82589-41-1

Usage

Type of compound

Pyrrolidine derivative

Substituent

Methoxybenzyl group on the nitrogen atom

Potential activities

Biological and pharmacological activities, particularly as a ligand for neurotransmitter receptors

Common use

Building block in the synthesis of various pharmaceuticals and other organic compounds

Utility

Useful intermediate in organic synthesis due to the presence of the methoxybenzyl group

Modifiability

Can be readily modified to create different derivatives with diverse properties and functions

Importance

Versatile and significant compound in the field of organic chemistry and drug development

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 82590-35-0 Ethyl 4-nitro-5-(m-methoxyphenyl)pent-4-enoate 
• 82590-42-9 4-Amino-5-(m-methoxyphenyl)pentan-1-ol 

Downstream Products

• 82589-47-7 1-Formyl-2-(m-methoxybenzyl)pyrrolidine 
• 82589-54-6 8-Methoxy-1,2,3,5,10,10a-hexahydropyrrolo<1,2-b>isoquinoline 

Relevant academic research and scientific papers

Synthesis of Hexahydropyrroloisoquinolines - Analogs of Phenanthroindolizidine Anticancer Alkaloids

A convenient preparative route has been developed for the synthesis of hexahydropyrroloisoquinolines involving condensation of an araldehyde with ethyl 4-nitrobutanoate followed by LAH reduction and subsequent cyclization with H2SO4 to 2-arylmethylpyrrolidines.The latter on formylation and Bischler-Napieralsky cyclization followed by NaBH4 reduction give the required pyrroloisoquinolines.Using this method, 8-methoxy-1,2,3,5,10,10a-hexahydropyrroloisoquinoline (IXa); 7,8-dimethoxy-1,2,3,5,10,10a-hexahydropyrroloisoquinoline (IXb); 7,9,10,11,11a,12-hexahydrobenzopyrroloisoquinoline (Xa); 3-methoxy-7,9,10,11,11a,12-hexahydrobenzopyrroloisoquinoline (Xb); 7,7a,8,9,10,12-hexahydrobenzopyrroloisoquinoline (XIa); 3-methoxy-7,7a,8,9,10,12-hexahydrobenzopyrroloisoquinoline (XIb) and 2,3-dimethoxy-7,7a,8,9,10,12-hexahydrobenzopyrroloisoquinoline (XIc) have been synthesized.None of these compounds has shown any noteworthy anticancer activity while few have exhibited interesting antihistaminic, β-blocking, hypertensive, antiinflammatory and antireserpine activities.