3618. Epinastine
Nomenclature
CAS number: 80012-43-7
9,13b-Dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepin-3-amine; 3-amino-9,13b-dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepine; WAL-801. C16H15N3; mol wt 249.31.
C 77.08%, H 6.06%, N 16.85%.
Description and references
Tetracyclic, non-sedating histamine H1 receptor antagonist. Prepn: G. Walther et al., GB 2071095; eidem, US 4313931 (1981, 1982 both to Boehringer, Ing.); and receptor binding studies: idem et al., Arzneim.-Forsch. 40, 440 (1990). Pharmacology: A. Fügner et al., ibid. 38, 1446 (1988). Clinical evaluation: W. S. Adamus et al., ibid. 37, 569 (1987). Mechanism of action: K. Tasaka et al., Oyo Yakuri 39, 365 (1990). Toxicology: J. Nishikawa et al., ibid. 42, 151 (1991).
Properties
Crystals from acetonitrile, mp 205-208°. log Pa (octanol/ aqueous buffer, pH 7.4, 20°) -0.70. pKa 11.2.Derivative
Hydrobromide.Nomenclature
CAS number: 127786-29-2
Properties
Crystals from methanol/ethyl actate, mp 284-286°.Derivative
Hydrochloride.Nomenclature
CAS number: 108929-04-0
WAL-801CL; Alesion (Boehringer, Ing.); Azusaleon (Towa Yakuhin); Elestat (Allergan); Flurinol (Boehringer, Ing.); Relestat (Allergan); Talerc (Boehringer, Ing.). C16H15N3.HCl; mol wt 285.77.
C 67.25%, H 5.64%, N 14.70%, Cl 12.41%.
Properties
Crystals from methanol/ether, mp 273-275°. Freely sol in water. LD50 in male, female rats (mg/kg): 314, 192 orally; 17, 22 i.v. (Nishikawa).Therapeutic Category
Antihistaminic.
Keywords
Antihistaminic