1559-04-2

Usage

Physical state

Colorless liquid

Uses

Precursor in organic synthesis, particularly in the pharmaceutical industry

Functional groups

Highly reactive cyanide group, strained cyclopropane ring

Value

Valuable in the production of various pharmaceuticals and agrochemicals

Structure

Small, highly strained

Reactivity

Useful intermediate in the production of drugs and other bioactive compounds

Potential applications

Development of new materials and catalysts due to unique structure and reactivity.

Upstream product

• 6914-79-0 1-cyano-cyclopropanecarboxylic acid 
• 1558-81-2 1-carbethoxy-1-cyanocyclopropane 

Relevant academic research and scientific papers

Selective Cleavage of Inert Aryl C-N Bonds in N-Aryl Amides

A highly selective, IBX-promoted reaction has been developed for the oxidative cleavage of inert C(aryl)-N bonds on secondary amides while leaving the C(carbonyl)-N bond unchanged. This metal-free reaction proceeds under mild conditions (HFIP/H2O, 25 °C), providing facile access to various useful primary amides, some of which would be otherwise unattainable using conventional aminolysis and hydrolysis approaches.

N-Acyl-N'-(pyridin-2-yl) Ureas and Analogs Exhibiting Anti-Cancer and Anti-Proliferative Activities

Described are compounds of Formula I which find utility in the treatment of cancer, autoimmune diseases and metabolic bone disorders through inhibition of c-FMS (CSF-1R), c-KIT, and/or PDGFR kinases. These compounds also find utility in the treatment of other mammalian diseases mediated by c-FMS, c-KIT, or PDGFR kinases.

Preparation and Cleavage of Some Cyclopropane Derivatives

Alkylation of active methylene compounds with 1,2-dibromoethane using anhyd.K2CO3/DMF at room temperature gives cyclopropane derivatives which undergo selective transformation by simple methods.Cyclopropanes, obtained by the condensation of α-diazoacetophenones with olefins, are cleaved to trisubstituted olefins with Grignard reagent.Hydration of the products has also been studied.