Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C21H30Cl2N2O5 |
Molecular Weight | 461.379 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCN(CCCOC)C(=O)[C@@H](CCC(O)=O)NC(=O)C1=CC(Cl)=C(Cl)C=C1
InChI
InChIKey=QNQZBKQEIFTHFZ-GOSISDBHSA-N
InChI=1S/C21H30Cl2N2O5/c1-3-4-5-11-25(12-6-13-30-2)21(29)18(9-10-19(26)27)24-20(28)15-7-8-16(22)17(23)14-15/h7-8,14,18H,3-6,9-13H2,1-2H3,(H,24,28)(H,26,27)/t18-/m1/s1
Molecular Formula | C21H30Cl2N2O5 |
Molecular Weight | 461.379 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.drugbank.ca/drugs/DB04856
Sources: https://www.drugbank.ca/drugs/DB04856
Dexloxiglumide is a selective antagonist of cholecystokinin receptor A (CCKA, CCK1). It is the dextro isomeric form of loxiglumide, Dexloxiglumide was investigated for treatment of irritable bowel syndrome. Its development in USA was discontinued.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: P32238 Gene ID: 886.0 Gene Symbol: CCKAR Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/17684117 |
7.53 null [pKi] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Effect of three nonpeptide cholecystokinin antagonists on human isolated gallbladder. | 2001 Dec |
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Interaction of dexloxiglumide, a cholecystokinin type-1 receptor antagonist, with human cytochromes P450. | 2004 May |
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The single-dose pharmacokinetics of the novel CCK1 receptor antagonist, dexloxiglumide, are not influenced by age and gender. | 2005 Sep |
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Use of novel prokinetic agents to facilitate return of gastrointestinal motility in adult critically ill patients. | 2006 Aug |
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A novel, quantitative bio-assay for cholecystokinin type-1 receptor activity in the anaesthetised rat. | 2006 Jul-Aug |
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Role of fat hydrolysis in regulating glucagon-like Peptide-1 secretion. | 2010 Feb |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27590736
In phase 2 clinical trials for treatment of constipation predominant irritable bowel syndrome dexloxiglumide was administered at doses 200 mg tid.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17684117
Binding of dexloxiglumide to cholecystokinin receptor 1 (CCK1) was studied using radioligand binding assay. CHO cells were transfected with CCK1. Cell membanes rere incubated with 60 pM 125I-BH-CCK-8S (Bolton Hunter-sulfated cholecystokinin octapeptide), and treated with varying concentration of dexloxiglumide. The bound radioactivity was separated by filtration, and radioactivity retained on the filters was measured by liquid scintillation counting.
Substance Class |
Chemical
Created
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admin
on
Edited
Sat Dec 16 16:27:01 GMT 2023
by
admin
on
Sat Dec 16 16:27:01 GMT 2023
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Record UNII |
69DY40RH9B
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C29701
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NCI_THESAURUS |
C28197
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C96871
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C103490
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DEXLOXIGLUMIDE
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DB04856
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m6916
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119817-90-2
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SUB07036MIG
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CHEMBL550781
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100000083408
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6782
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69DY40RH9B
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DTXSID50152604
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834
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Related Record | Type | Details | ||
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TARGET -> INHIBITOR |
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RACEMATE -> ENANTIOMER |
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ACTIVE MOIETY |
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