Homochlorcyclizine

Last updated
Homochlorcyclizine
Homochlorcyclizine.svg
Clinical data
AHFS/Drugs.com International Drug Names
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 1-[(4-chlorophenyl)-phenylmethyl]-4-methyl-1,4-diazepane
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.011.545 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C19H23ClN2
Molar mass 314.86 g·mol−1
3D model (JSmol)
  • CN1CCCN(CC1)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl

Homochlorcyclizine (INN) is an antihistamine of the diphenylmethylpiperazine group which has been marketed in Japan since 1965. [1] It is used in the treatment of allergies and other conditions. It also has some anticholinergic, antidopaminergic, and antiserotonergic properties. [2] [3]

Contents

Synthesis

Synthesis: Patent: Homochlorcyclizine synthesis.svg
Synthesis: Patent:

4-Chlorobenzhydryl Chloride [134-83-8] (1) N-Methylhomopiperazine [4318-37-0] (2)

See also

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References

  1. "Homoclomin Tablets 10 mg" (PDF). Eisai Co. December 2007. Retrieved 2008-07-29.[ dead link ]
  2. Haraguchi K, Ito K, Kotaki H, Sawada Y, Iga T (June 1997). "Prediction of drug-induced catalepsy based on dopamine D1, D2, and muscarinic acetylcholine receptor occupancies". Drug Metabolism and Disposition. 25 (6): 675–84. PMID   9193868.
  3. KIMURA ET, YOUNG PR, RICHARDS RK (1960). "Pharmacologic properties of N-p-chloro-benzhydryl-N'-methyl homopiperazine dihydrochloride (homochlorcyclizine; SA-97), a serotonin antagonist". Journal of Allergy. 31: 237–47. doi:10.1016/0021-8707(60)90052-6. PMID   14409112.
  4. Sommers, Armiger H.; Michaels, R. J.; Weston, Arthur W. (1954). "Homopiperazines Related to Chlorocyclizine". Journal of the American Chemical Society. 76 (22): 5805–5805. doi:10.1021/ja01651a069.
  5. Arthur Weston & Armiger Sommers, U.S. Patent 2,655,498 (1953 to Abbott Labs).