Homochlorcyclizine

For research use only. Not for therapeutic Use.

  • CAT Number: I028856
  • CAS Number: 848-53-3
  • Molecular Formula: C19H23ClN2
  • Molecular Weight: 314.86
  • Purity: 98%
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Homochlorcyclizine is an antihistamine of the diphenylmethylpiperazine group which has been marketed in Japan since 1965. It is used in the treatment of allergies and other conditions. It also has some anticholinergic, antidopaminergic, and antiserotonergic properties.


Catalog Number I028856
CAS Number 848-53-3
Synonyms

Homochlorcyclizine; NSC25132; NSC-25132; NSC 25132

Molecular Formula C19H23ClN2
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name 1-(p-Chloro-alpha-phenylbenzyl)hexahydro-4-methyl-1H-1,4-diazepine
InChI InChI=1S/C19H23ClN2/c1-21-12-5-13-22(15-14-21)19(16-6-3-2-4-7-16)17-8-10-18(20)11-9-17/h2-4,6-11,19H,5,12-15H2,1H3
InChIKey WEUCDJCFJHYFRL-UHFFFAOYSA-N
SMILES CN1CCN(C(C2=CC=CC=C2)C3=CC=C(Cl)C=C3)CCC1
Reference

1: FISHERMAN EW, FEINBERG SM, FEINBERG AR, PRUZANSKY JJ. Homochlorcyclizine: an antiallergic drug with multiple clinical properties. J Allergy. 1960 May- Jun;31:232-6. doi: 10.1016/0021-8707(60)90051-4. PMID: 13823261.
2: Chang TS, Chen CT. Inhibitory effect of homochlorcyclizine on melanogenesis in α-melanocyte stimulating hormone-stimulated mouse B16 melanoma cells. Arch Pharm Res. 2012 Jan;35(1):119-27. doi: 10.1007/s12272-012-0113-z. Epub 2012 Feb 2. PMID: 22297750.
3: Suzuki A, Yasui-Furukori N, Mihara K, Kondo T, Furukori H, Inoue Y, Kaneko S, Otani K. Histamine H1-receptor antagonists, promethazine and homochlorcyclizine, increase the steady-state plasma concentrations of haloperidol and reduced haloperidol. Ther Drug Monit. 2003 Apr;25(2):192-6. doi: 10.1097/00007691-200304000-00008. PMID: 12657913.
4: Nishikata M, Nakai A, Fushida H, Miyake K, Arita T, Iseki K, Miyazaki K. Enantioselective pharmacokinetics of homochlorcyclizine: disposition of (+)- and (-)-homochlorcyclizine after intravenous and oral administration of racemic homochlorcyclizine to rats. J Pharm Pharmacol. 1994 Jul;46(7):591-5. doi: 10.1111/j.2042-7158.1994.tb03863.x. PMID: 7996389.
5: Miyazawa T. [Experimental allergic contact dermatitis and homochlorcyclizine]. Clin Pediatr (Phila). 1968 Sep;7(9):302-3. Japanese. PMID: 4386436.
6: Nishikata M, Nakai A, Fushida H, Miyake K, Arita T, Iseki K, Miyazaki K, Nomura A. Enantioselective pharmacokinetics of homochlorcyclizine. III. Simultaneous determination of (+)- and (-)- homochlorcyclizine in human urine by high-performance liquid chromatography. J Chromatogr. 1993 Feb 26;612(2):239-44. PMID: 8096848.
7: Taniguchi K, Masuda Y, Takanaka K. Inhibitory effects of histamine H1 receptor blocking drugs on metabolic activations of neutrophils. J Pharmacobiodyn. 1991 Feb;14(2):87-93. doi: 10.1248/bpb1978.14.87. PMID: 1678430.
8: Oishi R, Shishido S, Yamori M, Saeki K. Comparison of the effects of eleven histamine H1-receptor antagonists on monoamine turnover in the mouse brain. Naunyn Schmiedebergs Arch Pharmacol. 1994 Feb;349(2):140-4. doi: 10.1007/BF00169830. PMID: 7513381.
9: Nishikata M, Nomura A, Iseki K, Miyazaki K, Nakai A, Fushida H, Miyake K, Arita T. Enantioselective pharmacokinetics of homochlorcyclizine. II: Disposition and metabolism of (+)-, (-)- and racemic homochlorcyclizine after oral administration to man. Eur J Clin Pharmacol. 1992;43(5):533-8. doi: 10.1007/BF02285097. PMID: 1362384.
10: GIRARD JP. [Clinical trials with a new anti-allergic agent, homochlorcyclizine. Effects on urinary elimination of the metabolite of serotonin]. Ther Umsch. 1962 Feb;19:50-3. French. PMID: 13898853.

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