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Substance Name: Feprazone [INN:BAN:JAN]
RN: 30748-29-9
UNII: 7BVX6J0CGR
InChIKey: RBBWCVQDXDFISW-UHFFFAOYSA-N

Note

  • A pyrazole that has analgesic, anti-inflammatory, and antipyretic properties. It has been used in mild to moderate pain, fever, and inflammation associated with musculoskeletal and joint disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p15)

Molecular Formula

  • C20-H20-N2-O2

Molecular Weight

  • 320.39
 

Classification Codes

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

Name of Substance

  • Feprazone
  • Feprazone [INN:BAN:JAN]
  • Prenazone

MeSH Heading

  • Feprazone

Synonyms

  • 1,2-Diphenyl-4-(3-methyl-2-butenyl)-3,5-pyrazolidinedione
  • 3,5-Pyrazolidinedione, 4-(3-methyl-2-butenyl)-1,2-diphenyl-
  • 4-(2-Isopentenyl)-1,2-diphenyl-3,5-pyrazolidinedione
  • 4-(3-Methyl-2-butenyl)-1,2-diphenyl-3,5-pyrazolidinedione
  • 4-(beta-Isoamylenyl)-1,2-diphenyl-3,5-pyrazolidinedione
  • 4-Prenyl-1,2-diphenyl-3,5-dioxopyrazolidine
  • 4-Prenyl-1,2-diphenyl-3,5-pyrazolidinedione
  • Analud
  • BRN 3984862
  • DA 2370
  • EINECS 250-324-3
  • Fenilprenazone
  • Feprazona
  • Feprazona [INN-Spanish]
  • Feprazone
  • Feprazonum
  • Feprazonum [INN-Latin]
  • Methrazone
  • Phenylprenazone
  • Pheprazone
  • Prenazone
  • UNII-7BVX6J0CGR
  • Zepelin

Systematic Names

  • 3,5-Pyrazolidinedione, 1,2-diphenyl-4-(3-methyl-2-butenyl)-
  • 3,5-Pyrazolidinedione, 4-(3-methyl-2-butenyl)-1,2-diphenyl-
  • 4-(3-Methyl-2-butenyl)-1,2-diphenyl-3,5-pyrazolidinedione
  • Feprazone

Registry Numbers

CAS Registry Number

  • 30748-29-9

FDA UNII

  • 7BVX6J0CGR

System Generated Number

  • 0030748299

Structure Descriptors

InChI

1S/C20H20N2O2/c1-15(2)13-14-18-19(23)21(16-9-5-3-6-10-16)22(20(18)24)17-11-7-4-8-12-17/h3-13,18H,14H2,1-2H3

InChIKey

RBBWCVQDXDFISW-UHFFFAOYSA-N

Smiles

CC(=CCC1C(=O)N(N(C1=O)c2ccccc2)c3ccccc3)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH
Yakkyoku. Pharmacy. Vol. 33, Pg. 233, 1982.
mouse LD50 intraperitoneal 270mg/kg (270mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 133, 1979.
mouse LD50 intravenous 180mg/kg (180mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 196, 1972.
mouse LD50 oral 1067mg/kg (1067mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 196, 1972.
mouse LDLo subcutaneous 374mg/kg (374mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 133, 1979.
rat LD50 intraperitoneal 362mg/kg (362mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 133, 1979.
rat LD50 oral 1343mg/kg (1343mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 133, 1979.
rat LD50 subcutaneous 386mg/kg (386mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 20, Pg. 267, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 156.5 deg C   EXP
log P (octanol-water) 3.860 (none)   EST
Atmospheric OH Rate Constant 1.17E-10 cm3/molecule-sec 25 EST

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