Indoprofen
Title: Indoprofen
CAS Registry Number: 31842-01-0
CAS Name: 4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-a-methylbenzeneacetic acid
Additional Names: p-(1-oxo-2-isoindolinyl)hydratropic acid; 2-[4-(1-carboxyethyl)phenyl]-1-isoindolinone; 1-oxo-2-[p-[(a-methyl)carboxymethyl]phenyl]isoindoline; 2-[4-(1-oxo-2-isoindolinyl)phenyl]propionic acid; IPP
Manufacturers' Codes: K-4277
Trademarks: Bor-Ind (Borromeo); Flosin (Erba); Flosint (Erba); Isindone (Erba); Praxis (Lisapharma); Reumofene (Von Boch)
Molecular Formula: C17H15NO3
Molecular Weight: 281.31
Percent Composition: C 72.58%, H 5.37%, N 4.98%, O 17.06%
Literature References: Nonsteroidal anti-inflammatory agent. Prepn: BE 753600; R. W. J. Carney, G. de Stevens, US 4316850 (1970, 1982 both to Ciba); P. N. Giraldi et al., DE 2154525 (1972 to Carlo Erba), C.A. 77, 88292v (1972); G. Nannini et al., Arzneim.-Forsch. 23, 1090 (1973). Synthesis and resolution of enantiomers: F. Buzzetti et al., DE 2258088 (1974 to Carlo Erba), C.A. 81, 13382y (1974); T. Kametani et al., J. Heterocycl. Chem. 15, 369 (1978). Abs config: S. De Munari et al., Tetrahedron Lett. 21, 2273 (1980). Pharmacology: A. Buttinoni et al., Arzneim.-Forsch. 23, 1100 (1973). Absorption, excretion and metabolism: G. C. Goldaniga et al., ibid. 24, 1603 (1974); L. F. Chasseaud et al., ibid. 1606. GLC determn of enantiomers in plasma: G. P. Tosolini et al., J. Pharm. Sci. 63, 1072 (1974). Biological activity and toxicity data: A. Buttinoni et al., J. Pharm. Pharmacol. 35, 603 (1983).
Properties: Colorless scales from ethanol, mp 213-214°. LD50 in rats (mg/kg): 58.66 i.v.; 60.83 orally (Buttinoni).
Melting point: mp 213-214°
Toxicity data: LD50 in rats (mg/kg): 58.66 i.v.; 60.83 orally (Buttinoni)
 
Derivative Type: (+)-Form
CAS Registry Number: 53086-13-8
Additional Names: Dexindoprofen
Trademarks: Nedius (Erba)
Properties: Colorless scales from isopropanol, mp 205-207°. [a]D20 +48° (c = 0.05 in DMSO). LD50 in rats (mg/kg): 31.98 i.v.; 33.75 orally (Buttinoni).
Melting point: mp 205-207°
Optical Rotation: [a]D20 +48° (c = 0.05 in DMSO)
Toxicity data: LD50 in rats (mg/kg): 31.98 i.v.; 33.75 orally (Buttinoni)
 
Derivative Type: (-)-Form
CAS Registry Number: 53086-14-9
Properties: Colorless scales from isopropanol, mp 205-207°. [a]D20 -48° (c = 0.05 in DMSO). LD50 in rats (mg/kg): 555.39 i.v.; 538.02 orally (Buttinoni).
Melting point: mp 205-207°
Optical Rotation: [a]D20 -48° (c = 0.05 in DMSO)
Toxicity data: LD50 in rats (mg/kg): 555.39 i.v.; 538.02 orally (Buttinoni)
 
Therap-Cat: Analgesic; anti-inflammatory.
Keywords: Anti-inflammatory (Nonsteroidal); Arylpropionic Acid Derivatives; Analgesic (Non-Narcotic).
 
 
Status: This monograph has been retired and is no longer subject to revision or update.

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