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169102 Aldrich

1-Docosanol

98%

Synonym: Behenyl alcohol

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Description

Packaging

50 g in poly bottle

Application

1-Docosanol was used in the synthesis of series of amphiphilic dendrimers with hydrophilic aliphatic polyether-type dendritic core and hydrophobic docosyl peripheries1.

General description

1-Docosanol inhibits replication of certain viruses (herpes simplex virus and respiratory syncytial virus) within primary target cells in vitro2. It has been isolated from Clematis brevicaudata3.

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Safety & Documentation

Protocols & Articles

Peer-Reviewed Papers

References

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1. Synthesis and self-assembly of amphiphilic dendrimers based on aliphatic polyether-type dendritic cores. Cho B-K, et al. Macromolecules 37(11), 4227-34, (2004)

2. Antiviral activity of 1-docosanol, an inhibitor of lipid-enveloped viruses including herpes simplex. Katz DH, Marcelletti JF, Khalil MH, et al. Proc. Natl. Acad. Sci. U. S. A. 88(23), 10825-9, (1991)

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3. [Study on the chemical constituents from Clematis brevicaudata]. Yang AM, Du J, Miao ZH, et al. Zhong Yao Cai 32(10), 1534-7, (2009)

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Commentary. Treatment of herpes labialis: comparison of two OTC drugs and untreated controls. Jacobsen PL J. Esthet. Restor. Dent. 24(2), 110-1, (2012)

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[Docosanol (Erazaban), dermal use]. J. Pharm. Belg. (2), 53-4, (2011)

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Topical n-docosanol for management of recurrent herpes labialis. Treister NS and Woo SB Expert Opin. Pharmacother. 11(5), 853-60, (2010)

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Docosanol: new drug. Herpes labialis: barely more effective than an excipient. Prescrire Int. 18(101), 106-7, (2009)

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New antiviral agents. Abdel-Haq N, Chearskul P, Al-Tatari H, et al. Indian J. Pediatr. 73(4), 313-21, (2006)

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New drug approvals in 2000. Wynn RL Gen. Dent. 49(4), 341-5, (2001)

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Rapid sampling of molecules via skin for diagnostic and forensic applications. Paliwal S, Ogura M, and Mitragotri S Pharm. Res. 27(7), 1255-63, (2010)

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N-docosanol (Abreva) for herpes labialis: problems and questions. Spruance SL J. Am. Acad. Dermatol. 47(3), 457-8, (2002)

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Efficacy of docosanol. Sacks SL J. Am. Acad. Dermatol. 49(3), 558-9, (2003)

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Comments on study of paw pad lesions in dogs. Walder EJ, Gross TL, Ihrke PJ, et al. J. Am. Vet. Med. Assoc. 235(6), 657-8; author reply 658-9, (2009)

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Bioactive constituents in Prunus africana: geographical variation throughout Africa and associations with environmental and genetic parameters. Kadu CA, Parich A, Schueler S, et al. Phytochemistry 83, 70-8, (2012)

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Effect of topically applied resveratrol on cutaneous herpes simplex virus infections in hairless mice. Docherty JJ, Smith JS, Fu MM, et al. Antiviral Res. 61(1), 19-26, (2004)

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Therapeutic options for herpes labialis, II: Topical agents. Elish D, Singh F, and Weinberg JM Cutis. 74(1), 35-40, (2004)

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Inhibition of type 1 and type 2 5alpha-reductase activity by free fatty acids, active ingredients of Permixon. Raynaud JP, Cousse H, and Martin PM J. Steroid Biochem. Mol. Biol. 82(2-3), 233-9, (2002)

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A review of antiviral therapy for herpes labialis. Vander Straten M, Carrasco D, Lee P, et al. Arch. Dermatol. 137(9), 1232-5, (2001)

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Volatile and semivolatile compounds in gray catbird uropygial secretions vary with age and between breeding and wintering grounds. Shaw CL, Rutter JE, Austin AL, et al. J. Chem. Ecol. 37(4), 329-39, (2011)

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Two-dimensional miscibility studies--the analysis of interaction between long-chain alcohols and semifluorinated alkanes. Broniatowski M, Vila Romeu N, and Dynarowicz-Łatka P J. Phys. Chem. B 110(7), 3078-87, (2006)

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Synergistic inhibition of herpesvirus replication by docosanol and antiviral nucleoside analogs. Marcelletti JF Antiviral Res. 56(2), 153-66, (2002)

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The toxicity of behenyl alcohol. I. Genotoxicity and subchronic toxicity in rats and dogs. Iglesias G, Hlywka J, Berg JE, et al. Regul Toxicol Pharmacol 36(1), 69-79, (2002)

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α-gel prepared in sodium methyl stearoyl taurate/behenyl alcohol/water system-characterization of structural changes with water concentration. Watanabe K, Inoue H, Teshigawara T, et al. J. Oleo Sci. 61(1), 29-34, (2012)

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epicuticle lipids mediate mate recognition in Triatoma infestans. Cocchiararo-Bastias LM, Mijailovsky SJ, Calderon-Fernández GM, et al. J. Chem. Ecol. 37(3), 246-52, (2011)

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The toxicity of behenyl alcohol. II. Reproduction studies in rats and rabbits. Iglesias G, Hlywka JJ, Berg JE, et al. Regul Toxicol Pharmacol 36(1), 80-5, (2002)

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Treatment of herpes labialis: comparison of two OTC drugs and untreated controls. McCarthy JP, Browning WD, Teerlink C, et al. J. Esthet. Restor. Dent. 24(2), 103-9, (2012)

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Weak first-order tilting transition in monolayers of mono- and bipolar docosanol derivatives. Yue X, Dobner B, Iimura K, et al. J. Phys. Chem. B 110(44), 22237-44, (2006)

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Spectrophotometric determination of drugs with iodine. Karuna T, et al. J. Sci. Ind. Res. 65(10), 808, (2006)

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Docosanol: a topical antiviral for herpes labialis. Leung DT and Sacks SL Expert Opin. Pharmacother. 5(12), 2567-71, (2004)

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Merck 14,3399

Beil. 1,IV,1906

FT-IR 2 (1), 165:C / FT-IR 1 (1), 114:A / FT-NMR 1 (1), 169:B / NMR-Reference 2 (1), 105:D / RegBook 1 (1), 123:K / Sigma FT-IR 1 (1), 1334:A / Structure Index 1, 14:C:6 / Vapor Phase 3, 160:C

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