Structure via PubChem · Public domain (PubChem)
rivanicline
Sign in to saveAlso known as metanicotine, RJR-2403, TC 2403, TC-2403, TC2403, trans-metanicotine, (E)-metanicotine, (E)-N-Methyl-4-(3-pyridinyl)-3-butene-1-amine
Rivanicline (TC-2403, RJR-2403, (E)-metanicotine) is a drug which acts as a partial agonist at neural nicotinic acetylcholine receptors. It is subtype-selective, binding primarily to the α4β2 subtype. It has nootropic effects and was originally developed as a potential treatment for Alzheimer's disease, but a second action that was subsequently found was that it inhibits the production of Interleukin-8 and thus produces an antiinflammatory effect, and so it has also been developed as a potential treatment for ulcerative colitis. Rivanicline also has stimulant and analgesic actions which are th
Chemical data
- Formula
- C10H14N2
- Molecular weight
- 162.23 g/mol
- IUPAC name
- (E)-N-methyl-4-pyridin-3-ylbut-3-en-1-amine
- SMILES
- CNCC/C=C/C1=CN=CC=C1
- InChIKey
- JUOSGGQXEBBCJB-GORDUTHDSA-N
- XLogP
- 1.1
- Polar surface area
- 24.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 162.116
Show 6 more facts
- chemical formula
- C₁₀H₁₄N₂
- isomeric SMILES
- CNCC/C=C/C1=CN=CC=C1
- canonical SMILES
- CNCCC=CC1=CN=CC=C1
- found in taxon
- Duboisia hopwoodii
- Commons category
- Rivanicline
- subject has role
- nootropic
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Rivanicline (TC-2403, RJR-2403, (E)-metanicotine) is a drug which acts as a partial agonist at neural nicotinic acetylcholine receptors. It is subtype-selective, binding primarily to the α4β2 subtype. It has nootropic effects and was originally developed as a potential treatment for Alzheimer's disease, but a second action that was subsequently found was that it inhibits the production of Interleukin-8 and thus produces an antiinflammatory effect, and so it has also been developed as a potential treatment for ulcerative colitis. Rivanicline also has stimulant and analgesic actions which are thought to be mediated through stimulation of noradrenaline release, and so it could also have other applications. It has been identified as constituent of tobacco as well.
== See also == Ispronicline
Excerpted from Wikipedia’s “rivanicline” article, available under the CC BY-SA 4.0 licence.