Details
Stereochemistry | ACHIRAL |
Molecular Formula | C10H14N2 |
Molecular Weight | 162.2316 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CNCC\C=C\C1=CN=CC=C1
InChI
InChIKey=JUOSGGQXEBBCJB-GORDUTHDSA-N
InChI=1S/C10H14N2/c1-11-7-3-2-5-10-6-4-8-12-9-10/h2,4-6,8-9,11H,3,7H2,1H3/b5-2+
Molecular Formula | C10H14N2 |
Molecular Weight | 162.2316 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Optical Activity | NONE |
Rivanicline (also known as RJR-2403 or TC-2403) is a partial neuronal nicotinic acetylcholine receptor agonist. This compound binds primarily to the α4β2 receptor subtype. Rivanicline was originally developed for Alzheimer’s disease and shows pronounced anti-amnesic and increased recognition memory in rats. Because rivanicline also inhibits Interleukin-8 production, it has been further developed as a potential anti-inflammatory treatment for ulcerative colitis (in which nicotine is of therapeutic value but has adverse events). Rivanicline effectively inhibited TNF- and LPS-induced IL-8 production in different cell types, without toxic effects. Rivanicline was also evaluated as a potential compound for the development of nicotinic therapeutics to treat neurological diseases in cases of compromised cholinergic neurotransmission.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1907589 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14698195 |
25.0 nM [Ki] | ||
Target ID: CHEMBL1907594 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9435889 |
46.0 µM [EC50] |
PubMed
Title | Date | PubMed |
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RJR-2403: a nicotinic agonist with CNS selectivity II. In vivo characterization. | 1996 Dec |
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RJR-2403: a nicotinic agonist with CNS selectivity I. In vitro characterization. | 1996 Dec |
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Antiamnestic effect of alpha7-nicotinic receptor agonist RJR-2403 in middle-aged ovariectomized rats with Alzheimer type dementia. | 2006 Dec |
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(E)-metanicotine hemigalactarate (TC-2403-12) inhibits IL-8 production in cells of the inflamed mucosa. | 2007 Mar |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:25:57 GMT 2023
by
admin
on
Fri Dec 15 15:25:57 GMT 2023
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Record UNII |
6H35LF645A
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C73579
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8628
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15585-43-0
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C012419
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DTXSID101017740
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C66518
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CHEMBL132966
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RIVANICLINE
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300000036936
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6H35LF645A
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DB05855
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5310967
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Related Record | Type | Details | ||
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TARGET->PARTIAL AGONIST |
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SALT/SOLVATE -> PARENT |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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