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Substance Name: Indoprofen [USAN:INN:BAN]
RN: 31842-01-0
UNII: CPE46ZU14N
InChIKey: RJMIEHBSYVWVIN-UHFFFAOYSA-N

Note

  • A drug that has analgesic and anti-inflammatory properties. Following reports of adverse reactions including reports of carcinogenicity in animal studies it was withdrawn from the market worldwide. (From Martindale, The Extra Pharmacopoeia, 30th ed, p21)

Molecular Formula

  • C17-H15-N-O3

Molecular Weight

  • 281.3095
 

Classification Codes

  • Analgesic
  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Cyclooxygenase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Peripheral Nervous System Agents
  • Sensory System Agents
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Names and Synonyms

Name of Substance

  • Indoprofen
  • Indoprofen [USAN:INN:BAN]

MeSH Heading

  • Indoprofen

Synonyms

  • 1-Oxo-2-(p-((alpha-methyl)carboxymethyl)phenyl)isoindoline
  • 2-(4-(1-Carboxyethyl)phenyl)-1-isoindolinone
  • 2-(4-(1-Oxo-2-isoindolinyl)phenyl)propionsaeure
  • 4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-alpha-methylbenzeneacetic acid
  • 4-(1-Oxo-2-isoindolinyl)hydratropasaeure
  • alpha-(4-(1-Oxo-2-iso-indolinyl)-phenyl)-propionic acid
  • Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-alpha-methyl-
  • EINECS 250-833-0
  • Flosin
  • Flosint
  • Indoprofen
  • Indoprofene
  • Indoprofene [INN-French]
  • Indoprofeno
  • Indoprofeno [INN-Spanish]
  • Indoprofenum
  • Indoprofenum [INN-Latin]
  • Isindone
  • K 4277
  • p-(1-Oxo-2-isoindolinyl)hydratropic acid
  • Propionic acid, 2-(p-(1-oxo-2-isoindolinyl)phenyl)-
  • Propionic acid, alpha-(4-(1-oxo-2-isoindolinyl)phenyl)-
  • Reumofene
  • UNII-CPE46ZU14N

Systematic Names

  • Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-alpha-methyl-
  • Hydratropic acid, p-(1-oxo-2-isoindolinyl)-
  • Indoprofen

Registry Numbers

CAS Registry Number

  • 31842-01-0

FDA UNII

  • CPE46ZU14N

System Generated Number

  • 0031842010

Structure Descriptors

InChI

1S/C17H15NO3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11H,10H2,1H3,(H,20,21)

InChIKey

RJMIEHBSYVWVIN-UHFFFAOYSA-N

Smiles

N1(c2ccc(cc2)C(C(=O)O)C)C(=O)c2c(C1)cccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 unreported 84mg/kg (84mg/kg)   Bollettino Chimico Farmaceutico. Vol. 112, Pg. 291, 1973.
mouse LD50 intraperitoneal 375mg/kg (375mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: ATAXIA
Farmaco, Edizione Scientifica. Vol. 36, Pg. 1037, 1981.
mouse LD50 oral 700mg/kg (700mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 1100, 1973.
rat LD50 oral 84mg/kg (84mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 1100, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 213-214 deg C   EXP
log P (octanol-water) 2.77 (none)   EXP
Water Solubility 67.9 mg/L 25 EST
Vapor Pressure 2.41E-09 mm Hg 25 EST
Henry's Law Constant 1.00E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.40E-11 cm3/molecule-sec 25 EST

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