Details
Stereochemistry | RACEMIC |
Molecular Formula | C16H22ClN3O2 |
Molecular Weight | 323.818 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(N)=C(Cl)C=C1C(=O)N[C@@H]2CC[N@@]3CCC[C@H]2C3
InChI
InChIKey=GZSKEXSLDPEFPT-LNUXAPHWSA-N
InChI=1S/C16H22ClN3O2/c1-22-15-8-13(18)12(17)7-11(15)16(21)19-14-4-6-20-5-2-3-10(14)9-20/h7-8,10,14H,2-6,9,18H2,1H3,(H,19,21)/t10?,14-/m1/s1
Molecular Formula | C16H22ClN3O2 |
Molecular Weight | 323.818 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Renzapride (BRL-24924) is a mixed 5-hydroxytryptamine type 4 (5-HT4) agonist and 5-HT3 receptor antagonist. This compound has a stimulatory effect on gastrointestinal motility and transit. Renzapride has been evaluated for use in treatment of irritable bowel syndrome (IBS). Data also suggested a potentially beneficial effect on abdominal pain/discomfort in women with constipation-predominant irritable bowel syndrome. Phase III clinical trials investigated if this drug could help alleviate the symptoms associated with this type of IBS. However, one phase III study has been terminated due to inefficient efficacy (compared to placebo).
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Cloning and expression of human 5-HT4S receptors. Effect of receptor density on their coupling to adenylyl cyclase. | 1997 Oct 20 |
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Cloning, expression, and pharmacology of four human 5-hydroxytryptamine 4 receptor isoforms produced by alternative splicing in the carboxyl terminus. | 1998 Jun |
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5HT4(a) and 5-HT4(b) receptors have nearly identical pharmacology and are both expressed in human atrium and ventricle. | 2001 Feb |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:55:26 UTC 2023
by
admin
on
Fri Dec 15 18:55:26 UTC 2023
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Record UNII |
9073C0W4E9
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Record Status |
Validated (UNII)
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Record Version |
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-
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C267
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admin on Fri Dec 15 18:55:26 UTC 2023 , Edited by admin on Fri Dec 15 18:55:26 UTC 2023
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CHEMBL159825
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PRIMARY | |||
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SUB10279MIG
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88721-77-1
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NON-SPECIFIC STEREOCHEMISTRY | |||
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m9525
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PRIMARY | Merck Index | ||
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9073C0W4E9
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DB04917
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RENZAPRIDE
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100000080828
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C152191
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C053006
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6402
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DTXSID101008323
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112727-80-7
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Related Record | Type | Details | ||
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ACTIVE MOIETY |