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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H36N2O4
Molecular Weight 440.575
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMIGLUMIDE

SMILES

CCCCCN(CCCCC)C(=O)[C@@H](CCC(O)=O)NC(=O)C1=CC2=CC=CC=C2C=C1

InChI

InChIKey=LFMMKOQRKPJBIG-HSZRJFAPSA-N
InChI=1S/C26H36N2O4/c1-3-5-9-17-28(18-10-6-4-2)26(32)23(15-16-24(29)30)27-25(31)22-14-13-20-11-7-8-12-21(20)19-22/h7-8,11-14,19,23H,3-6,9-10,15-18H2,1-2H3,(H,27,31)(H,29,30)/t23-/m1/s1

HIDE SMILES / InChI

Molecular Formula C26H36N2O4
Molecular Weight 440.575
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Amiglumide [CR 1795] is an amino acid derivative with cholecystokinin A antagonist activity. It has potential use for treating gastrointestinal disorders, pancreatitis and biliary dyskinesia. Amiglumide was developed in preclinical trials with Rottapharm in Italy.

CNS Activity

Curator's Comment: Amiglumide [CR 1795] showed anxiolytic-like activity with a bell-shaped dose-response curve in the elevated zero-maze model in rats

Approval Year

PubMed

PubMed

TitleDatePubMed
CR 2945: a novel CCKB receptor antagonist with anxiolytic-like activity.
1998 May
Effect of three nonpeptide cholecystokinin antagonists on human isolated gallbladder.
2001 Dec
Patents

Sample Use Guides

Amiglumide [CR 1795] showed anxiolytic-like activity with a bell-shaped dose-response curve in the elevated zero-maze model in rats (0.1-10 mg/kg, orally and s.c.)
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:06:56 GMT 2023
Edited
by admin
on Fri Dec 15 16:06:56 GMT 2023
Record UNII
H48W1A97VB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMIGLUMIDE
INN  
INN  
Official Name English
CR-1795
Code English
(R)-4-(2-NAPHTHAMIDO)-N,N-DIPENTYLGLUTARAMIC ACID
Systematic Name English
amiglumide [INN]
Common Name English
CR1795
Code English
Classification Tree Code System Code
NCI_THESAURUS C29701
Created by admin on Fri Dec 15 16:06:56 GMT 2023 , Edited by admin on Fri Dec 15 16:06:56 GMT 2023
NCI_THESAURUS C28197
Created by admin on Fri Dec 15 16:06:56 GMT 2023 , Edited by admin on Fri Dec 15 16:06:56 GMT 2023
Code System Code Type Description
CAS
119363-62-1
Created by admin on Fri Dec 15 16:06:56 GMT 2023 , Edited by admin on Fri Dec 15 16:06:56 GMT 2023
PRIMARY
ChEMBL
CHEMBL114325
Created by admin on Fri Dec 15 16:06:56 GMT 2023 , Edited by admin on Fri Dec 15 16:06:56 GMT 2023
PRIMARY
INN
7930
Created by admin on Fri Dec 15 16:06:56 GMT 2023 , Edited by admin on Fri Dec 15 16:06:56 GMT 2023
PRIMARY
PUBCHEM
10478431
Created by admin on Fri Dec 15 16:06:56 GMT 2023 , Edited by admin on Fri Dec 15 16:06:56 GMT 2023
PRIMARY
NCI_THESAURUS
C74181
Created by admin on Fri Dec 15 16:06:56 GMT 2023 , Edited by admin on Fri Dec 15 16:06:56 GMT 2023
PRIMARY
FDA UNII
H48W1A97VB
Created by admin on Fri Dec 15 16:06:56 GMT 2023 , Edited by admin on Fri Dec 15 16:06:56 GMT 2023
PRIMARY
SMS_ID
300000036991
Created by admin on Fri Dec 15 16:06:56 GMT 2023 , Edited by admin on Fri Dec 15 16:06:56 GMT 2023
PRIMARY
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