Rupatadine
Title: Rupatadine
CAS Registry Number: 158876-82-5
CAS Name: 8-Chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridinyl)methyl]-4-piperidinylidene]-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
Manufacturers' Codes: UR-12592
Molecular Formula: C26H26ClN3
Molecular Weight: 415.96
Percent Composition: C 75.07%, H 6.30%, Cl 8.52%, N 10.10%
Literature 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. Invest. Allergol. Clin. Immunol. 14, 34 (2004); and comparison with ebastine: E. M. Guadaño et al., Allergy 59, 766 (2004). Review of pharmacology and clinical development: N. Y. Van Den Anker-Rakhmanina, Curr. Opin. Anti-Inflam. Immunomod. Invest. Drugs 2, 127-132 (2000).
Properties: Creamy solid, mp 58-61°.
Melting point: mp 58-61°
 
Derivative Type: Fumarate
CAS Registry Number: 182349-12-8
Trademarks: Rupafin (Uriach)
Molecular Formula: C26H26ClN3.C4H4O4
Molecular Weight: 532.03
Percent Composition: C 67.73%, H 5.68%, Cl 6.66%, N 7.90%, O 12.03%
 
Derivative Type: Trihydrochloride
CAS Registry Number: 156611-76-6
Molecular Formula: C26H26ClN3.3HCl
Molecular Weight: 525.34
Percent Composition: C 59.44%, H 5.56%, Cl 26.99%, N 8.00%
Properties: Crystals from ethyl acetate + ether, mp 213-217°.
Melting point: mp 213-217°.
 
Therap-Cat: Antihistaminic.
Keywords: Antihistaminic; Tricyclics; Other Tricyclics; Platelet Activating Factor Antagonist.

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