Fenoprofen

Title: Fenoprofen
CAS Registry Number: 31879-05-7
CAS Name: a-Methyl-3-phenoxybenzeneacetic acid
Additional Names: (±)-m-phenoxyhydratropic acid; a-dl-2-(3-phenoxyphenyl)propionic acid
Manufacturers' Codes: Lilly 53838
Molecular Formula: C15H14O3
Molecular Weight: 242.27
Percent Composition: C 74.36%, H 5.82%, O 19.81%
Literature References: Prepn: W. S. Marshall, FR 2015728; eidem, US 3600437 (1970, 1971 both to Lilly). Pharmacology: Rubin et al., J. Pharm. Sci. 60, 1797 (1971); 61, 800 (1972); Herrmann, Proc. Soc. Exp. Biol. Med. 139, 548 (1972). Metabolism: Rubin et al., J. Pharmacol. Exp. Ther. 183, 449 (1972). Toxicology: J. L. Emmerson et al., Toxicol. Appl. Pharmacol. 25, 444 (1973). Comprehensive description: C. K. Ward, R. E. Schirmer, Anal. Profiles Drug Subs. 6, 161-182 (1977). Review: R. N. Brogden et al., Drugs 13, 241-265 (1977); R. Nickander et al., in Pharmacological and Biochemical Properties of Drug Substances vol. 1, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1977) pp 183-213.
Properties: Viscous oil, bp0.11 168-171°. nD25 1.5742. pKa 7.3.
Boiling point: bp0.11 168-171°
pKa: pKa 7.3
Index of refraction: nD25 1.5742
Derivative Type: Calcium salt dihydrate
CAS Registry Number: 53746-45-5
Manufacturers' Codes: Lilly 69323
Trademarks: Fenopron (Dista); Fepron (Lilly); Feprona (Lilly); Nalfon (Lilly); Nalgesic (Lilly); Progesic (Lilly)
Molecular Formula: C30H26CaO6.2H2O
Molecular Weight: 558.63
Percent Composition: C 64.50%, H 5.41%, Ca 7.17%, O 22.91%
Properties: White crystalline powder. Soly in mg/ml at 37°: n-hexanol 11; methanol 8; water 2.5; chloroform 0.01. pKa 4.5. Aq solns sensitive to intense uv light. LD50 orally in mice: 800 mg/kg (Emmerson).
pKa: pKa 4.5
Toxicity data: LD50 orally in mice: 800 mg/kg (Emmerson)
Therap-Cat: Anti-inflammatory; analgesic.
Keywords: Analgesic (Non-Narcotic); Anti-inflammatory (Nonsteroidal); Arylpropionic Acid Derivatives.
Fenoterol Fenoverine Fenoxanil Fenoxaprop-ethyl Fenoxazoline

Fenoprofen
Fenoprofen.png
Systematic (IUPAC) name
2-(3-phenoxyphenyl)propanoic acid
Clinical data
AHFS/Drugs.com monograph
MedlinePlus a681026
Pregnancy cat. D (US) C
Legal status POM (UK) -only (US)
Routes Oral
Pharmacokinetic data
Metabolism Major urinary metabolites are fenoprofen glucuronide and 4′-hydroxyfenoprofen glucuronide.
Half-life 3 hours
Excretion Renal (~90%)
Identifiers
CAS number 29679-58-1
ATC code M01AE04
PubChem CID 3342
DrugBank DB00573
ChemSpider 3225 YesY
UNII RA33EAC7KY YesY
KEGG D02350 YesY
ChEBI CHEBI:5004 YesY
ChEMBL CHEMBL1297 YesY
Chemical data
Formula C15H14O3 
Mol. mass 242.26986 g/mol
 YesY (what is this?)  (verify)

Fenoprofen is a non-steroidal anti-inflammatory drug. Fenoprofen calcium is used for symptomatic relief for rheumatoid arthritis, osteoarthritis, and mild to moderate pain. Fenoprofen is marketed in the USA as Nalfon.