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n-Docosanol

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n-Docosanol Basic information

Product Name:
n-Docosanol
Synonyms:
  • ALCOHOL C22
  • BEHENYLIC ALCOHOL
  • Behenic alcohol
  • behenicalcohol
  • Cachalot BE-22
  • Dehydag wax 22 (lanette)
  • Docosan-1-ol
  • Docosanol-(1)
CAS:
661-19-8
MF:
C22H46O
MW:
326.6
EINECS:
211-546-6
Product Categories:
  • ABREVA
  • Pharmaceutical Raw Materials
  • Saturated Higher Alcohols
  • 1-Alkanols
  • Antivirals for Research and Experimental Use
  • Biochemistry
  • Higher Fatty Acids & Higher Alcohols
  • Monofunctional & alpha,omega-Bifunctional Alkanes
  • Monofunctional Alkanes
  • Pharma material
  • fine chemicals
  • Inhibitors
  • 661-19-8
Mol File:
661-19-8.mol
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n-Docosanol Chemical Properties

Melting point:
65-72 °C(lit.)
Boiling point:
180 °C0.22 mm Hg(lit.)
Density 
d75 0.8063 g/ml; d85 0.7986 g/ml; d95 0.7911 g/ml
vapor pressure 
0Pa at 25℃
refractive index 
n75 1.4360
storage temp. 
Store below +30°C.
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
pka
15.20±0.10(Predicted)
form 
Pellets or Tablets
color 
White
Water Solubility 
Insoluble
Merck 
13,3433
BRN 
1770470
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
8.3 at 20℃
CAS DataBase Reference
661-19-8(CAS DataBase Reference)
NIST Chemistry Reference
1-Docosanol(661-19-8)
EPA Substance Registry System
1-Docosanol (661-19-8)
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Safety Information

Safety Statements 
24/25
WGK Germany 
-
RTECS 
JR1315000
TSCA 
Yes
HS Code 
29051900
Hazardous Substances Data
661-19-8(Hazardous Substances Data)
Toxicity
LD50 intraperitoneal in mouse: > 800mg/kg

MSDS

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n-Docosanol Usage And Synthesis

Chemical Properties

1-DOCOSANOL is white powder

Uses

1-Docosanol works as a surfactant in cosmetics. 1-Docosanol cream has also been approved by the US Food and Drug Administration as a safe and effective topical treatment for herpes labialis

Uses

antiviral

Uses

n-Docosanol is a binder and an emulsion stabilizer. It is also used to increase a formulation’s viscosity. This is a mixture of fatty alcohols. behenyl alcohol may be used for any number of purposes in a cosmetic formulation, including as an emollient, a binder, an emulsion stabilizer, or to increase a product’s viscosity. It may be derived either synthetically or from plants.

Indications

Docosanol (Abreva) is a long-chain saturated alcohol that is clinically effective against HSV. It has in vitro activity against many enveloped viruses, including CMV, influenzavirus, and respiratory syncytial virus.
Docosanol is not directly virucidal; instead, it blocks the entry of the virion into the host cell by inhibiting the fusion of the viral envelope with the host plasma membrane. Because it does not affect viral replication or protein production, it may be less susceptible to the development of resistance than other antiviral drugs.

Definition

1-DOCOSANOL is a long-chain, saturated fatty alcohol.

General Description

1-Docosanol inhibits replication of certain viruses (herpes simplex virus and respiratory syncytial virus) within primary target cells in vitro. It has been isolated from Clematis brevicaudata.

Flammability and Explosibility

Not classified

Pharmaceutical Applications

1-DOCOSANOL is a 22-carbon straight chain alcohol licensed for over-thecounter sales for the topical treatment of herpes labialis. It is thought to act by blocking viral fusion with the host cell, although definitive studies are lacking. The clinical relevance of the antiviral activity has been debated and the place of this medication as a treatment of herpes labialis remains to be established.

Clinical Use

Docosanol cream is approved for the over-the-counter treatment of herpes labialis. It shortens the duration of symptoms of cold sores and fever blisters but does not provide symptomatic relief.

Side effects

Adverse effects of docosanol are minimal. Skin irritation occurs infrequently. Drug interactions are not anticipated.

Purification Methods

Crystallise docosanol from ether or chloroform/ether. [Beilstein 1 IV 1906.]

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