69980-24-1 Usage
Uses
Used in Pharmaceutical Research:
(+/-)-NICOTINE-METHYL-D3 is used as a research tool for studying the pharmacological properties and mechanisms of action of nicotine. It aids in understanding the addictive and carcinogenic properties of nicotine, as well as its absorption through the alimentary canal, respiratory tract, and intact skin.
Used in Smoking Withdrawal Syndrome Treatment Research:
(+/-)-NICOTINE-METHYL-D3 is used as a labeled compound in the development and testing of treatments for smoking withdrawal syndrome. It helps researchers investigate the effectiveness of nicotine replacement therapies and other interventions in managing nicotine addiction and withdrawal symptoms.
Used in Anthelmintic Research:
(+/-)-NICOTINE-METHYL-D3 is used as a research compound in the study of nicotine's anthelmintic properties. It can provide insights into the potential use of nicotine or its derivatives as treatments for parasitic infections, contributing to the development of new anthelmintic drugs.
Check Digit Verification of cas no
The CAS Registry Mumber 69980-24-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,9,9,8 and 0 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 69980-24:
(7*6)+(6*9)+(5*9)+(4*8)+(3*0)+(2*2)+(1*4)=181
181 % 10 = 1
So 69980-24-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/i1D3
69980-24-1Relevant academic research and scientific papers
Synthesis of (E)-N-[methyl-d3]- 4-(3-pyridinyl)-3-buten-1-amine, a deuterated analogue of the nicotinic agonist RJR-2403
Crooks, Peter A.,Ravard, Alain,Byrd, Gary D.
, p. 1165 - 1171 (2007/10/03)
The synthesis of (E)-N-[methyl-d3]-4-(3-pyridinyl)-3-buten-1-amine ([methyl-d3]RJR 2403; [methyl-d3]metanicotine) is reported. The incorporation of deuterium was performed during the first step of the synthesis via N-methylation of the pyrrolidine nitrogen of racemic nornicotine with [methyl-d3]iodomethane, in the presence of n-BuLi at -70°C to afford racemic [methyl-d3]nicotine in high yield (91%). The pyrrolidine ring was then cleaved with ethyl chloroformate to give (E)-N-[methyl-d3]-N-ethyloxycarbonyl-4-(3-pyridinyl)-3-buten-1-amine; in this reaction, elimination of HCl occurred during heating of the intermediate N-[methyl-d3]-N-ethyloxycarbonyl-4-chloro-4-(3-pyridinyl)butan-1-amine under vacuum (0.5 mmHg). The last step of the synthesis, i.e. the removal of the N-carbamoyl group, was achieved via acidic hydrolysis with concentrated aqueous hydrochloric acid, to afford [methyl-d3]metanicotine in 82% overall yield. The isotopic purity of the sample was determined by mass spectrometry and calculated to be 97.6 atom % deuterium.
