Dexpanthenol CAS 81-13-0
Introduction：Basic information about Dexpanthenol CAS 81-13-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Dexpanthenol Basic informationDescription References
| Product Name: | Dexpanthenol |
| Synonyms: | 4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-(theta)-butanamid;4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-d-(+)-butyramid;Alcopan-250;Bepanthen;Bepanthene;Bepantol;Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-;Butanamide, 2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-, (R)- |
| CAS: | 81-13-0 |
| MF: | C9H19NO4 |
| MW: | 205.25 |
| EINECS: | 201-327-3 |
| Product Categories: | Inhibitors;haircare cosmetics;ILOPAN;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Pharmaceutical Intermediates;81-13-0;bc0001 |
| Mol File: | 81-13-0.mol |
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 |
| Fp | 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 |
| biological source | synthetic |
| Optical Rotation | [α]20/D +30±1°, c = 5% in H2O |
| Water Solubility | soluble |
| Sensitive | Hygroscopic |
| Merck | 14,2947 |
| BRN | 1724947 |
| Cosmetics Ingredients Functions | HAIR CONDITIONING SKIN CONDITIONING ANTISTATIC |
| InChI | 1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14)/t7-/m0/s1 |
| InChIKey | SNPLKNRPJHDVJA-ZETCQYMHSA-N |
| SMILES | CC(C)(CO)[C@@H](O)C(=O)NCCCO |
| 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 | TSCA listed |
| HS Code | 29241990 |
| Storage Class | 10 - Combustible liquids |
| Hazardous Substances Data | 81-13-0(Hazardous Substances Data) |
| Toxicity | LD50 oral in mouse: 15gm/kg |
| 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 | 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 |
| 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 acidlactone are dissolved in 150 parts by volume of methyl alcohol. 75 parts byweight of 3-hydroxypropylamine are added, in one portion, to the solution andthe mixture is well stirred. While the reaction sets in, the temperature of themixture gradually rises by itself to about 50°C and then drops again afterabout two hours. To cause completion of the reaction, the mixture is allowedto stand at room temperature for 24 hours. The so obtained (d+)-α,γdihydroxy-β,β-dimethyl-butyric-acid-(3'-hydroxypropyl)-amide is freed frommethyl alcohol in vacuo. It is a colorless, viscous oil, easily soluble in water. Itboils 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 pantothenicacid, 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,postoperativeretention of flatus and feces, prophylaxis andtreatment of paralytic ileus after abdominal surgery or traumaticinjuries, equine colic (not due to mechanical obstruction) and anyother conditionwhen there is an impairment of smooth musclefunction. Controlled studies are lacking with regardto proving theefficacy 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 Preparation Products And Raw materials
| Raw materials | 3-Aminopropanol |
