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Details

Stereochemistry ACHIRAL
Molecular Formula C28H37ClN4O.2ClH.H2O
Molecular Weight 572.01
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLOCAPRAMINE DIHYDROCHLORIDE MONOHYDRATE

SMILES

O.Cl.Cl.NC(=O)C1(CCN(CCCN2C3=CC=CC=C3CCC4=C2C=C(Cl)C=C4)CC1)N5CCCCC5

InChI

InChIKey=SWCNPPOGIXOVAZ-UHFFFAOYSA-N
InChI=1S/C28H37ClN4O.2ClH.H2O/c29-24-12-11-23-10-9-22-7-2-3-8-25(22)33(26(23)21-24)18-6-15-31-19-13-28(14-20-31,27(30)34)32-16-4-1-5-17-32;;;/h2-3,7-8,11-12,21H,1,4-6,9-10,13-20H2,(H2,30,34);2*1H;1H2

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: http://www.kegg.jp/medicus-bin/japic_med_product?id=00048317-003 | http://en.pharmacodia.com/web/drug/1_10640.html

Clocapramine is a chlorinated derivative of carpipramine. The hydrochloride has been given orally in the treatment of schizophrenia. Clocapramine is an antagonist of the Dopamine D2 and Serotonine (5-HT2) receptors. It has been implicated in at least one strange death, including a suicide. It augments the paroxetine in the panic disorder treatment.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
13.0 nM [Ki]
1.9 nM [Ki]
1.5 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CLOFEKTON

Approved Use

Clofekton 10% is indicated for the treatment of schizophrenia.

Launch Date

1974
PubMed

PubMed

TitleDatePubMed
A crossover study of clocapramine and haloperidol in chronic schizophrenia.
1985
Clocapramine-related fatality. Postmortem drug levels in multiple psychoactive drug poisoning.
2001 Oct 15
Atypical properties of several classes of antipsychotic drugs on the basis of differential induction of Fos-like immunoreactivity in the rat brain.
2004 Nov 26
Augmentation of paroxetine with clocapramine in panic disorder.
2007 Aug
Patents

Sample Use Guides

30 to 150 mg daily in three divided doses
Route of Administration: Oral
In Vitro Use Guide
Various concentrations of clocapramine was applied to NCB20 cells and reward currents were recorded. The cells were voltage-clamped at -60 mV. The compositions of internal and external solutions were both normal. Concentration-response curves for each compound were obtained from 6 to 10 cell. The Hill coefficients of clocapramine was 0.79. The Ka values for these compounds was 1.1 uM.
Name Type Language
CLOCAPRAMINE DIHYDROCHLORIDE MONOHYDRATE
MI  
Common Name English
1'-(3-(3-CHLORO-10,11-DIHYDRO-5H-DIBENZ(B,F)AZEPIN-5-YL)PROPYL)(1,4'-BIPIPERIDINE)-4'-CARBOXAMIDE DIHYDROCHLORIDE MONOHYDRATE
Systematic Name English
CLOCAPRAMINE HYDROCHLORIDE [MART.]
Common Name English
CLOCAPRAMINE HCL
Common Name English
CLOCAPRAMINE HYDROCHLORIDE
MART.  
Common Name English
Y-4153
Code English
(1,4'-BIPIPERIDINE)-4-CARBOXAMIDE, 1'-(3-(3-CHLORO-10,11-DIHYDRO-5H-DIBENZ(B,F)AZEPIN-5-YL)PROPYL)-, HYDROCHLORIDE, HYDRATE (1:2:1)
Systematic Name English
CLOCAPRAMINE HYDROCHLORIDE HYDRATE [JAN]
Common Name English
CLOFEKTON
Brand Name English
CLOCAPRAMINE DIHYDROCHLORIDE MONOHYDRATE [MI]
Common Name English
Y 4153
Code English
Code System Code Type Description
EVMPD
SUB01349MIG
Created by admin on Fri Dec 15 17:35:27 GMT 2023 , Edited by admin on Fri Dec 15 17:35:27 GMT 2023
PRIMARY
CAS
60789-62-0
Created by admin on Fri Dec 15 17:35:27 GMT 2023 , Edited by admin on Fri Dec 15 17:35:27 GMT 2023
PRIMARY
PUBCHEM
5282503
Created by admin on Fri Dec 15 17:35:27 GMT 2023 , Edited by admin on Fri Dec 15 17:35:27 GMT 2023
PRIMARY
SMS_ID
300000022031
Created by admin on Fri Dec 15 17:35:27 GMT 2023 , Edited by admin on Fri Dec 15 17:35:27 GMT 2023
PRIMARY
FDA UNII
9NLU6H3LRD
Created by admin on Fri Dec 15 17:35:27 GMT 2023 , Edited by admin on Fri Dec 15 17:35:27 GMT 2023
PRIMARY
MERCK INDEX
m3631
Created by admin on Fri Dec 15 17:35:27 GMT 2023 , Edited by admin on Fri Dec 15 17:35:27 GMT 2023
PRIMARY Merck Index
DRUG BANK
DBSALT002792
Created by admin on Fri Dec 15 17:35:27 GMT 2023 , Edited by admin on Fri Dec 15 17:35:27 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104103
Created by admin on Fri Dec 15 17:35:27 GMT 2023 , Edited by admin on Fri Dec 15 17:35:27 GMT 2023
PRIMARY