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

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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 2849		2.3 nM [IC50]

PubMed

Title	Date	PubMed
Parasympathetic non-adrenergic, non-cholinergic transmission in rat parotid glands: effects of cholecystokinin-A and -B receptor antagonists on the secretory response.	2008-02-07	18006087
Neuronal excitability in the periaqueductal grey matter during the estrous cycle in female Wistar rats.	2007-01-05	17045752
Stomach-brain communication by vagal afferents in response to luminal acid backdiffusion, gastrin, and gastric acid secretion.	2004-03	14592947
New molecular targets for treatment of peptic ulcer disease.	2003	12921485
Characterization of antisecretory and antiulcer activity of CR 2945, a new potent and selective gastrin/CCK(B) receptor antagonist.	1999-03-12	10204685

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.

Name

Type

Language

(+)-CR-2945

Preferred Name

English

ITRIGLUMIDE

Official Name

English

itriglumide [INN]

Common Name

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