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Substance Name: Ribavirin [USAN:USP:INN:BAN]
RN: 36791-04-5
UNII: 49717AWG6K
InChIKey: IWUCXVSUMQZMFG-AFCXAGJDSA-N

Note

  • A nucleoside antimetabolite antiviral agent that blocks nucleic acid synthesis and is used against both RNA and DNA viruses.

Molecular Formula

  • C8-H12-N4-O5

Molecular Weight

  • 244.206
 

Classification Codes

  • Anti-Infective Agents
  • Antimetabolites
  • Antiviral
  • Antiviral (COVID-19)
  • Antiviral Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Noxae
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Ribavirin
  • Ribavirin [USAN:USP:INN:BAN]

MeSH Heading

  • Ribavirin

Synonyms

  • 1-beta-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide
  • 1-beta-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide
  • BRN 0892462
  • Copegus
  • DRG-0028
  • HSDB 6513
  • ICN-1229
  • NSC 163039
  • Rebetol
  • Ribamide
  • Ribamidil
  • Ribamidyl
  • Ribasphere
  • Ribavirin
  • Ribavirin Capsules
  • Ribavirina
  • Ribavirina [INN-Spanish]
  • Ribavirine
  • Ribavirine [INN-French]
  • Ribavirinum
  • Ribavirinum [INN-Latin]
  • RTC
  • RTCA
  • SCH 18908
  • Tribavirin
  • UNII-49717AWG6K
  • Varazid
  • Vilona
  • Viramid
  • Virazole

Systematic Names

  • 1,2,4-Triazole-3-carboxamide, 1-beta-D-ribofuranosyl-
  • 1H-1,2,4-Triazole-3-carboxamide, 1-beta-D-ribofuranosyl-

Superlist Name

  • Ribavirin

Mixture Name

  • Rebetron

Registry Numbers

CAS Registry Number

  • 36791-04-5

FDA UNII

  • 49717AWG6K

Other Registry Numbers

  • 437710-49-1
  • 66510-90-5

System Generated Number

  • 0036791045

Structure Descriptors

InChI

InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1

InChIKey

IWUCXVSUMQZMFG-AFCXAGJDSA-N

Smiles

NC(=O)c1ncn(n1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo unreported 1500mg/kg (1500mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BLOOD: HEMORRHAGE		 Pharmaceutical Chemistry Journal Vol. 18, Pg. 667, 1984.
mouse LD50 intraperitoneal 1300mg/kg (1300mg/kg)   Journal of Medicinal Chemistry. Vol. 15, Pg. 1150, 1972.
mouse LDLo oral 4gm/kg (4000mg/kg)   Pharmaceutical Chemistry Journal Vol. 18, Pg. 667, 1984.
rat LD50 oral 2700mg/kg (2700mg/kg)   Pharmaceutical Chemistry Journal Vol. 18, Pg. 667, 1984.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -1.85E+00 (none)   EXP
Water Solubility 4.74E+04 mg/L 25 EST
Vapor Pressure 5.10E-13 mm Hg 25 EST
Henry's Law Constant 9.96E-22 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.05E-11 cm3/molecule-sec 25 EST

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