8297. Rupatadine
Nomenclature
CAS number: 158876-82-5
8-Chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridinyl)methyl]-4-piperidinylidene]-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; UR-12592. C26H26ClN3; mol wt 415.96.
C 75.07%, H 6.30%, Cl 8.52%, N 10.10%.
Description and references
Dual antagonist of histamine H1 and platelet-activating factor receptors. Prepn: E. Carceller et al., ES 2042421; eidem, US 5407941 (1993, 1995 both to Uriach); eidem, J. Med. Chem. 37, 2697 (1994). Mechanism of action: M. Merlos et al., J. Pharmacol. Exp. Ther. 280, 114 (1997). Clinical trial in seasonal allergic rhinitis: F. Saint-Martin et al., J. Investig. Allergol. Clin. Immunol. 14, 34 (2004); and comparison with ebastine: E. M. Guada~no et al., Allergy 59, 766 (2004). Review of pharmacology and clinical experience: C. Picado, Expert Opin. Pharmacother. 7, 1989-2001 (2006).
Properties
Creamy solid, mp 58-61°.Derivative
Fumarate.Nomenclature
CAS number: 182349-12-8
Rupafin (Uriach). C26H26ClN3.C4H4O4; mol wt 532.03.
C 67.73%, H 5.68%, Cl 6.66%, N 7.90%, O 12.03%.
Derivative
Trihydrochloride.Nomenclature
CAS number: 156611-76-6
C26H26ClN3.3HCl; mol wt 525.34.
C 59.44%, H 5.56%, Cl 26.99%, N 8.00%.
Properties
Crystals from ethyl acetate + ether, mp 213-217°.Therapeutic Category
Antihistaminic.
Keywords
Antihistaminic; Tricyclics; Other Tricyclics; Platelet Activating Factor Antagonist