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Substance Name: Ketoprofen [USAN:USP:INN:BAN:JAN]
RN: 22071-15-4
UNII: 90Y4QC304K
InChIKey: DKYWVDODHFEZIM-UHFFFAOYSA-N
Note
- An IBUPROFEN-type anti-inflammatory analgesic and antipyretic. It is used in the treatment of rheumatoid arthritis and osteoarthritis.
Molecular Formula
- C16-H14-O3
Molecular Weight
- 254.2836
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
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
- Mutation Data
- Peripheral Nervous System Agents
- Reproductive Effect
- Sensory System Agents
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Names and Synonyms
Name of Substance
- Ketoprofen
- Ketoprofen [USAN:USP:INN:BAN:JAN]
MeSH Heading
- Ketoprofen
Synonyms
- (+-)-3-Benzoyl-alpha-methylbenzeneacetic acid
- (+-)-m-Benzoylhydratropic acid
- 19583 RP
- 2-(3-Benzoylphenyl)propionic acid
- 2-(m-Benzoylphenyl)propionic acid
- 3-Benzoylhydratropic acid
- Acide (benzoyl-3-phenyl)-2-propionique
- Acide (benzoyl-3-phenyl)-2-propionique [French]
- Actron
- Alrheumun
- Aneol
- Benzeneacetic acid, 3-benzoyl-alpha-methyl-
- Benzeneacetic acid, 3-benzoyl-alpha-methyl-, (+-)-
- Capisten
- CCRIS 4508
- EINECS 244-759-8
- Epatec
- Hydratropic acid, m-benzoyl-, (+-)-
- Ketoprofen
- Ketoprofen (+-)
- Ketoprofene
- Ketoprofene [INN-French]
- Ketoprofeno
- Ketoprofeno [INN-Spanish]
- Ketoprofenum
- Ketoprofenum [INN-Latin]
- Ketoprophene
- m-Benzoylhydratropic acid
- NSC 758144
- Orudis
- Orudis KT
- Oruvail
- Profenid
- R.P. 19,583
- racemic-Ketoprofen
- RP 19583
- RU 4733
- UNII-90Y4QC304K
Systematic Names
- Benzeneacetic acid, 3-benzoyl-alpha-methyl-
- Ketoprofen
- Propionic acid, 2-(3-benzoylphenyl)-
Registry Numbers
CAS Registry Number
- 22071-15-4
FDA UNII
- 90Y4QC304K
Other Registry Numbers
- 154907-35-4
- 172964-50-0
- 22161-86-0
System Generated Number
- 0022071154
Structure Descriptors
InChI
InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)InChIKey
DKYWVDODHFEZIM-UHFFFAOYSA-NSmiles
CC(C(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | unreported | 300mg/kg/15D- (300mg/kg) | BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: HEADACHE | New England Journal of Medicine. Vol. 300, Pg. 796, 1979. |
guinea pig | LD50 | intravenous | 450mg/kg (450mg/kg) | Journal de Pharmacologie. Vol. 2, Pg. 259, 1971. | |
guinea pig | LD50 | oral | 1300mg/kg (1300mg/kg) | Journal de Pharmacologie. Vol. 2, Pg. 259, 1971. | |
human | TDLo | oral | 714ug/kg (0.714mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING | Journal of Clinical Pharmacology. Vol. 24, Pg. 486, 1984. |
man | TDLo | oral | 5714ug/kg (5.714mg/kg) | Clinical Rheumatology. Vol. 10, Pg. 215, 1991. | |
man | TDLo | oral | 5714ug/kg (5.714mg/kg) | LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" | Clinical Rheumatology. Vol. 10, Pg. 215, 1991. |
mouse | LD50 | intraperitoneal | 300mg/kg (300mg/kg) | European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 11, Pg. 7, 1976. | |
mouse | LD50 | intravenous | 500mg/kg (500mg/kg) | Journal de Pharmacologie. Vol. 2, Pg. 259, 1971. | |
mouse | LD50 | oral | 360mg/kg (360mg/kg) | Polish Journal of Pharmacology and Pharmacy. Vol. 38, Pg. 107, 1986. | |
mouse | LD50 | subcutaneous | 550mg/kg (550mg/kg) | Journal de Pharmacologie. Vol. 2, Pg. 259, 1971. | |
rat | LD50 | intraperitoneal | 80mg/kg (80mg/kg) | Drugs in Japan Vol. 6, Pg. 265, 1982. | |
rat | LD50 | intravenous | 350mg/kg (350mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 222, 1978. | |
rat | LD50 | oral | 62400ug/kg (62.4mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 34, Pg. 280, 1984. | |
rat | LD50 | rectal | 84mg/kg (84mg/kg) | GASTROINTESTINAL: PERITONITIS GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE | Journal of Toxicological Sciences. Vol. 6, Pg. 209, 1981. |
rat | LD50 | subcutaneous | 100mg/kg (100mg/kg) | Journal de Pharmacologie. Vol. 2, Pg. 259, 1971. | |
women | TDLo | oral | 11mg/kg/12H-I (11mg/kg) | SKIN AND APPENDAGES (SKIN): SWEATING: OTHER CARDIAC: PULSE RATE BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Journal of Clinical Pyschopharmacology. Vol. 19, Pg. 95, 1999. |
women | TDLo | oral | 80mg/kg/10D-I (80mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" | British Medical Journal. Vol. 292, Pg. 97, 1986. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 94 | deg C | EXP | |
pKa Dissociation Constant | 4.45 | (none) | EXP | |
log P (octanol-water) | 3.12 | (none) | EXP | |
Water Solubility | 51 | mg/L | 22 | EXP |
Vapor Pressure | 3.72E-07 | mm Hg | 25 | EST |
Henry's Law Constant | 2.12E-11 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 6.06E-12 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.