% 100GR D-Panthenol, 98+% 500GR (R)-3-(2,4-Dihydroxy-3,3-dimethylbutyramido)-1-propanol (R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide D-Pantothenyl Alcohol PANTHENOL, D-(P) D-Panthenol 0 D-N-PANTOYL-3-PROPANOLAMINE D(+)-PANTHENOL D(+)-PANTOTHENYL ALCOHOL D-PANTOTHENYLOL (R)-2,4-DIHYDROXY-3,3-DIMETHYLBUTYRIC 3-HYDROXYPROPYLAMIDE (R)-(+)-2,4-DIHYDROXY-N-(3-HYDROXYPROPYL)-3,3-DIMETHYLBUTYRAMIDE (R)-3-(2,4-DIHYDROXY-3,3-DIMETHYLBUTYRAMIDO)-1-PROPANOL D(+)-ALPHA,GAMMA-DIHYDROXY-N-[3-HYDROXYPROPYL]-BETA,BETA-DIMETHYLBUTYRAMIDE D-2,4-DIHYDROXY-N-(3-HYDROXYPROPYL)-3,3-DIMETHYLBUTYRAMIDE DEXPANTHENOL DEXPANTHENOLUM (+)-pantheno 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-,(R)-Butanamide 4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-(r)-butanamid D-Panthenol Vetec(TM) reagent grade, 98% (R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide (R)-3-(2,4-Dihydroxy-3,3-dimethylbutyramido)-1-propanol (R)-2,4-Dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide D-Pantothenyl alcohol Dexpanthenol Provitamin B D-PANTHENOL, VETEC