MilliporeSigma
All Photos(3)

Documents

C5923

Sigma-Aldrich

(−)-Cotinine

≥98%

Sign Into View Organizational & Contract Pricing

Synonym(s):
(S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone, S(−)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone
Empirical Formula (Hill Notation):
C10H12N2O
CAS Number:
Molecular Weight:
176.22
Beilstein/REAXYS Number:
83099
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98%

form

crystals

bp

250 °C/150 mmHg (lit.)

mp

40-42 °C (lit.)

storage temp.

2-8°C

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

Gene Information

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
PHR2533N3876UC175
vibrant-m

C5923

(−)-Cotinine

vibrant-m

PHR2533

Nicotine Related Compound C

vibrant-m

N3876

(−)-Nicotine

vibrant-m

UC175

(S)-(+)-Mephenytoin

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

assay

≥98%

assay

-

assay

≥99% (GC)

assay

≥98% (HPLC)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

bp

250 °C/150 mmHg (lit.)

bp

250 °C/150 mmHg (lit.)

bp

-

bp

-

mp

40-42 °C (lit.)

mp

40-42 °C (lit.)

mp

-

mp

135-138 °C

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).

Application

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

Biochem/physiol Actions

Major metabolite of nicotine in humans.

pictograms

Exclamation mark

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_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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 7

1 of 7

(±)-Cotinine-d3 solution 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

Supelco

C-035

(±)-Cotinine-d3 solution

(±)-Cotinine-d3 solution 100 μg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

Supelco

C-017

(±)-Cotinine-d3 solution

USP

USP

1463337

Nicotine Related Compound B

Piracetam

Sigma-Aldrich

P5295

Piracetam

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)
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)
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)

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