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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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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
Guadalupe Iglesias et al.
Regulatory toxicology and pharmacology : RTP, 36(1), 69-79 (2002-10-18)
The genotoxic potential of behenyl alcohol, a saturated long-chain (C22:0) fatty alcohol, was examined in the Ames Salmonella typhimurium reverse mutation assay, the gene mutation, and chromosome aberrations assays in Chinese hamster V79 cells, and the micronucleus assay in NMRI
Marcin Broniatowski et al.
The journal of physical chemistry. B, 110(7), 3078-3087 (2006-02-24)
This work presents the results of phase behavior studies of two-dimensional (2D) binary systems involving semifluorinated alkanes (SFAs) and fatty alcohols. Four different SFAs were selected for investigations: (i) with a short and branched perfluorinated moiety (iF3H20), (ii) with a
John J Docherty et al.
Antiviral research, 61(1), 19-26 (2003-12-13)
Resveratrol (3,5,4'-trihydroxystilbene) is a natural component of certain foods, such as grapes, that has been shown to have anti-herpes simplex virus (HSV) activity in vitro. To determine if it is active in vivo, the abraded epidermis of SKH1 mice were

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