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Details

Stereochemistry ACHIRAL
Molecular Formula C20H25N3O4
Molecular Weight 371.4302
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ECABAPIDE

SMILES

CNC(=O)C1=CC=CC(NCC(=O)NCCC2=CC(OC)=C(OC)C=C2)=C1

InChI

InChIKey=JTAGHJPZEDNHHA-UHFFFAOYSA-N
InChI=1S/C20H25N3O4/c1-21-20(25)15-5-4-6-16(12-15)23-13-19(24)22-10-9-14-7-8-17(26-2)18(11-14)27-3/h4-8,11-12,23H,9-10,13H2,1-3H3,(H,21,25)(H,22,24)

HIDE SMILES / InChI

Molecular Formula C20H25N3O4
Molecular Weight 371.4302
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Ecabapide (DQ 2511) is a compound with antiulcer and gastroprokinetic activity. Evidence from basic studies in animal models suggests that the drug acts on peripheral mechanisms of neural control. In the stomach, ecabapide acts to suppress firing in vagal afferent nerves and thereby reduce the flow of sensory information into the dorsal vagal complex. The mechanism of action of ecabapide in suppressing discharge in vagal afferent terminals appears to mimic that of nitric oxide by stimulating formation of cGMP and activation of an inhibitory transduction cascade in the sensory fibres. In this respect the mechanism of its pro-kinetic action differs from other promoter agents. Ecabapide development has been discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Pharmacology of the gastric pro-kinetic drug ecabapide (DQ-2511).
1997 Dec

Sample Use Guides

In Vitro Use Guide
DQ-2511 compound prevented noradrenaline-induced contraction in both the presence and absence of endothelium in the arterial specimen, and it (0.01-1 mM) inhibited these contractions induced by noradrenaline in all tissues in a concentration-dependent manner. This inhibitory effect of DQ-2511 was most evident in the celiac artery. The dilator response to DQ-2511 (0.1 mM) was abolished after pretreatment with methylene blue (3 microM), a guanylate cyclase inhibitor. Under the same conditions, methylene blue inhibited the dilator response to acetylcholine (1 microM), but not that to papaverine (10 microM). Furthermore, when DQ-2511 (0.01-1 mM) was incubated with the arterial preparations, this compound increased cyclic GMP content in segments in a concentration-dependent manner.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:29:53 GMT 2023
Edited
by admin
on Fri Dec 15 15:29:53 GMT 2023
Record UNII
4KA5WHL8T2
Record Status Validated (UNII)
Record Version
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Name Type Language
ECABAPIDE
INN   MI  
INN  
Official Name English
ecabapide [INN]
Common Name English
M-((((3,4-DIMETHOXYPHENETHYL)CARBAMOYL)METHYL)AMINO)-N-METHYLBENZAMIDE
Systematic Name English
ECABAPIDE [JAN]
Common Name English
ECABAPIDE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29701
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
Code System Code Type Description
EVMPD
SUB06440MIG
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
INN
6940
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
EPA CompTox
DTXSID80146718
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
CAS
104775-36-2
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
MERCK INDEX
m1127
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C73185
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
PUBCHEM
65885
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
SMS_ID
100000080503
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
MESH
C058308
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104348
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
FDA UNII
4KA5WHL8T2
Created by admin on Fri Dec 15 15:29:53 GMT 2023 , Edited by admin on Fri Dec 15 15:29:53 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY