Skip to Content
MilliporeSigma

C5923

(−)-Cotinine

≥98% (TLC), crystals, nicotine metabolite

Synonym(s):

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

Slide 1 of 3
Sign In to View Organizational & Contract Pricing.

Select a Size

250 MG

$135.00

1 G

$292.00

$135.00

Available to ship TODAYDetails

Request a Bulk Order

About This Item

Empirical Formula (Hill Notation):
C10H12N2O
CAS Number:
486-56-6
Molecular Weight:
176.22
NACRES:
NA.77
PubChem Substance ID:
24278324
UNSPSC Code:
12352200
EC Number:
207-634-9
MDL number:
MFCD00077696
Beilstein/REAXYS Number:
83099
Assay:
≥98%
Form:
crystals
Quality level:
200

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

(−)-Cotinine, ≥98%

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

SMILES string

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

assay

≥98%

form

crystals

bp

250 °C/150 mmHg (lit.)

mp

40-42 °C (lit.)

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... CYP1A2(1544), CYP2A6(1548)
mouse ... Cyp2a5(13087)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
74003PHR25331463348
(−)-Cotinine ≥98%

Sigma-Aldrich

C5923

(−)-Cotinine

(−)-Cotinine analytical standard

Supelco

74003

(−)-Cotinine

Nicotine Related Compound C Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR2533

Nicotine Related Compound C

Nicotine Related Compound C United States Pharmacopeia (USP) Reference Standard

USP

1463348

Nicotine Related Compound C

assay

≥98%

assay

≥98.5% (GC)

assay

-

assay

-

form

crystals

form

-

form

solid

form

-

Quality Level

200

Quality Level

100

Quality Level

300

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

bp

250 °C/150 mmHg (lit.)

bp

250 °C/150 mmHg (lit.)

bp

250 °C/150 mmHg (lit.)

bp

250 °C/150 mmHg (lit.)

mp

40-42 °C (lit.)

mp

40-42 °C (lit.)

mp

40-42 °C (lit.)

mp

40-42 °C (lit.)

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).[1]

Application

Cotinine has been used:
  • for oxygen-glucose deprivation (OGD) studies to model ischemic stroke[2]
  • as a standard to determine serum cotinine measurements using liquid chromatography with tandem mass spectrometry (LC-MS/MS)[3]
  • to evaluate the adverse developmental potential of cotinine[4]
  • to assess cognitive behavior in mice[5]

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

11 - 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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000526937
0000526937
0000486017
0000486017
0000505083

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Nicotine and electronic cigarette (E-Cig) exposure decreases brain glucose utilization in ischemic stroke
Sifat AE, et al.
Journal of Neurochemistry, 147(2), 204-221 (2018)
Cotinine administration improves impaired cognition in the mouse model of Fragile X syndrome
Pardo M, et al.
The European Journal of Neuroscience, 45(4), 490-498 (2017)
Evaluation of serum cotinine cut-off to distinguish smokers from nonsmokers in the Korean population
Ko K, et al.
Annals of Laboratory Medicine, 36(5), 427-433 (2016)
Long-term cardiovascular reprogramming by short-term perinatal exposure to nicotine's main metabolite cotinine
Bastianini S, et al.
Acta Paediatrica (Oslo, Norway : 1992), 107(4), 638-646 (2018)
Cotinine: beyond that expected, more than a biomarker of tobacco consumption
Echeverria Moran V
Frontiers in Pharmacology, 3, 173-173 (2012)
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service