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Substance Name: Oxaprozin [USAN:USP:INN:BAN:JAN]
RN: 21256-18-8
UNII: MHJ80W9LRB
InChIKey: OFPXSFXSNFPTHF-UHFFFAOYSA-N

Note

  • An oxazole-propionic acid derivative, cyclooxygenase inhibitor, and non-steroidal anti-inflammatory drug that is used in the treatment of pain and inflammation associated with of OSTEOARTHRITIS; RHEUMATOID ARTHRITIS; and ARTHRITIS, JUVENILE.

Molecular Formula

  • C18-H15-N-O3

Molecular Weight

  • 293.32
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Cyclooxygenase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents

Names and Synonyms

Name of Substance

  • Oxaprozin
  • Oxaprozin [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Oxaprozin

Synonyms

  • 3-(4,5-Diphenyl-2-oxazolyl)propenoic acid
  • 4,5-Diphenyl-2-oxazolepropanoic acid
  • Alvo
  • beta-(4,5-Diphenyloxazol-2-yl)propionic acid
  • BRN 1083168
  • Daypro
  • Deflam
  • EINECS 244-296-1
  • HSDB 7586
  • NSC 310839
  • Oxaprozin
  • Oxaprozina
  • Oxaprozina [INN-Spanish]
  • Oxaprozine
  • Oxaprozine [INN-French]
  • Oxaprozinum
  • Oxaprozinum [INN-Latin]
  • UNII-MHJ80W9LRB
  • Voir
  • WY-21,743
  • WY-21743

Systematic Names

  • 2-Oxazolepropanoic acid, 4,5-diphenyl-
  • Oxaprozin

Registry Numbers

CAS Registry Number

  • 21256-18-8

FDA UNII

  • MHJ80W9LRB

System Generated Number

  • 0021256188

Structure Descriptors

InChI

InChI=1S/C18H15NO3/c20-16(21)12-11-15-19-17(13-7-3-1-4-8-13)18(22-15)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,20,21)

InChIKey

OFPXSFXSNFPTHF-UHFFFAOYSA-N

Smiles

OC(=O)CCc1oc(c2ccccc2)c(n1)c3ccccc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intraperitoneal 200mg/kg (200mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
dog LD50 intravenous 124mg/kg (124mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
dog LD50 oral > 2gm/kg (2000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
dog LD50 subcutaneous > 1gm/kg (1000mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

BLOOD: HEMORRHAGE		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
man TDLo oral 171mg/kg/10D- (171mg/kg) SKIN AND APPENDAGES (SKIN): SWEATING: OTHER

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

BEHAVIORAL: TOXIC PSYCHOSIS		 American Journal of Psychiatry. Vol. 152, Pg. 149, 1995.
mouse LD50 intraperitoneal 376mg/kg (376mg/kg) GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
mouse LD50 intravenous 93mg/kg (93mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
mouse LD50 oral 1210mg/kg (1210mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
mouse LD50 subcutaneous 556mg/kg (556mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: OTHER CHANGES		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
rabbit LD50 intraperitoneal 248mg/kg (248mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
rabbit LD50 intravenous 36mg/kg (36mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: OTHER CHANGES		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
rabbit LD50 oral 172mg/kg (172mg/kg) GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
rabbit LD50 subcutaneous > 1gm/kg (1000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
rat LD50 intraperitoneal 506mg/kg (506mg/kg) GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
rat LD50 intravenous 82mg/kg (82mg/kg) GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
rat LD50 oral 4470mg/kg (4470mg/kg) GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
rat LD50 subcutaneous 2910mg/kg (2910mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 359, 1984.
women TDLo oral 1008mg/kg/6W- (1008mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"		 Annals of Pharmacotherpy. Vol. 33, Pg. 942, 1999.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 4.19 (none)   EXP
Water Solubility 8.800 mg/L 25 EST
Vapor Pressure 1.76E-09 mm Hg 25 EST
Henry's Law Constant 3.47E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.84E-11 cm3/molecule-sec 25 EST

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