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Docosanol



Docosanol
Systematic (IUPAC) name
docosan-1-ol
Identifiers
CAS number 661-19-8
ATC code D06BB11
PubChem 12620
DrugBank APRD00933
Chemical data
Formula C22H46O 
Mol. mass 326.6 g/mol
SMILES search in eMolecules, PubChem
Synonyms 1-Docosanol, n-docosanol, docosyl alcohol, behenic alcohol, behenyl alcohol, Cachalot BE-22, Dehydag wax 22 (lanette), Emery 3304, Loxiol VPG 1451
Physical data
Melt. point 71 °C (160 °F)
Boiling point 180 °C (356 °F)
Pharmacokinetic data
Bioavailability Not absorbed
Metabolism N/A
Half life N/A
Excretion  ?
Therapeutic considerations
Pregnancy cat.

B(US)

Legal status

OTC(US)

Routes Topical

Docosanol, also known as behenyl alcohol, is a saturated fatty alcohol used mainly as an antiviral agent, specifically for treatment of "cold sores" caused by the herpes simplex virus. It is normally administered topically in a cream containing a base and a 10% mix of the active ingredient.

It functions by inhibiting the fusion of the human host cell with the viral envelope of the herpes virus, thus preventing its replication.

Docosanol was approved for use after clinical trials by the FDA in July 2000.[1] Marketed by Avanir Pharmaceuticals under the brand name Abreva, it was the first over-the-counter antiviral drug approved for sale in the United States and Canada. In March, 2007 it was the subject of a US nationwide class-action suit against Avanir and GlaxoSmithKline as the claim that it cut recovery times in half was found to have been misleading in a California court.[2]

See also

References

  1. ^ Drug Name: ABREVA (docosanol) - approval. centerwatch.com (July 2000). Retrieved on 2007-10-17.
  2. ^ California Court Upholds Settlement Of Class Action Over Cold Sore Medicationl. BNA Inc. (July 2000). Retrieved on 2007-10-17.
v • d • e
Alcohols
(0°)Methanol
Primary alcohols (1°)Ethanol · Propan-1-ol · Butanol · Isobutanol · 1-Pentanol · 1-Hexanol · 1-Heptanol · Octanol · Nonanol · Decanol · Undecanol · Dodecanol · 1-Tetradecanol · Cetyl alcohol · Stearyl alcohol · Arachidyl alcohol · Docosanol · Octanosol · Triacontanol
Secondary alcohols (2°)Isopropyl alcohol · 2-Butanol · 2-Hexanol
Tertiary alcohols (3°)tert-Butanol
v • d • e
Antibiotics and chemotherapeutics for dermatological use (D06)
Antibiotics: tetracycline and derivativesDemeclocycline - Chlortetracycline - Oxytetracycline - Tetracycline
Antibiotics: otherFusidic acid - Chloramphenicol - Neomycin - Bacitracin - Gentamicin - Tyrothricin - Mupirocin - Virginiamycin - Rifaximin - Amikacin
Chemotherapeutics: sulfonamidesSilver sulfadiazine - Sulfathiazole - Mafenide - Sulfamethizole - Sulfanilamide - Sulfamerazine
Chemotherapeutics: antiviralsIdoxuridine - Tromantadine - Aciclovir - Podophyllotoxin - Inosine - Penciclovir - Lysozyme - Ibacitabine - Edoxudine - Imiquimod - Docosanol
Chemotherapeutics: otherMetronidazole
v • d • e
Antivirals, other than for HIV (primarily J05, also S01AD and D06BB)
Anti-herpesvirus (DNA, I)guanine analogues (Aciclovir, Famciclovir, Ganciclovir, Penciclovir, Valaciclovir, Valganciclovir) • nucleoside analogues (Idoxuridine, Trifluridine, Vidarabine) • Cidofovir • Docosanol • Fomivirsen • Foscarnet • Tromantadine
HPV/MC (DNA, I)Imiquimod • Podophyllotoxin
Hepatitis B (DNA, VII)Adefovir dipivoxil • Interferon alfa-2b • Pegylated interferon alfa-2a • Lamivudine • Entecavir • Telbivudine • Tenofovir†
Hepatitis C (RNA, IV)Ribavirin • Taribavirin
Picornavirus (RNA, IV)Pleconaril
Anti-influenza agents (RNA, V)Arbidol

adamantane derivatives/M2 inhibitors (Amantadine, Rimantadine)

neuraminidase inhibitors (Oseltamivir, Peramivir†, Zanamivir)
HIV (Reverse, VI)See HIV pharm
Other antiviral agentsgeneral (Inosine, Interferon)
†Undergoing clinical trials, not FDA approved.
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Docosanol". A list of authors is available in Wikipedia.
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