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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

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Certificates of Analysis (COA)

Lot/Batch Number
14205PA
13409TG
10702MO
07725MY
07707KN

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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
Sharon Saydah et al.
Pediatrics, 131(3), e679-e686 (2013-02-20)
To determine the risk of mortality associated with cardiometabolic risk factors in a national sample of adolescents and young adults. Prospective study of participants in the third NHANES (1988-1994), aged 12 to 39 years at the time of the survey
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
Esther García-Esquinas et al.
Pediatrics, 131(5), e1415-e1423 (2013-04-10)
Active smoking and secondhand smoke (SHS) are known risk factors for kidney disease in adults. We evaluated the association between exposure to active smoking or SHS and kidney function in US adolescents. This is a cross-sectional study in 7516 adolescents
R Machaalani et al.
Toxicology and applied pharmacology, 276(3), 204-212 (2014-03-13)
Smoking during pregnancy is associated with low birth weight, premature delivery, and neonatal morbidity and mortality. Nicotine, a major pathogenic compound of cigarette smoke, binds to the nicotinic acetylcholine receptors (nAChRs). A total of 16 nAChR subunits have been identified
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