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CAS No 58581-89-8 , 4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)phthalazin-1-one

  • Name: 4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)phthalazin-1-one
  • Synonyms: Azelastina; Azelastine (INN); Optivar (TN); Azelastinum; 58581-89-8; Azelastina [INN-Spanish];Azelastinum [INN-Latin];4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)phthalazin-1-one; Azelastine [INN:BAN];
  • CAS Registry Number:
  • Density: 1.25 g/cm3
  • Safety Statements: Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx and Cl−.
  • Molecular Weight: 381.89846
  • InchiKey: MBUVEWMHONZEQD-UHFFFAOYSA-N
  • InChI: InChI=1S/C22H24ClN3O/c1-25-13-4-5-18(12-14-25)26-22(27)20-7-3-2-6-19(20)
    21(24-26)15-16-8-10-17(23)11-9-16/h2-3,6-11,18H,4-5,12-15H2,1H3
  • Molecular Formula: C22H24ClN3O
  • Molecular Structure:CAS No:58581-89-8 4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)phthalazin-1-one

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References of 4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)phthalazin-1-one
Title: Azelastine
CAS Registry Number: 58581-89-8
CAS Name: 4-[(4-Chlorophenyl)methyl]-2-(hexahydro-1-methyl-1H-azepin-4-yl)-1(2H)-phthalazinone
Synonyms: 4-(p-chlorobenzyl)-2-(hexahydro-1-methyl-1H-azepin-4-yl)-1(2H)-phthalazinone; 4-(p-chlorobenzyl)-2-(N-methylperhydroazepin-4-yl)-1(2H)-phthalazinone
Molecular Formula: C22H24ClN3O
Molecular Weight: 381.90
Percent Composition: C 69.19%, H 6.33%, Cl 9.28%, N 11.00%, O 4.19%
Literature References: Orally active H1-histamine receptor antagonist. Prepn: BE 778269; D. Vogelsang et al., US 3813384 (1972, 1974 both to Asta-Werke AG). Synthesis and x-ray structure determn: G. Scheffler et al., Arch. Pharm. 321, 205 (1988). Pharmacology: K. Tasaka, M. Akagi, Arzneim.-Forsch. 29, 488 (1979). Pharmacology and toxicology: H. J. Zechel et al., ibid. 31, 1184 (1981). Series of articles on pharmacokinetics, pharmacology and toxicology: ibid. 1184-1238. Mechanism of action studies: N. Chand et al., Int. J. Immunopharmacol. 7, 833 (1985); eidem, Br. J. Pharmacol. 87, 443 (1986). HPLC determn in plasma: J. Pivonka et al., J. Chromatogr. 420, 89 (1987). Clinical evaluations in asthma: H. Magnussen, Chest 91, 855 (1987); M. K. Albazzaz, K. R. Patel, Thorax 43, 306 (1988); in allergic conjunctivitis: G. W. Canonica et al., Curr. Med. Res. Opin. 19, 321-329 (2003).
Properties: Oil. Sol in methylene chloride.
 
Derivative Type: Monohydrate
Molecular Formula: C22H24ClN3O.H2O
Molecular Weight: 399.91
Percent Composition: C 66.07%, H 6.55%, Cl 8.87%, N 10.51%, O 8.00%
Properties: Crystals from alcohol/ water. Two distinct crystal forms have been identified (Scheffler).
 
Derivative Type: Hydrochloride
CAS Registry Number: 79307-93-0
Manufacturers' Codes: A-5610; E-0659; W-2979M
Trademarks: Afluon (Viatris); Allergodil (Viatris); Astelin (Wallace); Azeptin (Eisai); Optilast (Viatris); Rhinolast (Viatris)
Molecular Formula: C22H24ClN3O.HCl
Molecular Weight: 418.36
Percent Composition: C 63.16%, H 6.02%, Cl 16.95%, N 10.04%, O 3.82%
Properties: Crystals from alcohol, mp 225-229°. LD50 in male, female mice, male, female rats (mg/kg): 36.5, 35.5, 26.9, 30.3 i.v.; 56.4, 42.8, 43.2, 46.6 i.p.; 63.0, 54.2, 66.5, 59.6 s.c.; 124, 139, 310, 417 orally (Zechel).
Melting point: mp 225-229°
Toxicity data: LD50 in male, female mice, male, female rats (mg/kg): 36.5, 35.5, 26.9, 30.3 i.v.; 56.4, 42.8, 43.2, 46.6 i.p.; 63.0, 54.2, 66.5, 59.6 s.c.; 124, 139, 310, 417 orally (Zechel)
 
Therap-Cat: Antihistaminic.
Keywords: Antihistaminic.