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C5923 Sigma-Aldrich

(−)-Cotinine

≥98%

Synonym: (S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone, S(−)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone

  • CAS Number 486-56-6

  • Empirical Formula (Hill Notation) C10H12N2O

  • Molecular Weight 176.22

  •  Beilstein/REAXYS Number 83099

  •  EC Number 207-634-9

  •  MDL number MFCD00077696

  •  PubChem Substance ID 24278324

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, CI-CZ, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   200
assay   ≥98%
bp   250 °C/150 mmHg (lit.)
mp   40-42 °C (lit.)
storage temp.   2-8°C
SMILES string   CN1[C@@H](CCC1=O)c2cccnc2
InChI   1S/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
InChI key   UIKROCXWUNQSPJ-VIFPVBQESA-N
Gene Information   human ... CYP1A2(1544), CYP2A6(1548)
mouse ... Cyp2a5(13087)

Description

General description

Cotinine is an alkaloid extracted from tobacco leaves. It can cross the blood-brain barrier. Cotinine is used to treat Alzheimer′s disease (AD), schizophrenia and post-traumatic stress disorder (PTSD).

Application

Cotinine has been used:
• for oxygen-glucose deprivation (OGD) studies to model ischemic stroke
• as a standard to determine serum cotinine measurements using liquid chromatography with tandem mass spectrometry (LC-MS/MS)
• to evaluate the adverse developmental potential of cotinine
• to assess cognitive behavior in mice

Packaging

1 g in glass bottle

250 mg in glass bottle

Biochem/physiol Actions

Major metabolite of nicotine in humans.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
GN1925500
Flash Point(F) 
230.0 °F - closed cup
Flash Point(C) 
110 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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