Skip to Content
Merck
CN

36733

(−)-Nicotine

PESTANAL®, analytical standard

Synonym(s):

(−)-1-Methyl-2-(3-pyridyl)pyrrolidine, (S)-3-(1-Methyl-2-pyrrolidinyl)pyridine

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C10H14N2
CAS Number:
54-11-5
Molecular Weight:
162.23
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329755481
EC Number:
200-193-3
Beilstein/REAXYS Number:
82109
MDL number:
MFCD00006369

Key Documents

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

Product Name

(−)-Nicotine, PESTANAL®, analytical standard

SMILES string

CN1CCC[C@H]1c2cccnc2

InChI key

SNICXCGAKADSCV-JTQLQIEISA-N

InChI

1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1

grade

analytical standard

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.5265 (lit.)

density

1.010 g/mL at 20 °C (lit.)

application(s)

agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

Quality Level

100

Gene Information

human ... CHRNA2(1135), CHRNA4(1137), CHRNB2(1141)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Prototype nicotinic acetylcholine receptor agonist; naturally occurring isomer.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

213.8 °F - closed cup

flash_point_c

101 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

涉药品监管产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCH6746
BCBW4394
BCBS3296V
BCBS3296
SZBE205XV

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

J A Hutcherson et al.
Molecular oral microbiology, 31(4), 354-364 (2015-09-12)
Porphyromonas gingivalis is a Gram-negative anaerobe and keystone periodontal pathogen. A mariner transposon insertion mutant library has recently been used to define 463 genes as putatively essential for the in vitro growth of P. gingivalis ATCC 33277 in planktonic culture (Library 1). We
Charles C Horn et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 306(5), R341-R351 (2014-01-17)
Signals from the vestibular system, area postrema, and forebrain elicit nausea and vomiting, but gastrointestinal (GI) vagal afferent input arguably plays the most prominent role in defense against food poisoning. It is difficult to determine the contribution of GI vagal
Ramkrishna Mehendale et al.
American journal of obstetrics and gynecology, 197(4), 363-363 (2007-10-02)
Excess soluble vascular endothelial growth factor receptor, fms-like tyrosine kinase-1 (sFlt-1), and reduced placental growth factor (PlGF) mediate the genesis of preeclampsia. Cigarette smoking reduces the risk of preeclampsia. We hypothesized that placental secretion of sFlt-1 and PlGF was affected
Charles C Horn et al.
American journal of physiology. Gastrointestinal and liver physiology, 298(1), G25-G30 (2009-11-07)
Nausea and emesis are common side effects of gastrointestinal disease. Reports indicate that ghrelin and endocannabinoids, agents that stimulate appetite, also reduce emesis evoked by chemotherapy treatment, which suggests that stimulation of feeding inhibits the emetic system. In the following
Pooja Naik et al.
BMC neuroscience, 15, 51-51 (2014-04-24)
Both active and passive tobacco smoke (TS) potentially impair the vascular endothelial function in a causative and dose-dependent manner, largely related to the content of reactive oxygen species (ROS), nicotine, and pro-inflammatory activity. Together these factors can compromise the restrictive
View All Related Papers

Protocols

Testing Food for Fipronil Contamination

Test your food for fipronil contamination using our analytical standards, certified reference materials, solvents, and columns for analysis.

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