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169102

Sigma-Aldrich

1-Docosanol

98%

Synonym(s):

Behenyl alcohol

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About This Item

Linear Formula:
CH3(CH2)21OH
CAS Number:
Molecular Weight:
326.60
Beilstein:
1770470
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

bp

180 °C/0.22 mmHg (lit.)

mp

65-72 °C (lit.)

SMILES string

CCCCCCCCCCCCCCCCCCCCCCO

InChI

1S/C22H46O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23/h23H,2-22H2,1H3

InChI key

NOPFSRXAKWQILS-UHFFFAOYSA-N

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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.

Application

1-Docosanol was used in the synthesis of series of amphiphilic dendrimers with hydrophilic aliphatic polyether-type dendritic core and hydrophobic docosyl peripheries.

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

410.0 °F

Flash Point(C)

210 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Ai-Mei Yang et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 32(10), 1534-1537 (2010-02-02)
To study the chemical constituents from Clematis brevicaudata. The compounds were isolated by column chromatography and their structures were elucidated through spectroscopic analysis (NMR). Eight compounds were isolated and identified as: palmitic acid (1), 1-docosanol (2), pentacosanoic acid-2', 3'-dihydroxypropyl ester
Synthesis and self-assembly of amphiphilic dendrimers based on aliphatic polyether-type dendritic cores.
Cho B-K, et al.
Macromolecules, 37(11), 4227-4234 (2004)
D H Katz et al.
Proceedings of the National Academy of Sciences of the United States of America, 88(23), 10825-10829 (1991-12-01)
This article reports that 1-docosanol, a 22-carbon-long saturated alcohol, exerts a substantial inhibitory effect on replication of certain viruses (e.g., herpes simplex virus and respiratory syncytial virus) within primary target cells in vitro. To study the basis for its viral
John F Marcelletti
Antiviral research, 56(2), 153-166 (2002-10-09)
Interactions between docosanol (n-docosanol, behenyl alcohol) and nucleoside or pyrophosphate analogs were investigated in vitro. The anti-HSV activity of acyclovir (ACV) was synergistically enhanced by treatment of cells with docosanol as judged by inhibition of progeny virus production and plaque
Clara L Shaw et al.
Journal of chemical ecology, 37(4), 329-339 (2011-03-23)
The uropygial secretions of some bird species contain volatile and semivolatile compounds that are hypothesized to serve as chemical signals. The abundance of secretion components varies with age and season, although these effects have not been investigated in many species.

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