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Merck
CN

284718

(−)-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
EC Number:
207-634-9
UNSPSC Code:
12352103
PubChem Substance ID:
329753204
Beilstein/REAXYS Number:
83099
MDL number:
MFCD00077696

Key Documents

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InChI key

UIKROCXWUNQSPJ-VIFPVBQESA-N

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

SMILES string

CN1[C@@H](CCC1=O)c2cccnc2

assay

98%

optical activity

[α]20/D −21°, c = 1 in ethanol

bp

250 °C/150 mmHg (lit.)

mp

40-42 °C (lit.)

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Biochem/physiol Actions

Major metabolite of nicotine in humans.

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

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

Regulatory Information

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Certificates of Analysis (COA)

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

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Satu Kalliola et al.
The Journal of allergy and clinical immunology, 131(3), 730-735 (2013-02-06)
Exposure to tobacco smoke is a well-known risk factor for childhood asthma and reduced lung function, but the effect on airway inflammation in preschool-aged children is unclear. To examine the effect of parental smoking on lung function and fractional concentration
Ana Florescu et al.
Therapeutic drug monitoring, 29(4), 437-446 (2007-08-02)
Exposure to environmental tobacco smoke (ETS) is most often estimated using questionnaires, but they are unreliable. Biomarkers can provide valid information on ETS exposure, the preferred biomarker being cotinine. However, no reference range of hair cotinine exists to distinguish among
Carmen Iñiguez et al.
American journal of epidemiology, 178(7), 1067-1075 (2013-09-07)
In utero tobacco exposure has been associated with fetal growth restriction, but uncertainty remains about critical windows of exposure and specific effects on body segments. In the present study, we aimed to examine the association of maternal smoking with fetal
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
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
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