Title: Taprostene
CAS Registry Number: 108945-35-3
CAS Name: 3-[(Z)-[(3aR,4R,5R,6aS)-4-[(1E,3S)-3-Cyclohexyl-3-hydroxy-1-propenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-ylidene]methyl]benzoic acid
Additional Names: a-[(2Z,3aR,4R,5R,6aS)-4-[(1E,3S)-3-cyclohexyl-3-hydroxypropenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-ylidene]-m-toluic acid; [(5Z,13E,9a,11a,15S)-2,3,4-trinor-1,5-inter-m-phenylene-6,9-epoxy-11,15-dihydroxy-15-cyclohexyl-16,17,18,19,20-pentanor]prosta-5,13-dienoic acid
Molecular Formula: C24H30O5
Molecular Weight: 398.49
Percent Composition: C 72.34%, H 7.59%, O 20.08%
Literature References: Prostacyclin analog; platelet aggregation inhibitor. Prepn: U. Seipp et al., EP 45842; eidem, US 4372971 (1982, 1983 both to Grünenthal); L. Flohé et al., Arzneim.-Forsch. 33, 1240 (1983). As adjuvant to thrombolytic therapy in acute myocardial infarction: F. W. Bär et al., Eur. Heart J. 14, 1118 (1993). Review of pharmacology and clinical experience: J. Schneider et al., Cardiovasc. Drug Rev. 11, 479-500 (1993).
Derivative Type: Sodium salt
CAS Registry Number: 87440-45-7
Manufacturers' Codes: CG-4203
Trademarks: Rheocyclan (Grñenthal)
Molecular Formula: C24H29NaO5
Molecular Weight: 420.47
Percent Composition: C 68.56%, H 6.95%, Na 5.47%, O 19.03%
Properties: [a]D22 +249° (c = 0.68 in methanol). LD50 in mice, rats (mg/kg): 164, 20 i.v. (Schneider).
Optical Rotation: [a]D22 +249° (c = 0.68 in methanol)
Toxicity data: LD50 in mice, rats (mg/kg): 164, 20 i.v. (Schneider)
Therap-Cat: Antithrombotic.
Keywords: Antithrombotic. |