5578. Loratadine

Nomenclature

CAS number: 79794-75-5
4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylic acid ethyl ester; 11-[N-(ethoxycarbonyl)-4-piperidylidene]-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; Sch-29851; Alavert (Wyeth); Claritin (Schering-Plough); Clarityn (Schering-Plough); Clarytin (Schering-Plough); Lisino (Essex).
C22H23ClN2O2; mol wt 382.88.
C 69.01%, H 6.05%, Cl 9.26%, N 7.32%, O 8.36%.

Description and references

Nonsedating-type histamine H1-receptor antagonist. Prepn: F. J. Villani, US 4282233 (1981 to Schering); F. J. Villani et al., Arzneim.-Forsch. 36, 1311 (1986). Pharmacology: A. Barnett et al., Agents Actions 14, 590 (1984). Evaluation of CNS effects in humans: C. M. Bradley, A. N. Nicholson, Eur. J. Clin. Pharmacol. 32, 419 (1987). Clinical pharmacokinetics: E. Radwanski et al., J. Clin. Pharmacol. 27, 530 (1987). Clinical trial in allergic rhinitis: R. J. Dockhorn et al., Ann. Allergy 58, 407 (1987); in comparison with terfenadine, q.v.: F. Horak et al., Arzneim.-Forsch. 38, 124 (1988); G. Bruttmann et al., J. Allergy Clin. Immunol. 83, 411 (1989). HPLC determn in plasma: O. Q. P. Yin et al., J. Chromatogr. B 796, 165 (2003). Review of pharmacology and therapeutic efficacy: M. Haria et al., Drugs 48, 617-637 (1994).

Chemical structure

Properties

Crystals from acetonitrile, mp 134-136°.

Therapeutic Category

Antihistaminic.

Keywords

Antihistaminic; Tricyclics; Other Tricyclics