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Merck

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

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Assay

98%

bp

180 °C/0.22 mmHg (lit.)

mp

65-72 °C (lit.)

functional group

hydroxyl

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[1]. It has been isolated from Clematis brevicaudata[2].

Application

1-Docosanol was used in the synthesis of series of amphiphilic dendrimers with hydrophilic aliphatic polyether-type dendritic core and hydrophobic docosyl peripheries[3].

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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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
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)
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
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
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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