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284718

Sigma-Aldrich

(−)-Cotinine

98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H12N2O
CAS Number:
486-56-6
Molecular Weight:
176.22
Beilstein:
83099
EC Number:
207-634-9
MDL number:
MFCD00077696
UNSPSC Code:
12352103
PubChem Substance ID:
329753204

Assay

98%

optical activity

[α]20/D −21°, c = 1 in ethanol

bp

250 °C/150 mmHg (lit.)

mp

40-42 °C (lit.)

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

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Biochem/physiol Actions

Major metabolite of nicotine in humans.

replaced by

Product No.
Description
Pricing

C5923

(−)-Cotinine, ≥98%

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

13 - Non 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

Certificates of Analysis (COA)

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V Haufroid et al.
International archives of occupational and environmental health, 71(3), 162-168 (1998-05-20)
A minireview is presented concerning the use of cotinine as a tobacco-smoke exposure index. First, general considerations about methods for the determination of urinary cotinine are presented. Besides pure analytical aspects, this minireview considers major problems encountered in the establishment
Ines Moreno-Gonzalez et al.
Nature communications, 4, 1495-1495 (2013-02-21)
Several epidemiological studies have shown that cigarette smoking might alter the incidence of Alzheimer's disease. However, inconsistent results have been reported regarding the risk of Alzheimer's disease among smokers. Previous studies in experimental animal models have reported that administration of
Natalie S Shenker et al.
Epidemiology (Cambridge, Mass.), 24(5), 712-716 (2013-07-23)
Most biomarkers of exposure tend to have short half-lives. This includes cotinine, a metabolite of nicotine widely used to assess smoke exposure. Cotinine is thus unsuitable as a determinant of past exposure to cigarette smoke. We used bisulphite pyrosequencing of
R R Watts et al.
Environmental health perspectives, 84, 173-182 (1990-03-01)
A two-day technical workshop was convened November 10-11, 1986, to discuss analytical approaches for determining trace amounts of cotinine in human body fluids resulting from passive exposure to environmental tobacco smoke (ETS). The workshop, jointly sponsored by the U.S. Environmental
Cotinine as a biomarker of environmental tobacco smoke exposure.
N L Benowitz
Epidemiologic reviews, 18(2), 188-204 (1996-01-01)
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