(-)-COTININE

  • CAS:486-56-6
  • purity:99%
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1.What is the (-)-COTININE ?

ChEBI: An N-alkylpyrrolidine that consists of N-methylpyrrolidinone bearing a pyridin-3-yl substituent at position C-5 (the 5S-enantiomer). It is an alkaloid commonly found in Nicotiana tabacum.

Cotinine is the major metabolite of nicotine. In the liver, nicotine is rapidly metabolized to cotinine (70–80%) by CYP2A6 and to nornicotine (5%) by CYP2A6 and CYP2B6. With a half-life about 10-fold longer than that of nicotine (15–19 h for cotinine versus 2–3 h for nicotine), cotinine induces plasma concentrations of 1–3 mM in smokers. After administration to rats, cotinine levels in the brain reach fourfold those of nicotine at 4 h following injection. Cotinine is not biotransformed in the brain, allowing accumulation of this substance to levels greater than that of nicotine. Like nicotine, cotinine is able to induce dopamine release in smokers and in superfused rat striatal slices in a dose- and calcium-dependent manner via the nicotinic receptors, but only at concentrations higher than those normally seen in smokers. Indeed, administration of cotinine to smokers at levels 10-fold that is seen following smoking had no observable effect, suggesting that cotinine is not neuroactive at doses found in smokers. However, cotinine also acts as an inhibitor for nicotine binding in rat brain via desensitization of the nicotinic receptor.

2.What is the CAS number for (-)-COTININE ?

The CAS number of (-)-COTININE is 486-56-6.

3.What are another words for (-)-COTININE ?

Synonyms?for?(-)-COTININE 486-56-6:2-Pyrrolidinone,1-methyl-5-(3-pyridinyl)-, (S)-; Cotinine (6CI,7CI,8CI); (-)-Cotinine;(S)-Cotinine; NIH 10498; S-(-)-Cotinine

4.What is (-)-COTININE (486-56-6) used for?

(-)-Cotinine is used to activate a subpopulation of α3/ α6β2 nAChRs in monkey striatum. It binds nicotinic- and muscarinic-type acetylcholine receptors with minimal receptor desensitization and demonstrates antipsychotic drug-like properties in behavioral models, neuroprotective properties in neurodegenerative disease models, and enhances attention in a delayed matching-to-sample task.

InChI:InChI=1/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1

Relevant articles related to (-)-COTININE:

Article

Source

Synthesis and preliminary binding studies of 4,4-ditritio(-)nicotine of high specific activity

Vincek,Martin,Aceto,Bowman

, p. 960 - 962 (1980)

Nicotine metabolism and urinary elimination in mouse: In vitro and in vivo

Raunio,Pokela,Puhakainen,Rahnasto,Mauriala,Auriola,Juvonen

, p. 34 - 47 (2008)

Functional characterization of 34 CYP2A6 allelic variants by assessment of nicotine C-oxidation and coumarin 7-hydroxylation activities

Hosono, Hiroki,Kumondai, Masaki,Maekawa, Masamitsu,Yamaguchi, Hiroaki,Mano, Nariyasu,Oda, Akifumi,Hirasawa, Noriyasu,Hiratsuka, Masahiro

, p. 279 - 285 (2017)

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