1008591-40-9

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 931-53-3 Cyclohexyl isocyanide 
• 62-53-3 aniline 
• 471-25-0 Propiolic acid 

Downstream Products

• 1443755-56-3 (E)-N-(2-(cyclohexylamino)-2-oxo-1-(thiophene-2-yl)ethyl)-N-phenyl-3-(2-(thiophene-2-carbonyl)hydrazono)propanamide 
• 1443755-61-0 (E)-N-(2-(cyclohexylamino)-2-oxo-1-(thiophene-2-yl)ethyl)-N-phenyl-3-(2-tosylhydrazinyl)acrylamide 
• 1443755-55-2 (E)-3-(2-benzoylhydrazono)-N-(2-(cyclohexylamino)-2-oxo-1-(thiophene-2-yl)ethyl)-N-phenylpropanamide 

Relevant academic research and scientific papers

Synthesis of functionalized pseudopeptides through five-component sequential Ugi/nucleophilic reaction of N-substituted 2-alkynamides with hydrazides

Five-component sequential Ugi/nucleophilic addition reaction of aromatic aldehydes, primary amines, propiolic acid, isocyanides, and hydrazides has been developed in order to access polyfunctional pseudopeptides. The reaction may proceed through formation

PROPYNOIC ACID CARBAMOYL METHYL-ALMIDES AND PHARMACEUTICAL COMPOSITIONS AND METHODS BASED THEREON

This invention discloses a series of novel propynoic acid carbamoyl methyl-amides (PACMAs), methods for synthesizing the PACMAs and pharmaceutical compositions containing the PACMAs. These novel compounds and compositions show cytotoxicity in cancer cells

Discovery and preclinical evaluation of a novel class of cytotoxic propynoic acid carbamoyl methyl amides (PACMAs)

Herein, we discovered a series of propynoic acid carbamoyl methyl-amides (PACMAs) with potent cytotoxicity against a panel of cancer cell lines. These compounds interrupted cell cycle progression at low micromolar concentrations and induced early and late stage apoptosis. A representative compound suppressed tumor growth without apparent toxicity in an MDA-MB-435 mouse xenograft model. We used a Kinexus 628-antibody microarray and the Ingenuity Pathway Analysis (IPA) bioinformatics tools to better understand their mechanisms. The IPA analysis revealed the initiation of Nrf2-mediated oxidative stress through modulating the expression of SOD1 and STIP1 by compound 1. The involvement of the oxidative stress pathway was further validated by measuring the levels of the PACMA-induced mitochondrial superoxide species. To our knowledge, this is the first report on the discovery and biological evaluations of PACMAs as anticancer agents. Their broad-spectrum in vitro cytotoxicity, possibly through an oxidative stress-mediated pathway, and in vivo efficacy warrant further preclinical investigations.