137892-92-3

Basic information

• Product Name: (S)-2-ChloroMethyl-1-Methyl-pyrrolidine
• Synonyms: (S)-2-ChloroMethyl-1-Methyl-pyrrolidine;(S)-2-Chloromethyl-1-methyl-pyrrolidine hydrochloride
• CAS NO: 137892-92-3
• Molecular Formula: C₆H₁₂ClN
• Molecular Weight: 133.61918
• Mol File: 137892-92-3.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-2-ChloroMethyl-1-Methyl-pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-ChloroMethyl-1-Methyl-pyrrolidine(137892-92-3)
• EPA Substance Registry System: (S)-2-ChloroMethyl-1-Methyl-pyrrolidine(137892-92-3)

Safety Data

• Hazardous Substances Data: 137892-92-3(Hazardous Substances Data)

Usage

Description

(S)-2-ChloroMethyl-1-Methyl-pyrrolidine, with the molecular formula C6H12ClN, is a chiral compound featuring a pyrrolidine ring to which a methyl group and a chloromethyl group are attached. This versatile chemical intermediate is known for its potential in creating a wide range of molecular structures, making it a valuable asset in the fields of pharmaceuticals, agrochemicals, and organic chemistry.

Uses

Used in Pharmaceutical Synthesis:
(S)-2-ChloroMethyl-1-Methyl-pyrrolidine is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs and treatment options. Its unique structure and reactivity allow for the creation of diverse and complex molecular architectures, which can be tailored to target specific medical conditions.
Used in Agrochemical Production:
In the agrochemical industry, (S)-2-ChloroMethyl-1-Methyl-pyrrolidine serves as an intermediate in the production of pesticides and other chemical products. Its incorporation into these compounds can enhance their effectiveness in protecting crops from pests and diseases, ultimately contributing to increased agricultural productivity.
Used in Research and Development:
Due to its versatile reactivity and potential for creating diverse molecular structures, (S)-2-ChloroMethyl-1-Methyl-pyrrolidine is also utilized in the research and development of new drugs and chemical compounds. Scientists and researchers rely on this compound to explore novel chemical pathways and develop innovative solutions to various challenges in the fields of medicine, agriculture, and materials science.
It is crucial to handle (S)-2-ChloroMethyl-1-Methyl-pyrrolidine with care, as it is classified as a hazardous chemical. Proper management and safety measures are essential to minimize risks to human health and the environment.

Upstream product

• 34381-71-0 (S)-2-hydroxymethyl-1-methylpyrrolidine 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 147-85-3 L-proline 

Downstream Products

• 174213-44-6 2(S)-(3-Chlorophenoxymethyl)-1-methylpyrrolidine hydrochloride 
• 174213-53-7 1-methyl-2(S)-(phenoxymethyl)pyrrolidine hydrochloride 

Relevant articles and documents

Synthesis and α4β2 nicotinic affinity of 2- pyrrolidinylmethoxyimines and prolinal oxime ethers

Homochiral E and Z isomers of N-methylprolinal O-isopropyloxime and (1-methyl-2-pyrrolidinyl)methoxyimines were synthesized as candidate bioisosteres of nicotine and its isoxazolic analogue ABT 418. Two of them, namely (S)-2-isopropylideneaminooxymethyl- and (Z)-(S)-2- ethylideneaminooxymethyl-1-methylpyrrolidine, proved to bind at α4β2 nicotinic acetylcholine receptor with submicromolar affinity and remarkable selectivity over α7 and muscarinic receptors thus supporting the hypothesized bioisosteric relationship between their methyloxyimino group and the aromatic heterocycles of the reference ligands.

A novel series of IKKβ inhibitors part II: Description of a potent and pharmacologically active series of analogs

A novel series of (E)-1-((2-(1-methyl-1H-imidazol-5-yl) quinolin-4-yl) methylene) thiosemicarbazides was discovered as potent inhibitors of IKKβ. In this Letter we document our efforts at further optimization of this series, culminating in 2 with submicromolar potency in a HWB assay and efficacy in a CIA mouse model.

Rigidified acetylcholine mimics: Conformational requirements for binding to neuronal nicotinic receptors

Rigidified derivatives have been designed and synthesized assuming the g+t conformer of acetylcholine (N-C-C-O=+60°, C-C-O-C=180°) as active conformation for binding to cytisine sensitive neuronal nicotinic receptors. The SAR of the compounds evaluated, along with those of more flexible analogues, support the g+t conformer hypothesis and highlight the stringent steric limitation of this nicotinic receptor sub-type. Compound 3e has low μM affinity for cytisine sensitive nicotinic receptor binding sites while being selective with regard to the α-bungarotoxin sensitive subclass. We also report few compounds with μM affinity for the α-bungarotoxin sensitive subclass.