764661-22-5

Basic information

• Product Name: (R,S)-1-Methyl-3-nicotinoylpyrrolidone-d4
• Synonyms: (R,S)-1-Methyl-3-nicotinoylpyrrolidone-d4
• CAS NO: 764661-22-5
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.22518
• Product Categories: Intermediates;Isotope Labelled Compounds;Nicotine Derivatives
• Mol File: 764661-22-5.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Solubility: Dichloromethane, Methanol
• CAS DataBase Reference: (R,S)-1-Methyl-3-nicotinoylpyrrolidone-d4(CAS DataBase Reference)
• NIST Chemistry Reference: (R,S)-1-Methyl-3-nicotinoylpyrrolidone-d4(764661-22-5)
• EPA Substance Registry System: (R,S)-1-Methyl-3-nicotinoylpyrrolidone-d4(764661-22-5)

Safety Data

• Hazardous Substances Data: 764661-22-5(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid

Uses

(R,S)-1-Methyl-3-nicotinoylpyrrolidone-d4 is used in the preparation of tobacco-specific nitrosamines and their metabolites.

Upstream product

• 872-50-4 1-methyl-pyrrolidin-2-one 
• 66148-16-1 2,4,5,6-tetradeuterio-nicotinic acid ethyl ester 

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