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Substance Name: Pirprofen [USAN:INN:BAN]
RN: 31793-07-4
UNII: T7KN291890
InChIKey: PIDSZXPFGCURGN-UHFFFAOYSA-N

Note

  • Anti-inflammatory agent used in therapy of rheumatoid arthritis; prostaglandin synthetase inhibitor; more potent than indomethacin.

Molecular Formula

  • C13-H14-Cl-N-O2

Molecular Weight

  • 251.7116
 

Classification Codes

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

Name of Substance

  • Pirprofen
  • Pirprofen [USAN:INN:BAN]

Synonyms

  • 3-Chloro-4-(3-pyrrolin-1-yl)hydratropic acid
  • 5-20-04-00276 (Beilstein Handbook Reference)
  • BRN 1686438
  • EINECS 250-805-8
  • Pirprofen
  • Pirprofene
  • Pirprofene [INN-French]
  • Pirprofeno
  • Pirprofeno [INN-Spanish]
  • Pirprofenum
  • Pirprofenum [INN-Latin]
  • Rengasil
  • SU 21524
  • UNII-T7KN291890

Systematic Names

  • Benzeneacetic acid, 3-chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-alpha-methyl-
  • Hydratropic acid, 3-chloro-4-(3-pyrrolin-1-yl)-
  • Pirprofen

Registry Numbers

CAS Registry Number

  • 31793-07-4

FDA UNII

  • T7KN291890

System Generated Number

  • 0031793074

Structure Descriptors

InChI

1S/C13H14ClNO2/c1-9(13(16)17)10-4-5-12(11(14)8-10)15-6-2-3-7-15/h2-5,8-9H,6-7H2,1H3,(H,16,17)

InChIKey

PIDSZXPFGCURGN-UHFFFAOYSA-N

Smiles

CC(c1ccc(c(c1)Cl)N2CC=CC2)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 193mg/kg (193mg/kg)   Archives of Toxicology, Supplement. Vol. 7, Pg. 365, 1984.
hamster LD50 oral 1190mg/kg (1190mg/kg)   Archives of Toxicology, Supplement. Vol. 7, Pg. 365, 1984.
mouse LD50 intraperitoneal 1300mg/kg (1300mg/kg)   Russian Pharmacology and Toxicology Vol. 49, Pg. 98, 1986.
mouse LD50 oral 1350mg/kg (1350mg/kg)   Archives of Toxicology, Supplement. Vol. 7, Pg. 365, 1984.
rat LD50 intravenous 167mg/kg (167mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM LARGE INTESTINE
Current Therapeutic Research, Clinical & Experimental. Vol. 30(Suppl,
rat LD50 oral 351mg/kg (351mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM LARGE INTESTINE

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE
Current Therapeutic Research, Clinical & Experimental. Vol. 30(Suppl,
women LDLo oral 864mg/kg/54D- (864mg/kg) LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE"

BEHAVIORAL: COMA
Netherlands Journal of Medicine. Vol. 37, Pg. 32, 1990.
women LDLo oral 3488mg/kg/31W (3488mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" Gastroenterology. Vol. 89, Pg. 210, 1985.
women TDLo oral 4624mg/kg/41W (4624mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" Gastroenterology. Vol. 89, Pg. 210, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 99 deg C   EXP
log P (octanol-water) 3.320 (none)   EST
Atmospheric OH Rate Constant 1.21E-10 cm3/molecule-sec 25 EST

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