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Substance Name: Pyrazinamide [USP:INN:BAN:JAN]
RN: 98-96-4
UNII: 2KNI5N06TI
InChIKey: IPEHBUMCGVEMRF-UHFFFAOYSA-N

Note

  • A pyrazine that is used therapeutically as an antitubercular agent.

Molecular Formula

  • C5-H5-N3-O

Molecular Weight

  • 123.1145
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial (Tuberculostatic)
  • Antitubercular Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Tumor Data

Names and Synonyms

Name of Substance

  • Pyrazinamide
  • Pyrazinamide [USP:INN:BAN:JAN]

MeSH Heading

  • Pyrazinamide

Synonyms

  • 2-Carbamylpyrazine
  • 2-Pyrazinecarboxamide
  • 5-25-04-00178 (Beilstein Handbook Reference)
  • Aldinamid
  • Aldinamide
  • BRN 0112306
  • CCRIS 545
  • D-50
  • D-50 (VAN)
  • DRG 0124
  • EINECS 202-717-6
  • Eprazin
  • Farmizina
  • HSDB 3576
  • Isopas
  • MK 56
  • NCI-C01785
  • Novamid
  • NSC 14911
  • Pirazinamid
  • Pirazinamida
  • Pirazinamida [INN-Spanish]
  • Pirazinamide
  • Pirazinamide [DCIT]
  • Pyrafat
  • Pyrazinamide
  • Pyrazinamidum
  • Pyrazinamidum [INN-Latin]
  • Pyrazine carboxamide
  • Pyrazine carboxylamide
  • Pyrazineamide
  • Pyrazinecarboxylic acid amide
  • Pyrazinoic acid amide
  • PZA
  • Rifafour
  • Rifafour e-200
  • Tebrazid
  • Tisamid
  • UNII-2KNI5N06TI
  • Unipyranamide
  • Zinamide

Systematic Names

  • 2-Pyrazinecarboxamide
  • Pyrazinamide
  • Pyrazinecarboxamide

Superlist Name

  • Pyrazinamide

Mixture Name

  • Rifater

Registry Numbers

CAS Registry Number

  • 98-96-4

FDA UNII

  • 2KNI5N06TI

System Generated Number

  • 0000098964

Structure Descriptors

InChI

InChI=1S/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9)

InChIKey

IPEHBUMCGVEMRF-UHFFFAOYSA-N

Smiles

NC(=O)c1cnccn1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1680mg/kg (1680mg/kg)   Chemotherapia. Vol. 5, Pg. 39, 1962.
mouse LD50 subcutaneous 2973mg/kg (2973mg/kg)   Drugs in Japan Vol. -, Pg. 1038, 1995.
mouse LDLo oral 3gm/kg (3000mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: ATAXIA		 American Review of Tuberculosis. Vol. 70, Pg. 423, 1954.
rat LDLo oral 3gm/kg (3000mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: ATAXIA		 American Review of Tuberculosis. Vol. 70, Pg. 423, 1954.
women TDLo oral 10mg/kg (10mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION JAMA, Journal of the American Medical Association. Vol. 127, Pg. 1356, 1997.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 192 deg C   EXP
pKa Dissociation Constant -0.5 (none)   EXP
log P (octanol-water) -0.6 (none)   EXP
Water Solubility 1.50E+04 mg/L 25 EXP
Vapor Pressure 2.44E-04 mm Hg 25 EST
Henry's Law Constant 1.20E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.21E-12 cm3/molecule-sec 25 EST

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