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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/REAXYS Number:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
15216TS
14629DA
13122TI
07314PW
06127HG

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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
Kuan-Yen Tung et al.
Environmental research, 124, 7-12 (2013-04-30)
Environmental tobacco smoke (ETS) is a hazardous component of indoor air, and may increase the risk of respiratory diseases, atherosclerosis and otitis media in children. In this study, we explored the relationship between time inside the house, ETS exposure and
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
Cotinine as a biomarker of environmental tobacco smoke exposure.
N L Benowitz
Epidemiologic reviews, 18(2), 188-204 (1996-01-01)
Sarah Connor Gorber et al.
Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco, 11(1), 12-24 (2009-02-28)
Smoking is a leading cause of premature mortality and preventable morbidity. Surveillance is most often based on self-reported data, but studies have shown that self-reports tend to underestimate smoking status. This study systematically reviewed the literature to measure the concordance
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