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N3876 Sigma

(−)-Nicotine

≥99% (GC), liquid

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

  • CAS Number 54-11-5

  • Empirical Formula (Hill Notation) C10H14N2

  • Molecular Weight 162.23

  •  Beilstein Registry Number 82109

  •  EC Number 200-193-3

  •  MDL number MFCD00006369

  •  PubChem Substance ID 24897663

  • Popular Documents:  FTNMR (PDF)  

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Properties

Related Categories Agonists, Alkaloid, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
InChI Key   SNICXCGAKADSCV-JTQLQIEISA-N
assay   ≥99% (GC)
form   liquid
optical activity   [α]20/D −169°(lit.)
color   yellow
refractive index   n20/D 1.5265(lit.)
solubility   ethanol: 50 mg/mL
density   1.010 g/mL at 20 °C(lit.)
Gene Information   human ... CHRNA2(1135), CHRNA3(1136), 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)

Description

Frequently Asked Questions

Frequently Asked Questions are available for this Product.

Biochem/physiol Actions

Prototype nicotinic acetylcholine receptor agonist; naturally occurring isomer.

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1654 6.1 / PGII
WGK Germany 
3
RTECS 
QS5250000
Flash Point(F) 
213.8 °F
Flash Point(C) 
101 °C

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis. These documents are located on the product detail page under Useful Links & Tools. Click on the following link to search for a Certificate of Analysis. Please click the following link to see the details on our Product Dating Information.
How do I get lot-specific information or a Certificate of Analysis?
A Certificate of Analysis is available by lot number and can be obtained through our Advanced Search Option: http://www.sigmaaldrich.com/catalog/AdvancedSearchPage.do
What is the concentration of Product N3876,  (−)-Nicotine?
This product is not a solution.  It is a liquid.  The physical state of (-)-Nicotine is a liquid at room temperature.  It has not been dissolved in any solvent at a specific concentration to prepare a solution.  The density of (-)-Nicotine as a liquid at 20 °C is 1.010 g/mL.
What is the molarity of Product N3876,  (−)-Nicotine?
The molarity of (-)-Nicotine is 6.23 M based on a 100% pure compound with a density at 20 °C equal to 1.010 g/mL.  If you multiply this density by 1000, you obtain g/L.  If you divide g/L by the molecular weight of (-)-Nicotine which is 162.2 g/mole, you get moles per L which is molarity.  [1.010 x 1000]/162.2 = 6.23 M.
Where should Product N3876, (−)-Nicotine, be stored and what sensitivities does it have?
For long-term storage, this product can be stored at room temperature.  This compound is very hygroscopic and can darken in color on exposure to air and light.
What is the difference between Nicotine, Products N3876 and N0267?
Prod. No. N3876 is the naturally occurring (-) isomer while Prod. No. N0267 is a mixture of the (+) and (-) isomers.
How do I find price and availability?
There are several ways to find pricing and availability for our products.  Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers. 
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS. To access the shipping information for this material, use the link on the product detail page for the product, or search here. 
My question is not addressed here, how can I contact Technical Service for assistance?
Use the option to the right to "Ask a Question" by email of a Technical Service Scientist.
How can Product N3876, (-)-Nicotine, be solublized?
Product N3876, (-)-Nicotine, is soluble in ethanol.  It is only miscible in water.  We would recommend to solublized the product in ethanol to make a 1000x stock solution.  This can then be diluted 1:1000 into aqueous buffer for use.
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Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Peer-Reviewed Papers
15

References

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