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Substance Name: Ampyrone
RN: 83-07-8
UNII: 0M0B7474RA
InChIKey: RLFWWDJHLFCNIJ-UHFFFAOYSA-N

Note

  • A metabolite of AMINOPYRINE with analgesic and anti-inflammatory properties. It is used as a reagent for biochemical reactions producing peroxides or phenols. Ampyrone stimulates LIVER MICROSOMES and is also used to measure extracellular water.

Molecular Formula

  • C11-H13-N3-O

Molecular Weight

  • 203.2437
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Drug / Therapeutic Agent
  • Indicators and Reagents
  • Mutation Data
  • Peripheral Nervous System Agents
  • Sensory System Agents
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Names and Synonyms

Name of Substance

  • Ampyrone

MeSH Heading

  • Ampyrone

Synonyms

  • 1,5-Dimethyl-2-phenyl-4-aminopyrazoline
  • 3-Pyrazolin-5-one, 4-amino-2,3-dimethyl-1-phenyl-
  • 3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-
  • 4-AAP
  • 4-Aminoantipyrene
  • 4-Aminoantipyrine
  • 4-Aminophenazone
  • 4-Amminoantipirina
  • 4-Amminoantipirina [Italian]
  • 5-25-14-00096 (Beilstein Handbook Reference)
  • AI3-14639
  • Aminoantipyrin
  • Aminoantipyrine
  • Aminoazophenazone
  • Aminoazophene
  • Ampyrone
  • BRN 0181635
  • CCRIS 2906
  • EINECS 201-452-3
  • Metapirazone
  • NSC 60242
  • Solnapyrin-A
  • Solvapyrin-A
  • UNII-0M0B7474RA

Systematic Names

  • 3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-
  • 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
  • 4-Aminoantipyrine
  • Antipyrine, 4-amino-

Registry Numbers

CAS Registry Number

  • 83-07-8

FDA UNII

  • 0M0B7474RA

System Generated Number

  • 0000083078

Structure Descriptors

InChI

1S/C11H13N3O/c1-8-10(12)11(15)14(13(8)2)9-6-4-3-5-7-9/h3-7H,12H2,1-2H3

InChIKey

RLFWWDJHLFCNIJ-UHFFFAOYSA-N

Smiles

Cc1c(c(=O)n(n1C)c2ccccc2)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 270mg/kg (270mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 820, 1960.
mouse LD50 oral 800mg/kg (800mg/kg)   Collection of Czechoslovak Chemical Communications. Vol. 47, Pg. 636, 1982.
rat LD50 intraperitoneal 1200mg/kg (1200mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 99, Pg. 171, 1950.
rat LD50 oral 1700mg/kg (1700mg/kg)   Bollettino Chimico Farmaceutico. Vol. 117, Pg. 638, 1978.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 109 deg C   EXP
log P (octanol-water) -0.070 (none)   EST
Water Solubility 7.28E+05 mg/L 25 EXP
Atmospheric OH Rate Constant 4.87E-11 cm3/molecule-sec 25 EST

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