TOMOGLUMIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C24H38N2O4
Molecular Weight	418.5695
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCN(CCCCC)C(=O)C(CCC(O)=O)NC(=O)C1=CC=C(C)C(C)=C1

InChI

InChIKey=UPKUMLKWNJTSMG-UHFFFAOYSA-N

InChI=1S/C24H38N2O4/c1-5-7-9-15-26(16-10-8-6-2)24(30)21(13-14-22(27)28)25-23(29)20-12-11-18(3)19(4)17-20/h11-12,17,21H,5-10,13-16H2,1-4H3,(H,25,29)(H,27,28)

HIDE SMILES / InChI

Molecular Formula	C24H38N2O4
Molecular Weight	418.5695
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2188254 | https://www.ncbi.nlm.nih.gov/pubmed/2474165 | https://www.ncbi.nlm.nih.gov/pubmed/1340060

Tomoglumide (CR 1392) is the glutaramic acid-derivative. It is a cholecystokinin (CCK) receptor antagonist. The CR 1392 had an inhibitory effect on both CCK-octapeptide (CCK-8)-stimulated immunoreactive insulin (IRI) release and exocrine secretion in the isolated perfused rat pancreas. The concentration of CR 1392 that caused half-maximal inhibition of CCK-8-stimulated IRI release was 300 times lower than that of exocrine secretion. CR 1392 was also effective in reducing the elevated serum amylase activity, pancreatic weight, and histologic alterations even when administered after the pancreatitis had been induced.

Approval Year

PubMed

Title	Date	PubMed
Receptor strategies in pancreatitis.	1992-09-01	1340060
Cysteamine induces cholecystokinin release from the duodenum. Evidence for somatostatin as an inhibitory paracrine regulator of cholecystokinin secretion in the rat.	1990-12	1699833
Receptor type for cholecystokinin on isolated intestinal muscle cells of the guinea pig.	1990-05-21	2377745
Proglumide analogues CR 1409 and CR 1392 inhibit cholecystokinin-stimulated insulin release more potently than exocrine secretion from the isolated perfused rat pancreas.	1990-05	2188254
Effect of the novel cholecystokinin receptor antagonist CR-1392 on cholecystokinin-induced antroduodenal and pyloric motor activity in vivo.	1989-12	2600808
Comparative effects of CCK receptor antagonists on rat pancreatic secretion in vivo.	1989-01	2463767
Effects of a new proglumide analogue CR 1392 on pancreatic exocrine secretion in the rat.	1989	2475379
Effect of a new cholecystokinin receptor antagonist CR 1392 on caerulein-induced acute pancreatitis in rats.	1989	2474165
Experimental acute pancreatitis induced by excessive doses of caerulein in rats; protective and therapeutic effects of trypsin inhibitor urinastatin and CCK receptor antagonist CR1392.	1988-04	3216603
The anti-CCK effect of glutaramic acid derivatives in anesthetized and conscious rats.	1988	3174609
Differentiation of central and peripheral cholecystokinin receptors by new glutaramic acid derivatives with cholecystokinin-antagonistic activity.	1986	3006713

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:10:18 GMT 2025` Edited by `admin` on `Mon Mar 31 18:10:18 GMT 2025`
Record UNII	4AO61I7SLB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

tomoglumide [INN]

Preferred Name

English

TOMOGLUMIDE

Official Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29701