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

Details

Stereochemistry ACHIRAL
Molecular Formula C22H27Cl2N3O4
Molecular Weight 468.373
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLOXACEPRIDE

SMILES

CCN(CC)CCNC(=O)C1=C(OC)C=C(NC(=O)COC2=CC=C(Cl)C=C2)C(Cl)=C1

InChI

InChIKey=VZNJZQAFQDEJOO-UHFFFAOYSA-N
InChI=1S/C22H27Cl2N3O4/c1-4-27(5-2)11-10-25-22(29)17-12-18(24)19(13-20(17)30-3)26-21(28)14-31-16-8-6-15(23)7-9-16/h6-9,12-13H,4-5,10-11,14H2,1-3H3,(H,25,29)(H,26,28)

HIDE SMILES / InChI

Molecular Formula C22H27Cl2N3O4
Molecular Weight 468.373
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Cloxacepride is an amide of the dopamine antagonist metoclopramide. It was discovered in the 1980s by Merkle and Panlabs and was found to possess anti-allergic properties. Cloxacepride demonstrated activity in a rat Passive Cutaneous Anaphylaxis (PCA) model after oral administration. Cloxacepride did not protect against histamine-induced anaphylaxis in guinea pigs, thus it was concluded that the effect of cloxacepride is not mediated by histamine receptors. In experiments with human mast cells from adenoidal tissues, cloxacepride at concentrations 10-100 uM significantly inhibited concanavalin A (con A) induced histamine release. At higher concentrations, cloxacepride caused the release of histamine. These findings indicate that cloxacepride acts through calmodulin antagonism.

Approval Year

PubMed

PubMed

TitleDatePubMed
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:18:11 GMT 2023
Edited
by admin
on Fri Dec 15 16:18:11 GMT 2023
Record UNII
Z4J6TAJ4FX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CLOXACEPRIDE
INN  
INN  
Official Name English
cloxacepride [INN]
Common Name English
5-CHLORO-4-(2-(P-CHLOROPHENOXY)ACETAMIDO)-N-(2-(DIETHYLAMINO)ETHYL)-O-ANISAMIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C333
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
Code System Code Type Description
PUBCHEM
68859
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
FDA UNII
Z4J6TAJ4FX
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
ChEMBL
CHEMBL10445
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
EPA CompTox
DTXSID50867165
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
SMS_ID
100000084055
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
MESH
C038348
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
EVMPD
SUB06779MIG
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
CAS
65569-29-1
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
NCI_THESAURUS
C77822
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
INN
4710
Created by admin on Fri Dec 15 16:18:11 GMT 2023 , Edited by admin on Fri Dec 15 16:18:11 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY