Home Categories Analytical Chemistry (S)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-one
BD0480845

(S)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-one , 98% , 486-56-6

Synonym(s):
(−)-Cotinine;(S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone;S(−)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone

CAS NO.:486-56-6

Empirical Formula: C10H12N2O

Molecular Weight: 176.22

MDL number: MFCD00077696

EINECS: 207-634-9

Pack Size Price Stock Quantity
100mg RMB292.80 In Stock
250mg RMB548.00 In Stock
1g RMB1632.80 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: 40-42 °C(lit.)
Boiling point: 250 °C150 mm Hg(lit.)
alpha  [α]D20 -18~-22° (c=1, C2H5OH)
Density  1.1102 (rough estimate)
refractive index  1.7110 (estimate)
Flash point: >230 °F
storage temp.  Sealed in dry,2-8°C
solubility  Chloroform (Sparingly), DMSO (Slightly), Methanol (Sparingly)
form  Solid
pka 4.72±0.12(Predicted)
color  Colourless to Very Dark Orange Oil
optical activity [α]/D -21±2°, c = 1 in ethanol
Water Solubility  Not miscible or difficult to mix in water. Soluble in dimethyl sulfoxide (100 mM), ethanol (50 mg/ml, yielding a clear, faint yellow to yellow solution), methanol and chloroform.
Merck  14,2553
BRN  83099
Stability: Stable. Incompatible with strong oxidizing agents. May be heat sensitive - store cold.

Description and Uses

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.

(-)-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.

Safety

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P301+P312+P330-P302+P352-P305+P351+P338
Hazard Codes  Xn,Xi,T,F
Risk Statements  22-36/37/38-39/23/24/25-23/24/25-11
Safety Statements  7-16-36/37-45-36-26
RIDADR  UN 1230 3/PG 2
WGK Germany  3
RTECS  GN1925500
10
HS Code  29333990

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