U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C19H23ClN2
Molecular Weight 314.853
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMOCHLORCYCLIZINE

SMILES

CN1CCCN(CC1)C(c2ccccc2)c3ccc(cc3)Cl

InChI

InChIKey=WEUCDJCFJHYFRL-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C19H23ClN2
Molecular Weight 314.853
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment:: http://www.eisai.jp/medical/products/di/EPI/HC_T_EPI.pdf

Homochlorcyclizine (INN) is an antihistamine which has been marketed in Japan since 1965. It is used in the treatment of Itching sensation resulting from skin diseases (eczema or dermatitis, pruritus, drug eruption, toxic erythema and infant strophulus), urticaria and allergic rhinitis. Homochlorcyclizine hydrochloride possesses several pharmacological properties: 1) inhibits bradykinin-induced contractions of isolated guinea pig ileum; 2)partially blocks SRS-A (slow-reacting substance of anaphylaxis )- induced contractions in isolated guinea pig il eum. 3) Homochlorcyclizine hydrochloride completely inhibits histamine-induced contractions at a concentration of 0.1μg/mL, while it completely inhibits serotonin or acetylcholine- induced contractions at a concentration of 1μg/mL.

Originator

Sources: US 2655498

Approval Year

PubMed

PubMed

TitleDatePubMed
Role of mast cell chymase in allergen-induced biphasic skin reaction.
2002 Oct 1
Histamine H1-receptor antagonists, promethazine and homochlorcyclizine, increase the steady-state plasma concentrations of haloperidol and reduced haloperidol.
2003 Apr
Effect of (+) or (-) camphorsulfonic acid additives to the mobile phase on enantioseparations of some basic drugs on a Chiralcel OD column.
2005 Aug 12
Simultaneous determination of ten antihistamine drugs in human plasma using pipette tip solid-phase extraction and gas chromatography/mass spectrometry.
2006
A similarity search using molecular topological graphs.
2009
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14

Sample Use Guides

The usual adult dosage for oral use is 1 to 2 tablets (10 - 20 mg of homochlorcyclizine hydrochloride) three times daily.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Jun 26 00:59:56 UTC 2021
Edited
by admin
on Sat Jun 26 00:59:56 UTC 2021
Record UNII
N5MVC31W2N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HOMOCHLORCYCLIZINE
INN   MI   WHO-DD  
INN  
Official Name English
SA-97
Code English
(+/-)-HOMOCHLORCYCLIZINE
Common Name English
WICRON
Brand Name English
1H-1,4-DIAZEPINE, 1-((4-CHLOROPHENYL)PHENYLMETHYL)HEXAHYDRO-4-METHYL-
Systematic Name English
HOMOCHLORCYCLIZINE [INN]
Common Name English
HOMOCHLORCYCLIZINE [WHO-DD]
Common Name English
SANKUMIN
Brand Name English
HOMOCHLORCYCLIZINE [MI]
Common Name English
NSC-25132
Code English
1-(P-CHLORO-.ALPHA.-PHENYLBENZYL)HEXAHYDRO-4-METHYL-1H-1,4-DIAZEPINE
Common Name English
CUROSAJIN
Brand Name English
LYSILAN
Brand Name English
1-(4-CHLORODIPHENYLMETHYL)-4-METHYL-2,3,4,5,6,7-HEXAHYDRO-1,4-DIAZEPINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29578
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
Code System Code Type Description
CAS
142860-95-5
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
SUPERSEDED
ChEMBL
CHEMBL1515447
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
MESH
C034022
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
INN
934
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
FDA UNII
N5MVC31W2N
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
MERCK INDEX
M6041
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY Merck Index
EVMPD
SUB08050MIG
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
ECHA (EC/EINECS)
212-699-1
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
EPA CompTox
848-53-3
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
PUBCHEM
3627
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
DRUG CENTRAL
1381
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
CAS
848-53-3
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
NCI_THESAURUS
C81142
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
WIKIPEDIA
Homochlorcyclizine
Created by admin on Sat Jun 26 00:59:56 UTC 2021 , Edited by admin on Sat Jun 26 00:59:56 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY