ITRIGLUMIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C33H38N2O4
Molecular Weight	526.6658
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC(C)=C(NC(=O)C[C@H](CC(O)=O)C2=C3C=CC=CC3=CC=C2)C(=C1)C(=O)N4CCC5(CCCC5)CC4

InChI

InChIKey=MFOOVZCXWVAWOV-RUZDIDTESA-N

InChI=1S/C33H38N2O4/c1-22-18-23(2)31(28(19-22)32(39)35-16-14-33(15-17-35)12-5-6-13-33)34-29(36)20-25(21-30(37)38)27-11-7-9-24-8-3-4-10-26(24)27/h3-4,7-11,18-19,25H,5-6,12-17,20-21H2,1-2H3,(H,34,36)(H,37,38)/t25-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C33H38N2O4
Molecular Weight	526.6658
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/67116183 | https://www.ncbi.nlm.nih.gov/pubmed/10204685 | https://www.ncbi.nlm.nih.gov/pubmed/12921485

ITRIGLUMIDE, an anthranilic acid derivative, is a cholecystokinin B receptor antagonist.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cholecystokinin B receptor 9 Target ID: CHEMBL298 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10204685	Antagonist 2778		2.3 nM [IC50]

PubMed

Title	Date	PubMed
Characterization of antisecretory and antiulcer activity of CR 2945, a new potent and selective gastrin/CCK(B) receptor antagonist.	1999 Mar 12	10204685
New molecular targets for treatment of peptic ulcer disease.	2003	12921485
Stomach-brain communication by vagal afferents in response to luminal acid backdiffusion, gastrin, and gastric acid secretion.	2004 Mar	14592947
Neuronal excitability in the periaqueductal grey matter during the estrous cycle in female Wistar rats.	2007 Jan 5	17045752
Parasympathetic non-adrenergic, non-cholinergic transmission in rat parotid glands: effects of cholecystokinin-A and -B receptor antagonists on the secretory response.	2008 Feb 7	18006087

Patents

Sample Use Guides

In Vitro Use Guide

Cytosolic Ca2+ elevation in rabbit parietal cells induced by gastrin (50 nM) was blocked by itriglumide (CR 2945) with an IC50 value of 5.9 nM.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 18:05:10 GMT 2023` Edited by `admin` on `Sat Dec 16 18:05:10 GMT 2023`
Record UNII	879A12466H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ITRIGLUMIDE

Official Name

English

itriglumide [INN]

Common Name

English

(+)-CR-2945

Code

English

(R)-2'-(8-AZASPIRO(4,5)DEC-8-YLCARBONYL)-4',6'-DIMETHYL-3-(1-NAPHTHYL)GLUTARANILIC ACID

Systematic Name

English

CR-2945

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29701