220088-40-4 Usage
Uses
Used in Pharmaceutical Industry:
[METHYL-D3]METANICOTINE is used as a potential drug for the treatment of senile dementia of the Alzheimer's type due to its high selectivity for CNS nicotinic acetylcholine receptor subtypes relative to peripheral ganglionic and muscle-type nicotinic acetylcholine receptors. This selectivity may provide a more targeted approach to treating Alzheimer's disease and potentially reduce side effects associated with non-selective treatments.
Used in Research and Development:
[METHYL-D3]METANICOTINE is used as a nicotinic agonist with CNS selectivity in research and development for its potential applications in the treatment of various neurological disorders. Its high selectivity for specific receptor subtypes makes it an attractive candidate for further investigation and development of novel therapeutic strategies.
Used in Tobacco Industry:
As a constituent of tobacco smoke, [METHYL-D3]METANICOTINE may be used in the development of new tobacco products or in the modification of existing products to potentially reduce the harmful effects of smoking. Its specific properties and interactions with the CNS may provide insights into the development of safer alternatives or harm reduction strategies within the tobacco industry.
Check Digit Verification of cas no
The CAS Registry Mumber 220088-40-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,2,0,0,8 and 8 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 220088-40:
(8*2)+(7*2)+(6*0)+(5*0)+(4*8)+(3*8)+(2*4)+(1*0)=94
94 % 10 = 4
So 220088-40-4 is a valid CAS Registry Number.
220088-40-4Relevant articles and documents
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 (1998)
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.
