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Substance Name: Ganciclovir [USAN:USP:INN:BAN:JAN]
RN: 82410-32-0
UNII: P9G3CKZ4P5
InChIKey: IRSCQMHQWWYFCW-UHFFFAOYSA-N

Note

  • An ACYCLOVIR analog that is a potent inhibitor of the Herpesvirus family including cytomegalovirus. Ganciclovir is used to treat complications from AIDS-associated cytomegalovirus infections.

Molecular Formula

  • C9-H13-N5-O4

Molecular Weight

  • 255.2327
 

Classification Codes

  • Anti-Infective Agents
  • Antiviral
  • Antiviral Agents
  • Drug / Therapeutic Agent
  • Mutation Data

Names and Synonyms

Name of Substance

  • Ganciclovir
  • Ganciclovir [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Ganciclovir

Synonyms

  • 2'-NDG
  • 2'-Nor-2'-deoxyguanosine
  • 2-Amino-1,9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-6-H-purin-6-one
  • 6H-Purin-6-one, 2-amino-1,9-dihydro-9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-
  • 9-((1,3-Dihydroxy-2-propoxy)methyl)guanine
  • 9-((2-Hydroxy-1-(hydroxymethyl)ethoxy)methyl)guanine
  • Biolf 62
  • BW 759
  • BW 759U
  • BW-759U
  • BW-B 759U
  • CCRIS 9212
  • Cytovene
  • DHPG
  • DRG-0018
  • EC 627-054-3
  • Ganciclovir
  • Ganciclovirum
  • Ganciclovirum [Latin]
  • Gancyclovir
  • Guanine, 9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-
  • HHEMG
  • HSDB 6512
  • Hydroxyacyclovir
  • RS-21592
  • UNII-P9G3CKZ4P5
  • Vitrasert
  • Zirgan

Systematic Names

  • 2-Amino-9-(((1,3-dihydroxypropan-2-yl)oxy)methyl)-6,9-dihydro-1H-purin-6-one
  • 6H-Purin-6-one, 2-amino-1,9-dihydro-9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-
  • Guanine, 9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-

Registry Numbers

CAS Registry Number

  • 82410-32-0

FDA UNII

  • P9G3CKZ4P5

Other Registry Numbers

  • 106931-35-5
  • 86357-12-2
  • 96551-29-0

Related Registry Number

  • 107910-75-8 (mono-hydrochloride salt)

System Generated Number

  • 0082410320

Structure Descriptors

InChI

1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)

InChIKey

IRSCQMHQWWYFCW-UHFFFAOYSA-N

Smiles

c1nc2c(=O)[nH]c(nc2n1COC(CO)CO)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 150mg/kg (150mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1990.
dog LD50 oral > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1990.
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg)   Journal of Medicinal Chemistry. Vol. 26, Pg. 759, 1983.
mouse LD50 intravenous 900mg/kg (900mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1990.
mouse LD50 oral > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1990.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 250 dec deg C   EXP
log P (octanol-water) -1.66E+00 (none)   EXP
Water Solubility 4300 mg/L 25 EXP
Vapor Pressure 2.86E-17 mm Hg 25 EST
Henry's Law Constant 1.54E-23 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 9.44E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.