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Details

Stereochemistry UNKNOWN
Molecular Formula C19H23ClN2
Molecular Weight 314.852
Optical Activity ( - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMOCHLORCYCLIZINE, (-)-

SMILES

CN1CCCN(CC1)C(C2=CC=CC=C2)C3=CC=C(Cl)C=C3

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 314.852
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment: description was created based on several sources, including 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

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Secondary
Homoclomin

Approved Use

Unknown
Primary
Homoclomin

Approved Use

Unknown
Primary
Homoclomin

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011-07-14
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010-12
A similarity search using molecular topological graphs.
2009
Simultaneous determination of ten antihistamine drugs in human plasma using pipette tip solid-phase extraction and gas chromatography/mass spectrometry.
2006
Effect of (+) or (-) camphorsulfonic acid additives to the mobile phase on enantioseparations of some basic drugs on a Chiralcel OD column.
2005-08-12
Histamine H1-receptor antagonists, promethazine and homochlorcyclizine, increase the steady-state plasma concentrations of haloperidol and reduced haloperidol.
2003-04
Role of mast cell chymase in allergen-induced biphasic skin reaction.
2002-10-01

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
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:23:12 GMT 2025
Edited
by admin
on Mon Mar 31 23:23:12 GMT 2025
Record UNII
S8XST56UYL
Record Status Validated (UNII)
Record Version
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Name Type Language
HOMOCHLORCYCLIZINE, (-)-
Common Name English
(-)-HOMOCHLORCYCLIZINE
Preferred Name English
1H-1,4-DIAZEPINE, 1-((4-CHLOROPHENYL)PHENYLMETHYL)HEXAHYDRO-4-METHYL-, (-)-
Systematic Name English
Code System Code Type Description
CAS
142860-97-7
Created by admin on Mon Mar 31 23:23:12 GMT 2025 , Edited by admin on Mon Mar 31 23:23:12 GMT 2025
PRIMARY
FDA UNII
S8XST56UYL
Created by admin on Mon Mar 31 23:23:12 GMT 2025 , Edited by admin on Mon Mar 31 23:23:12 GMT 2025
PRIMARY