66148-18-3

Basic information

• Product Name: NORNICOTINE-2,4,5,6-D4 (PYRIDINE-D4)
• Synonyms: NORNICOTINE-2,4,5,6-D4 (PYRIDINE-D4);Nornicotine-2,4,5,6-D4 (pyridine-D4)-D6;Nornicotine-d4;(±)-1'-DeMethylnicotine-d4;(±)-3-(2-Pyrrolidinyl)pyridine-d4;2-(3-Pyridinyl)pyrrolidine-d4;3-(2-Pyrrolidinyl)pyridine-d4;3-(Pyrrolidin-2-yl)pyridine-d4
• CAS NO: 66148-18-3
• Molecular Formula: C9H8D4N2
• Molecular Weight: 152.23
• EINECS: 200-659-6
• Product Categories: Nicotine Derivatives;Aromatics;Chiral Reagents;Heterocycles;Isotope Labelled Compounds;Metabolites & Impurities;Mutagenesis Research Chemicals
• Mol File: 66148-18-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 269.999 °C at 760 mmHg
• Flash Point: 9℃
• Appearance: colourless oil
• Density: 1.071 g/cm³
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• CAS DataBase Reference: NORNICOTINE-2,4,5,6-D4 (PYRIDINE-D4)(CAS DataBase Reference)
• NIST Chemistry Reference: NORNICOTINE-2,4,5,6-D4 (PYRIDINE-D4)(66148-18-3)
• EPA Substance Registry System: NORNICOTINE-2,4,5,6-D4 (PYRIDINE-D4)(66148-18-3)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45
• RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
• WGK Germany: 1
• Hazardous Substances Data: 66148-18-3(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Oil

Uses

Labelled (RS)-Nornicotine (N757000). (RS)-Nornicotine is a tobacco alkaloid and the major Nicotine (N412420) metabolite in brain. Nornicotine appears to activate different nAChR subtypes, has a better pharmacokinetic profile, and produces less toxicity than Nicotine. Nornicotine shows a significant analgesic activity.

General Description

An internal standard for nicotine quantitation by LC/MS or GC/MS. Nornicotine, a tobacco alkaloid and nicotine metabolite, is used as an indicator of smoking and tobacco use or nicotine replacement products. This Certified Spiking Solution? is suitable for use in nicotine testing by LC-MS/MS or GC/MS.

InChI:InChI=1/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2/i1D,3D,5D,7D

Upstream product

• 764661-25-8 3-(2,4,5,6-tetradeuterio-nicotinoyl)pyrrolidin-2-one 
• 66148-17-2 2,4,5,6-tetradeuterio-myosmine 

Downstream Products

• 66148-19-4 2,4,5,6-tetradeuterio-N-nitosonornicotine 

Relevant articles and documents

Syntheses of isotope-labeled tobacco-specific nitrosamines and their metabolites

We report here on the syntheses of three deuterium-labeled tobacco-specific nitrosamines namely [2,4,5,6-d4]nitroso-nornicotine([2,4,5,6-d 4]NNN), 4-(methylnitrosamino)-1-(3-[2,4,5,6-d4]pyridyl)-1- butanone ([2,4,5,6-d4]NNK), and 4-(methyl-nitrosamino)-1-(3-[2,4,5,6- d4]pyridyl)-1-butanol ([2,4,5,6-d4]NNAL). A metabolite of NNK and myosmine, 4-hydroxy-1-(3-[2,4,5,6-d4]pyridyl)-1-butanone, was also synthesized. The synthetic strategy reported here is similar to that reported in the literature for the preparation of corresponding unlabeled compounds. The commercially available [2,4,5,6-d4]ethylnicotinate was used as starting material. During the course of these syntheses [2,4,5,6-d 4]myosmme and [2,4,5,6-d4]nornicotine were obtained as stable intermediates. These isotope-labeled compounds are useful internal standards for quantification of TSNA and their metabolites in smokers in molecular epidemiological studies. Copyright