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HomeProduct name listDexpanthenol

Dexpanthenol

Synonym(s):Dexpanthenol;Provitamin B;(R)-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide;(R)-2,4-Dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide;D-Panthenol

  • CAS NO.:81-13-0
  • Empirical Formula: C9H19NO4
  • Molecular Weight: 205.25
  • MDL number: MFCD00065006
  • EINECS: 201-327-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-16 11:59:48
Dexpanthenol Structural

What is Dexpanthenol?

Absorption

Dexpanthenol is soluble in water and alcohol, although insoluble in fats and oil based substances. With the appropriate vehicle, Dexpanthenol is easily penetrated into the skin. Rate of penetration and absorption is reduced when Dexpanthenol is administered as an oil/water formula.

Toxicity

Mouse LD50 : 9gm/kg (Intraperitoneal) Mouse: LD50 7gm/kg (Intravenous) Mouse: LD50 15gm/kg (Oral) Rabbit LD50 4gm/kg (Oral)

Indications

Injection: Prophylactic use immediately after major abdominal surgery to minimize the possibility of paralytic ileus. Intestinal atony causing abdominal distention; postoperative or postpartum retention of flatus, or postoperative delay in resumption of intestinal motility; paralytic ileus.
Topical: This medication is used as a moisturizer to treat or prevent dry, rough, scaly, itchy skin and minor skin irritations (e.g., diaper rash, skin burns from radiation therapy).

Background

Dexpanthenol is a derivative of pantothenic acid, a B complex vitamin. Dexpanthenol Injection is a sterile, nonpyrogenic, aqueous solution indicated for use as a gastrointestinal stimulant.
Due to its good penetration and high local concentrations, dexpanthanol is used in many topical products, such as ointments and lotions for treatment of dermatological conditions to relieve itching or promote healing. Dermatological effects of the topical use of dexpanthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing. Furthermore, it acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties .
Dexpanthenol is also available as a racemic mixture containing both the dextrorotatory form (dexpanthenol) and the levorotatory form (levopanthenol) as Panthenol. While pantothenic acid is optically active, only the dextrorotatory form (dexpanthenol) is biologically active.

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.

Pharmacokinetics

Pantothenic acid is a precursor of coenzyme A, which serves as a cofactor for a variety of enzyme-catalyzed reactions involving transfer of acetyl groups. The final step in the synthesis of acetylcholine consists of the choline acetylase transfer of acetyl group from acetylcoenzyme A to choline. Acetylcholine is the neurohumoral transmitter in the parasympathetic system and as such maintains the normal functions of the intestine. Decrease in acetylcholine content would result in decreased peristalsis and in extreme cases adynamic ileus.

Metabolism

Dexpanthenol is readily converted to pantothenic acid which is widely distributed into body tissues, mainly as coenzyme A.

The Uses of Dexpanthenol

Dexpanthenol is used as a moisturizer to treat or prevent dry, rough, scaly, itchy skin and minor skin irritations (such as diaper rash, skin burns from radiation therapy).

Properties of Dexpanthenol

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)
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
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 for Dexpanthenol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H332:Acute toxicity,inhalation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Dexpanthenol

InChIKey SNPLKNRPJHDVJA-ZETCQYMHSA-N

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