Hydroxyzine
Title: Hydroxyzine
CAS Registry Number: 68-88-2
CAS Name: 2-[2-[4-[(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]ethanol
Additional Names: 1-(p-chloro-a-phenylbenzyl)-4-(2-hydroxyethoxyethyl)piperazine; 1-(p-chlorodiphenylmethyl)-4-[2-(2-hydroxyethoxy)ethyl]piperazine; N-(4-chlorobenzhydryl)-N¢-(hydroxyethyloxyethyl)piperazine; 1-(p-chlorobenzhydryl)-4-[2-(2-hydroxyethoxy)ethyl]diethylenediamine
Manufacturers' Codes: UCB-4492
Trademarks: Tran-Q (Pfizer); Tranquizine
Molecular Formula: C21H27ClN2O2
Molecular Weight: 374.90
Percent Composition: C 67.28%, H 7.26%, Cl 9.46%, N 7.47%, O 8.54%
Literature References: H1 receptor antagonist. Outline of commercial prepn: Chem. Week 79 (5), 70 (Aug. 4, 1956); Morren, US 2899436 (1959 to UCB). Pharmacology and metabolism: Cannizaro, Boll. Chim. Farm. 104, 39 (1965); Close et al., Ind. Chim. Belge 33, 94 (1968); eidem, Proc. Eur. Soc. Study Drug Toxic. 9, 144 (1968); S. F. Pong, C. L. Huang, J. Pharm. Sci. 63, 1527 (1974). Pharmacokinetics and antihistaminic activity: F. E. R. Simons et al., J. Allergy Clin. Immunol. 73, 69 (1984); S. Ting et al., ibid. 75, 63 (1985). Clinical trials of efficacy in allergic rhinitis: L. Wong et al., ibid. 67, 223 (1981); in urticaria, R. P. Harvey et al., ibid. 68, 262 (1981); as anti-emetic: R. McKenzie et al., Anesth. Analg. 60, 783 (1981); as pre-surgical sedative: G. Wallace, L. J. Mindlin, ibid. 63, 571 (1984). Toxicity data: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971). Comprehensive description: J. Tsau, N. DeAngelis, Anal. Profiles Drug Subs. 7, 319-341 (1978).
 
Derivative Type: Dihydrochloride
CAS Registry Number: 2192-20-3
Trademarks: Alamon (Grelan); Atarax (Pfizer); Aterax; Durrax (Dermik); Orgatrax (Organon); Quiess (Forest); Vistaril Parenteral (Pfizer)
Molecular Formula: C21H27ClN2O2.2HCl
Molecular Weight: 447.83
Percent Composition: C 56.32%, H 6.53%, Cl 23.75%, N 6.26%, O 7.15%
Properties: Crystals, mp 193°. Bitter taste. Soly in mg/ml: water <700; chloroform 60; acetone 2; ether <0.1. Solns are unstable to intense uv light. LD50 in rats (mg/kg): 126 i.p.; 950 orally (Goldenthal).
Melting point: mp 193°
Toxicity data: LD50 in rats (mg/kg): 126 i.p.; 950 orally (Goldenthal)
 
Derivative Type: Pamoate
CAS Registry Number: 10246-75-0
Trademarks: Equipose; Masmoran (Pfizer); Paxistil; Vistaril Pamoate (Pfizer)
Molecular Formula: C21H27ClN2O2.C23H16O6
Molecular Weight: 763.27
Percent Composition: C 69.24%, H 5.68%, Cl 4.64%, N 3.67%, O 16.77%
Properties: Crystals. Practically insol in water.
 
Therap-Cat: Anxiolytic. Antihistaminic.
Therap-Cat-Vet: Has been used as a tranquilizer.
Keywords: Antihistaminic; Piperazines; Anxiolytic.

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