acyclovir

2-amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one

CAS: 59277-89-3 C8 H11 N5 O3 MW: 225.20827000

Identification

Nameacyclovir
IUPAC2-amino-9-(2-hydroxyethoxymethyl)-3H-purin-6-one
CAS Number59277-89-3
FDA UNIIX4HES1O11F
Molecular FormulaC8 H11 N5 O3
Molecular Weight225.20827000
MDL NumberMFCD00057880
Nikkaji NumberJ11.247J
Beilstein1219402
XlogP3-1.60 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 255.00 °C. @ 760.00 mm Hg
Boiling Point 594.97 °C. @ 760.00 mm Hg (est)
Vapor Pressure 7.500000 mmHg @ 25.00 °C. (est)
Flash Point 597.00 °F. TCC ( 313.60 °C. ) (est)
logP (o/w) -0.617 (est)
Soluble in water, 3.399e+004 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral Toxicityoral-child TDLo 3000 mg/kg/22W-I
Dermal Toxicitysubcutaneous-mouse LD50 1118 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for acyclovir usage levels up tonot for fragrance use.
Recommendation for acyclovir flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

aciclovier acyclo-V alti-acyclovir 2- amino-1,9-dihydro-9-((2-hydroxyethoxy)methyl)-6H-purin-6-one 2- amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one 2- amino-9-((2-hydroxyethoxy)methyl)-1H-purin-6(9H)-one 2- amino-9-(2-hydroxy-ethoxymethyl)-1,9-dihydro-purin-6-one 2- amino-9-(2-hydroxyethoxymethyl)-3H-purin-6-one 2- amino-9-[(2-hydroxyethoxy)methyl]-1,9-dihydro-6H-purin-6-one 2- amino-9-[(2-hydroxyethoxy)methyl]-3,9-dihydro-6H-purin-6-one 2- amino-9-{[(2-hydroxyethyl)oxy]methyl}-1,9-dihydro-6H-purin-6-one azone cargosil cyclovir genvir gerpevir herpevir 9-[(2- hydroxyethoxy)-methyl]guanine 9-((2- hydroxyethoxy)methyl)guanine 9-[(2- hydroxyethoxy)methyl]guanine 9-(2- hydroxyethoxy)methylguanine 9-(2- hydroxyethyloxymethyl)guanine 9- hyroxyethoxymethylguanine maynar poviral 6H- purin-6-one, 2-amino-1,9-dihydro-9-((2-hydroxyethoxy)methyl)- 6H- purin-6-one, 2-amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]- vipral viropump virorax viroraxl zovir zovirax zyclir PubMed: Impact of hospital guideline for weight-based antimicrobial dosing in morbidly obese adults and comprehensive literature review. PubMed: Development of performance matrix for generic product equivalence of acyclovir topical creams. PubMed: Oral antiviral therapy for prevention of genital herpes outbreaks in immunocompetent and nonpregnant patients. PubMed: Comparison of in vitro release rates of acyclovir from cream formulations using vertical diffusion cells. PubMed: Electrosprayed core-shell solid dispersions of acyclovir fabricated using an epoxy-coated concentric spray head. PubMed: Inhibition of herpes simplex virus type 1 entry by chloride channel inhibitors tamoxifen and NPPB. PubMed: The prevalence and trends of antiviral medication use during pregnancy in the US: a population-based study of 664,297 deliveries in 2001-2007. PubMed: The antiviral drug valacyclovir successfully suppresses salivary gland hypertrophy virus (SGHV) in laboratory colonies of Glossina pallidipes. PubMed: Biological activities of purified marennine, the blue pigment responsible for the greening of oysters. PubMed: Tsetse salivary gland hypertrophy virus: hope or hindrance for tsetse control? PubMed: Screening method for the analysis of antiviral drugs in poultry tissues using zwitterionic hydrophilic interaction liquid chromatography/tandem mass spectrometry. PubMed: Inhibitory effect of caffeic acid on human organic anion transporters hOAT1 and hOAT3: a novel candidate for food-drug interaction. PubMed: The effect of emodin, an anthraquinone derivative extracted from the roots of Rheum tanguticum, against herpes simplex virus in vitro and in vivo. PubMed: Analysis of the antiviral drugs acyclovir and valacyclovir-hydrochloride in tsetse flies (Glossina pallidipes) using LC-MSMS. PubMed: Valacyclovir: