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661-19-8-Docosanol Docosanol

Docosanol

  • CAT Number: A000652
  • CAS Number: 661-19-8
  • Molecular Formula: C22H46O
  • Molecular Weight: 326.6
  • Purity: ≥95%
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Docosanol, also known as Abreva and NAA-422, is a saturated-alcohol antiviral medication used to treat cold sore infections caused by the herpes simplex virus. Docosanol inhibits an event prior to the expression of intermediate early gene products but subsequent to HSV attachment.


Catalog Number A000652
CAS Number 661-19-8
Synonyms

1-DOCOSANOL; Docosan-1-ol; Behenyl alcohol; Docosanol; 661-19-8; Behenic alcohol

Molecular Formula C22H46O
Purity ≥95%
Storage -20°C
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
InChIKey NOPFSRXAKWQILS-UHFFFAOYSA-N
SMILES CCCCCCCCCCCCCCCCCCCCCCO
Reference

1: You S, Liu Y, Arp Z, Zhao Y, Chaney EJ, Marjanovic M, Boppart SA.
Intracellular imaging of docosanol in living cells by coherent anti-Stokes Raman
scattering microscopy. J Biomed Opt. 2017 Jul 1;22(7):70502. doi:
10.1117/1.JBO.22.7.070502. PubMed PMID: 28742922.
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2: [Docosanol (Erazaban), dermal use]. J Pharm Belg. 2011 Jun;(2):53-4. French.
PubMed PMID: 21823443.

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3: Treister NS, Woo SB. Topical n-docosanol for management of recurrent herpes
labialis. Expert Opin Pharmacother. 2010 Apr;11(5):853-60. doi:
10.1517/14656561003691847. Review. PubMed PMID: 20210688.
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4: Docosanol: new drug. Herpes labialis: barely more effective than an excipient.
Prescrire Int. 2009 Jun;18(101):106-7. PubMed PMID: 19637417.

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5: Yue X, Dobner B, Iimura K, Kato T, M&#246;hwald H, Brezesinski G. Weak first-order
tilting transition in monolayers of mono- and bipolar docosanol derivatives. J
Phys Chem B. 2006 Nov 9;110(44):22237-44. PubMed PMID: 17078664.
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6: Leung DT, Sacks SL. Docosanol: a topical antiviral for herpes labialis. Expert
Opin Pharmacother. 2004 Dec;5(12):2567-71. Review. PubMed PMID: 15571473.

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7: Sacks SL. Efficacy of docosanol. J Am Acad Dermatol. 2003 Sep;49(3):558-9.
PubMed PMID: 12963936.
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8: Marcelletti JF. Synergistic inhibition of herpesvirus replication by docosanol
and antiviral nucleoside analogs. Antiviral Res. 2002 Nov;56(2):153-66. PubMed
PMID: 12367721.

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9: Spruance SL. N-docosanol (Abreva) for herpes labialis: problems and questions.
J Am Acad Dermatol. 2002 Sep;47(3):457-8. PubMed PMID: 12196766.
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10: McKeough MB, Spruance SL. Comparison of new topical treatments for herpes
labialis: efficacy of penciclovir cream, acyclovir cream, and n-docosanol cream
against experimental cutaneous herpes simplex virus type 1 infection. Arch
Dermatol. 2001 Sep;137(9):1153-8. PubMed PMID: 11559210.

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