333349-52-3

Upstream product

• 107-10-8 propylamine 
• 88-67-5 2-Iodobenzoic acid 
• 609-67-6 2-Iodobenzoyl chloride 

Downstream Products

• 1211900-07-0 2-(2-(pyridin-2-yl)ethynyl)-N-propylbenzamide 
• 1211900-05-8 2-(2-(4-fluorophenyl)ethynyl)-N-propylbenzamide 
• 1211900-06-9 2-(2-(4-chlorophenyl)ethynyl)-N-propylbenzamide 
• 1211900-08-1 2-(3,3-dimethylbut-1-ynyl)-N-propylbenzamide 
• 1211899-95-4 2-(2-phenylethynyl)-N-propylbenzamide 
• 1236228-42-4 3,4-diphenyl-2-propylisoquinolin-1(2H)-one 
• 20973-05-1 3-propyl-2,3-dihydro-4H-benzo[e][1,3]oxazin-4-one 
• 5323-50-2 N-propylphthalimide 
• 1189101-49-2 2-(phenylselanyl)-N-propylbenzamide 

Relevant academic research and scientific papers

Phenylselanyl group incorporation for "glutathione peroxidase-like" activity modulation

The ability of organoselenium molecules to mimic the activity of the antioxidant selenoenzyme glutathione peroxidase (GPx) allows for their use as antioxidant or prooxidant modulators in several diseases associated with the disruption of the cell redox homeostasis. Current drug design in the field is partially based on specific modifications of the known Se-therapeutics aimed at achieving more selective bioactivity towards particular drug targets, accompanied by low toxicity as the therapeutic window for organoselenium compounds tends to be very narrow. Herein, we present a new group of Se-based antioxidants, structurally derived from the well-known group of GPx mimics-benzisoselenazol-3(2H)-ones. A series of N-substituted unsymmetrical phenylselenides with an o-amido function has been obtained by a newly developed procedure: a copper-catalyzed nucleophilic substitution by a Se-reagent formed in situ from diphenyl diselenide and sodium borohydride. All derivatives were tested as antioxidants and anticancer agents towards breast (MCF-7) and leukemia (HL-60) cancer cell lines. The highest H2O2-scavenging potential was observed for N-(3-methylbutyl)-2-(phenylselanyl)benzamide. The best antiproliferative activity was found for (-)-N-(1S,2R,4R)-menthyl-2-(phenylselanyl)benzamide (HL-60) and ((-)-N-(1S,2R,3S,6R)-(2-caranyl))benzamide (MCF-7). The structure-activity correlations, including the differences in reactivity of the obtained phenyl selenides and corresponding benzisoselenazol-3(2H)-ones, were performed.

PPh3/I2/HCOOH: An efficient CO source for the synthesis of phthalimides

A straightforward and general method has been developed for the synthesis of phthalimide derivatives from 2-iodobenzamides and PPh3/I2/HCOOH in the presence of a catalytic amount of Pd(OAc)2. The reaction results demonstrate that PPh3/I2/HCOOH is a facile, efficient and safe CO source. The whole process is carried out in toluene at 80 °C and furnishes the desired products in good to excellent yields.

Palladium(II)-catalyzed cyclizative cross-coupling of ortho-alkynylanilines with ortho-alkynylbenzamides under aerobic conditions

Born to couple: The Pd(OAc)2-catalyzed reaction of o-alkynylanilines (1) with o-alkynylbenzamides (2) affords the cyclizative cross-coupling products 3 in good to excellent yields. Three bonds are created in the formation of two heterocycles tethered by a tetrasubstituted double bond. Mechanistic studies indicate that the reaction is initiated by aminopalladation with subsequent oxypalladation, N-demethylation, and reductive elimination. Copyright

Silver-catalyzed intramolecular cyclization of o-(1-Alkynyl)benzamides: Efficient synthesis of (1H)-isochromen-1-imines

An efficient avenue for the facile and atom-economic synthesis of (1H)-isochromen-1imines has been developed, and a broad spectrum of substrates can participate in the process effectively to produce the desired products in good yields. Significantly, this is the first report of the synthesis of (1H)-isochromen-l-imines that involves a silver(I)-catalyzed, regiocontrolled intramolecular addition of the carbonyl group of the amide moiety towards an alkyne.