Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H32Cl2N2O4 |
| Molecular Weight | 459.406 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCN(CCCCC)C(=O)[C@H](CCC(O)=O)NC(=O)C1=CC=C(Cl)C(Cl)=C1
InChI
InChIKey=IEKOTSCYBBDIJC-IBGZPJMESA-N
InChI=1S/C22H32Cl2N2O4/c1-3-5-7-13-26(14-8-6-4-2)22(30)19(11-12-20(27)28)25-21(29)16-9-10-17(23)18(24)15-16/h9-10,15,19H,3-8,11-14H2,1-2H3,(H,25,29)(H,27,28)/t19-/m0/s1
| Molecular Formula | C22H32Cl2N2O4 |
| Molecular Weight | 459.406 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Lorglumide (CR1409) is the first nonpeptidic, selective and potent inhibitor of the cholecystokinin-A and cholecystokinin-B receptors. Lorglumide prevented dose-dependently the emptying of the gallbladder in both experimental models; proglumide exhibited a comparable activity at much higher doses. Lorglumide was associated with significantly inhibited cell growth of human pancreatic cancer cell line Mia PaCa-2 in vitro. Lorglumide also induced G0/G1 cell cycle arrest and apoptosis. The change of invasion ability appeared to be mediated by MMP-2 expression, which was upregulated by CCK-8S and downregulated by lorglumide. Lorglumide had been in preclinical phase for the treatment of biliary dyskinesia, pancreatitis and cancer. However, this development was discontinued.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| UCN3 suppresses food intake in coordination with CCK and the CCK2R in Siberian sturgeon (Acipenser baerii). | 2019-08 |
|
| Intraperitoneal injection of nesfatin-1 primarily through the CCK-CCK1R signal pathway affects expression of appetite factors to inhibit the food intake of Siberian sturgeon (Acipenser baerii). | 2018-11 |
|
| CCK reduces the food intake mainly through CCK1R in Siberian sturgeon (Acipenser baerii Brandt). | 2017-09-29 |
|
| Intrarenal signaling mediated by CCK plays a role in salt intake-induced natriuresis. | 2017-07-01 |
|
| Peripheral apelin-13 administration inhibits gastrointestinal motor functions in rats: The role of cholecystokinin through CCK1 receptor-mediated pathway. | 2017-06 |
|
| The Role of Cholecystokinin in Peripheral Taste Signaling in Mice. | 2017 |
|
| Gut vagal afferents are necessary for the eating-suppressive effect of intraperitoneally administered ginsenoside Rb1 in rats. | 2015-12-01 |
|
| Postsynaptic Depolarization Enhances GABA Drive to Dorsomedial Hypothalamic Neurons through Somatodendritic Cholecystokinin Release. | 2015-09-23 |
|
| Presynaptically mediated effects of cholecystokinin-8 on the excitability of area postrema neurons in rat brain slices. | 2015-08-27 |
|
| Pharmacological characterization of a Chinese hamster ovary cell line transfected with the human CCK-B receptor gene. | 1996-08 |
|
| Development of a class of selective cholecystokinin type B receptor antagonists having potent anxiolytic activity. | 1990-09 |
|
| CR-1409: a potent inhibitor of cholecystokinin-stimulated amylase release and cholecystokinin binding in rat pancreatic acini. | 1987 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:16:55 GMT 2025
by
admin
on
Mon Mar 31 23:16:55 GMT 2025
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| Record UNII |
357WD8CT34
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| Record Status |
Validated (UNII)
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| Record Version |
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118919-28-1
Created by
admin on Mon Mar 31 23:16:55 GMT 2025 , Edited by admin on Mon Mar 31 23:16:55 GMT 2025
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357WD8CT34
Created by
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RACEMATE -> ENANTIOMER |
