acyclovir
2-amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one
 
Notes:
a guanosine analog that acts as an antimetabolite. viruses are especially susceptible. used especially against herpes.
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      59277-89-3 Aciclovir >98%
      Aciclovir is a synthetic nucleoside analogue active against herpesviruses.It i
       
       
  • Glentham Life Sciences
Synonyms   Articles   Notes   Search
CAS Number: 59277-89-3Picture of molecule3D/inchi
FDA UNII: X4HES1O11F
Nikkaji Web: J11.247J
Beilstein Number: 1219402
MDL: MFCD00057880
XlogP3: -1.60 (est)
Molecular Weight: 225.20827000
Formula: C8 H11 N5 O3
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Aciclovir >98%
Odor: characteristic
Use: Aciclovir is a synthetic nucleoside analogue active against herpesviruses.It i
George Uhe Company
Acyclovir
Glentham Life Sciences
Acycloguanosine
Sigma-Aldrich
For experimental / research use only.
Acyclovir
European Pharmacopoeia (EP) Reference Standard
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-child TDLo  3000 mg/kg/22W-I
BLOOD: AGRANULOCYTOSIS BLOOD: THROMBOCYTOPENIA
American Journal of Emergency Medicine. Vol. 16, Pg. 396, 1998.

intravenous-mammal (species unspecified) LD50  400 mg/kg
Pharmacy International. Vol. 5, Pg. 191, 1984.

intravenous-man TDLo  134 ug/kg/1D-I
BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Lancet. Vol. 2, Pg. 385, 1985.

intravenous-man TDLo  107 mg/kg/4D-I
KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
American Journal of Kidney Diseases. Vol. 22, Pg. 611, 1993.

oral-man TDLo  486 mg/kg/17D-
GASTROINTESTINAL: OTHER CHANGES GASTROINTESTINAL: DECREASED MOTILITY OR CONSTIPATION
American Journal of Gastroenterology. Vol. 88, Pg. 2110, 1993.

intraperitoneal-mouse LD50  724 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.

intravenous-mouse LD50  1118 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 866, 1985.

oral-mouse LD50  > 10000 mg/kg
Nature. Vol. 272, Pg. 583, 1978.

intraperitoneal-rat LD50  860 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 866, 1985.

intravenous-rat LD50  750 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.

oral-rat LD50  > 20000 mg/kg
Drugs in Japan Vol. -, Pg. 7, 1990.

Dermal Toxicity:
subcutaneous-mouse LD50 1118 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 866, 1985.

subcutaneous-rat LD50 620 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 866, 1985.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: pharmaceuticals / chemical synthisis
Recommendation for acyclovir usage levels up to:
 not for fragrance use.
 
Recommendation for acyclovir flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
ClinicalTrials.gov: search
Daily Med: search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 2022
National Institute of Allergy and Infectious Diseases: Data
 2-amino-9-(2-hydroxyethoxymethyl)-3H-purin-6-one
Chemidplus: 0059277893
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References:
 2-amino-9-(2-hydroxyethoxymethyl)-3H-purin-6-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 2022
Pubchem (sid): 135005619
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C06810
HMDB (The Human Metabolome Database): HMDB14925
MedlinePlusSupp: View
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•topical: ointment: 5%, zovirax (biovail) •oral: capsules: 200 mg zovirax (with parabens), (glaxosmithkline); suspension: 200 mg5ml acyclovir suspension (with parabens), (alpharma), zovirax (with glycerin parabens and sorbitol), (glaxosmithkline); tablets: 400 mg zovirax (with povidone), glaxosmithkline, 800 mg zovirax (with povidone), glaxosmithkline. •acyclovir sodium: parenteral: for injection, concentrate, for iv infusion only: 25 mg (of acyclovir) per ml (500 mg, 1 g) acyclovir sodium injection (mayne), 50 mg (of acyclovir) per ml (500 mg, 1 g) acyclovir sodium injection (american pharmaceutical partners), for injection, for iv infusion only: 500 mg (of acyclovir) acyclovir sodium for injection (abbott, american pharmaceutical partners, bedford), zovirax (glaxosmithkline), 1 g (of acyclovir) acyclovir sodium for injection (abbott, bedford), zovirax (glaxosmithkline).
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
None Found
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
None Found
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 not found in nature
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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
Synonyms   Articles   Notes   Search   Top
Articles:
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.
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