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(−)-Cotinine

Name: (&#8722;)-Cotinine
Brand: SIGMA

≥98% (TLC), crystals, nicotine metabolite

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

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

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Properties

Product Name

(−)-Cotinine, ≥98%

Quality Segment

200

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

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

Description

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.

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1 of 1

This Item	74003	N3876	SML1236
Sigma-Aldrich C5923 (−)-Cotinine	Supelco 74003 (−)-Cotinine	Sigma-Aldrich N3876 (−)-Nicotine	Sigma-Aldrich SML1236 (−)-Nicotine hydrogen tartrate salt
assay ≥98%	assay ≥98.5% (GC)	assay ≥99% (GC)	assay ≥98% (HPLC)
form crystals	form -	form liquid	form powder
Quality Level 200	Quality Level 100	Quality Level 200	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. -	storage temp. room temp
bp 250 °C/150 mmHg (lit.)	bp 250 °C/150 mmHg (lit.)	bp -	bp -
Gene Information human ... CYP1A2(1544), CYP2A6(1548) mouse ... Cyp2a5(13087)	Gene Information -	Gene Information human ... CHRNA2(1135), CHRNA3(1136), CHRNA4(1137), CHRNB2(1141), CHRNB4(1143), CYP2A6(1548), KCNH1(3756) mouse ... Chrna7(11441), Chrnb1(11443) rat ... Chrna1(79557), Chrna2(170945), Chrna4(25590), Chrna7(25302), Chrnb2(54239), Chrnb4(25103)	Gene Information -

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pictograms

GHS07

signalword

Warning

hcodes

H302,H315,H319,H335

pcodes

P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

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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