3243-04-7

Usage

Heterocyclic compound

Contains both carbon and nitrogen atoms This chemical is a heterocyclic compound, meaning it has a ring structure containing both carbon and nitrogen atoms in its composition.

Unique structure and properties

Useful for studying chemical and biological processes The compound's unique structure and properties make it valuable for investigating various chemical and biological processes.

Potential hazards and risks

Handle with care It is important to handle and use 1-Indolizinecarbonitrile, 2-methylwith caution, as it may have potential hazards and risks associated with its use.

Upstream product

• 768-18-3 2-methylindolizine 
• 870-30-4 isocyanatophosphonic dichloride 
• 110-86-1 pyridine 
• 4786-20-3 crotononitrile 
• 6266-23-5 1-(carboxymethyl)pyridinium chloride 

Downstream Products

• 96206-94-9 (2-methylindolizin-1-yl)(phenyl)methanone 
• 1394827-54-3 2-methyl-3-phenylindolizine-1-carbonitrile 
• 1394827-65-6 2-methyl-3-(phenylethynyl)indolizine-1-carbonitrile 
• 1268830-81-4 2-methyl-3-((methyl(p-tolyl)amino)methyl)indolizine-1-carbonitrile 
• 1268831-00-0 2-methyl-3-((methyl(phenyl)amino)methyl)indolizine-1-carbonitrile 
• 1200204-61-0 2-methyl-3-(1-phenylvinyl)indolizine-1-carbonitrile 

Relevant academic research and scientific papers

Methylenecyclopropane Ring Formation/Opening Cascade for the Synthesis of Indolizines

A unique strategy toward the synthesis of polysubstituted indolizines has been developed. When 2-pyridinyl-2-(2′-bromoallyl)-1-carboxylates were treated with Cs2CO3, the starting material went through a methylenecyclopropane ring formation/opening cascade, and the corresponding indolizines were obtained in moderate to good yield as a single regioisomer.

Synthesis of indolizine derivatives with selective antibacterial activity against Mycobacterium tuberculosis

1-Substituted indolizines with activity against Mycobacterium tuberculosis have been synthesized. The most active compounds carry an hydroxyphenylmethyl- or hydroxyalkyl substituent in the indolizine 1-position. The alkyl chain should be moderately long (C-5 or C-6). Aryl groups in the 2- and 3-position of the indolizine are also required. Removal of the 3-substituent resulted in significant loss of activity. A nitrile substituent in the 7-position is beneficial for both chemical stability and bioactivity. The compounds studied display a narrow antibacterial spectrum and appear to be quite selective antimycobacterial compounds. Moderate activity against certain pathogenic protozoa was also observed.

Isocyanatophosphoric acid dichloride: A novel reagent for the introduction of a cyano group into the molecules of electron-rich heterocycles and enamines

A new synthetic method is developed which enables a direct one-step introduction of a cyano group into electron-rich heterocyclic systems of the indole, pyrrole, and indolizine series, and also to enamines using isocyanatophosphoryl dichloride.