MilliporeSigma
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C5923

Sigma-Aldrich

(−)-Cotinine

≥98%

Synonym(s):
(S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone, S(−)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone
Empirical Formula (Hill Notation):
C10H12N2O
CAS Number:
Molecular Weight:
176.22
Beilstein:
83099
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98%

form

crystals

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

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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).[55]

Application

Cotinine has been used:
  • for oxygen-glucose deprivation (OGD) studies to model ischemic stroke
[56]
  • as a standard to determine serum cotinine measurements using liquid chromatography with tandem mass spectrometry (LC-MS/MS)
  • [57]
  • to evaluate the adverse developmental potential of cotinine
  • [58]
  • to assess cognitive behavior in mice
  • [59]

    Packaging

    250 mg in glass bottle
    1 g in glass bottle

    Biochem/physiol Actions

    Major metabolite of nicotine in humans.

    Pictograms

    Exclamation mark

    Signal Word

    Warning

    Hazard Statements

    Hazard Classifications

    Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

    Target Organs

    Respiratory system

    Storage Class Code

    11 - Combustible Solids

    WGK

    WGK 3

    Flash Point(F)

    230.0 °F - closed cup

    Flash Point(C)

    110 °C - closed cup

    Personal Protective Equipment

    dust mask type N95 (US), Eyeshields, Gloves

    Certificate of Analysis

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    Certificate of Origin

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