22160-08-3

Basic information

• Product Name: (R)-(-)-Coniine
• Synonyms: (R)-(-)-Coniine;(R)-2-ETHYLPIPERIDINE-HCL
• CAS NO: 22160-08-3
• Molecular Formula: C₇H₁₅N
• Molecular Weight: 113.202
• Mol File: 22160-08-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (R)-(-)-Coniine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-Coniine(22160-08-3)
• EPA Substance Registry System: (R)-(-)-Coniine(22160-08-3)

Safety Data

• Hazardous Substances Data: 22160-08-3(Hazardous Substances Data)

Usage

General Description

(R)-(-)-Coniine is a toxic chemical compound found in the poison hemlock plant. It is a colorless liquid with a strong odor and a bitter taste. The compound acts as a nicotinic acetylcholine receptor antagonist, leading to neuromuscular paralysis and eventually death when consumed in large doses. It is highly toxic and has a long history of use as a poison, most famously in the execution of the ancient Greek philosopher Socrates. In addition to its toxicity, (R)-(-)-Coniine has also been studied for its potential medicinal properties, particularly in the treatment of neurological disorders such as Alzheimer's disease. However, due to its high toxicity, the compound is primarily known for its deadly effects and is considered a hazardous substance.

Upstream product

• 1484-80-6 2-ethylpiperidine 
• 1643770-97-1 (S)-2,2-dimethyl-5-oxo-3-(2-phenylacetyl)imidazolidin-1-yl 2-methoxy-2-phenylacetate 

Downstream Products

• 1417826-84-6 (R)-1-(2-ethylpiperidin-1-yl)-3-phenylpropan-1-one 
• 81013-97-0 (-)-R-trans-N-[β-(2-Methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazol-5-yl)-propenoyl]-2-ethyl-piperidine 
• 84028-92-2 (2R,2'R)-2-(2-Ethylpiperidino)-3-phenyl-propionsaeure-methylester 

Relevant articles and documents

Stereoelectronic basis for the kinetic resolution of n-heterocycles with chiral acylating reagents

The kinetic resolution of N-heterocycles with chiral acylating agents reveals a previously unrecognized stereoelectronic effect in amine acylation. Combined with a new achiral hydroxamate, this effect makes possible the resolution of various N-heterocycles by using easily prepared reagents. A transition-state model to rationalize the stereochemical outcome of this kinetic resolution is also proposed.

Expanded substrate scope and catalyst optimization for the catalytic kinetic resolution of N-heterocycles

The scope, reactivity, and selectivity of the chiral hydroxamic acid-catalyzed kinetic resolution of chiral amines are improved by a new catalyst structure and a more environmentally friendly reaction protocol. In addition to increasing selectivity across all substrates, these conditions make possible the resolution of N-heterocycles containing lactams or other basic functional groups that can inhibit the catalyst.

BENZONITRILE DERIVATIVES TO TREAT MUSCULOSKELETAL FRAILTY

This invention relates to novel amino substituted benzonitrile derivatives and to pharmaceutical compositions containing the novel amino substituted benzonitrile derivatives. This invention also relates to methods of treatment using amino substituted benzonitrile derivatives to prevent and/or restore age-related decline in muscle mass and strength, treat a wasting disease, treat a condition that prevents with low bone mass, increase muscle mass, increase lean body mass, decrease fat body mass, and treat bone fracture and muscle damage in mammals, including humans.