approved and off-label uses for the treatment of herpes virus infections in immunocompetent and immunocompromised adults. PubMed: Compatibility studies of acyclovir and lactose in physical mixtures and commercial tablets. PubMed: The treatment of herpes simplex infections: an evidence-based review. PubMed: Prevention of herpes zoster: recommendations of the Advisory Committee on Immunization Practices (ACIP). PubMed: Radiesse-induced herpes zoster. PubMed: Antiviral activity of esterified alpha-lactalbumin and beta-lactoglobulin against herpes simplex virus type 1. Comparison with the effect of acyclovir and L-polylysines. PubMed: Bioavailability of two oral suspension and two oral tablet formulations of acyclovir 400 mg: two single-dose, open-label, randomized, two-period crossover comparisons in healthy Mexican adult subjects. PubMed: Chickenpox. PubMed: Genital herpes. PubMed: Topical Cidofovir for Treatment of Resistant Viral Infections. PubMed: Herpes labialis. PubMed: Developing an evidence-based, preventive care package for persons with HIV in Africa. PubMed: Exposure-response relationships and drug interactions of sirolimus. PubMed: Assessing bioequivalence using genomic data. PubMed: First one-day, oral antiviral for cold sores is approved. PubMed: Evaluation of USP apparatus 3 for dissolution testing of immediate-release products. PubMed: Pediatric uses of valacyclovir, penciclovir and famciclovir. PubMed: 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. PubMed: Safety and efficacy of high-dose intravenous acyclovir in the management of neonatal herpes simplex virus infections. PubMed: Drug-resistant herpes: cidofovir gel in limbo. Interview with Jay Lalezari, M.D. Interview by John S. James. PubMed: [Primary varicella-zoster virus infection--current knowledge, diagnostic and therapeutic approaches]. PubMed: Perspectives on switching oral acyclovir from prescription to over-the-counter status: report of a consensus panel. PubMed: Cidofovir use in acyclovir-resistant herpes infection. PubMed: Foscavir receives new indication. PubMed: New drug approvals in 1996. PubMed: The pharmacological profile of famciclovir. PubMed: Drug effective against herpes. PubMed: New drugs--reports of new drugs recently approved by the FDA. Valacyclovir. PubMed: Pharmacokinetics and tolerability of single oral doses of 882C87, a potent, new anti-varicella-zoster virus agent, in healthy volunteers. PubMed: Prevalence and patterns of use of concomitant medications among participants in three multicenter human immunodeficiency virus type I clinical trials. AIDS Clinical Trials Group (ACTG). PubMed: From the Food and Drug Administration. PubMed: Uses and safety of acyclovir in pregnancy. PubMed: Pregnancy outcomes following systemic prenatal acyclovir exposure--June 1, 1984-June 30, 1993. PubMed: Acyclovir (Zovirax) pharmacokinetics in Quaker parakeets, Myiopsitta monachus. PubMed: Clinical relevance of herpes simplex virus in the throat of elderly with Salmonella enteritidis gastroenteritis. PubMed: [Prevention against chickenpox in children is unnecessary!]. PubMed: Acyclovir approved for childhood chickenpox. PubMed: From the Food and Drug Administration. PubMed: From the Food and Drug Administration. PubMed: [Prevention of bacterial infections after bone marrow graft by broad-spectrum oral antibiotics, absorbable (pefloxacin, penicillin) and non absorbable (cephalosporin, gentamycin, bacitracin)]. PubMed: Open study of 2-amino-9-(hydroxyethoxymethyl)-9H-purine (desciclovir) in the treatment of herpes zoster. PubMed: Evaluation of drug reviews. PubMed: Oral form of acyclovir approved. PubMed: Mutagenicity in drug development: interpretation and significance of test results. PubMed: Acyclovir. PubMed: New anti-herpes virus drug being tested.