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کوتنین

Structure via PubChem · Public domain (PubChem)

EntityQ421177· pop 21· linked from 805 articles

کوتنین

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Also known as (S)-Cotinine, (S)-(-)-Cotinine, (S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone, (5S)-1-methyl-5-(3-pyridyl)-2-pyrrolidinone, (5S)-1-methyl-5-(3-pyridyl)pyrrolidin-2-one, (5S)-1-methyl-5-(3-pyridyl)-2-pyrrolidone, (5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one, (5S)-1-methyl-5-pyridin-3-yl-pyrrolidin-2-one

Cotinine is an alkaloid found in tobacco and is also the predominant metabolite of nicotine, typically used as a biomarker for exposure to tobacco smoke. Cotinine is currently being studied as a treatment for depression, post-traumatic stress disorder (PTSD), schizophrenia, Alzheimer's disease and Parkinson's disease. Cotinine was developed as an antidepressant as a fumaric acid salt, cotinine fumarate, to be sold under the brand name Scotine, but it was never marketed.

Chemical data

Formula
C10H12N2O
Molecular weight
176.21 g/mol
IUPAC name
(5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one
SMILES
CN1[C@@H](CCC1=O)C2=CN=CC=C2
InChIKey
UIKROCXWUNQSPJ-VIFPVBQESA-N
XLogP
-0.3
Polar surface area
33.2 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
nicotine dependence

via ChEMBL · EBI

Research

7,841 papers

via PubMed

Wikidata facts

Has part
carbon
Mass
176.094963
Show 6 more facts
chemical formula
C₁₀H₁₂N₂O
canonical SMILES
CN1C(CCC1=O)C2=CN=CC=C2
isomeric SMILES
CN1[C@@H](CCC1=O)C2=CN=CC=C2
found in taxon
Duboisia hopwoodii
World Health Organisation international non-proprietary name
cotinine
Commons category
Cotinine
Sources (3)

via Wikidata · CC0