73686-77-8

Usage

InChI:InChI=1/C10H13NO2/c1-2-7-11-9-5-3-8(4-6-9)10(12)13/h3-6,11H,2,7H2,1H3,(H,12,13)

Upstream product

• 75681-66-2 4-propylamino-benzoic acid ethyl ester 
• 150-13-0 4-amino-benzoic acid 
• 123-38-6 propionaldehyde 
• 1243413-90-2 4-(N-propylidene)aminobenzoic acid 
• 540-54-5 1-Chloropropane 
• 94-09-7 p-aminoethylbenzoate 
• 7664-93-9 sulfuric acid 
• 106-94-5 propyl bromide 

Downstream Products

• 19170-62-8 2-(piperidin-1-yl)ethyl-4-(propylamino)benzoate 
• 3686-68-8 cornecaine 
• 16488-54-3 4-propylamino-benzoic acid-(2-diethylamino-ethyl ester) 
• 19215-09-9 4-propylamino-benzoic acid-(2-hydroxy-3-piperidino-propyl ester) 

Relevant academic research and scientific papers

Platinum- and palladium-containing carbon nanomaterials as catalysts for hydrogenation and hydrogenating amination

The catalytic activity of the carbon nanomaterials containing platinum and palladium in the model reactions of liquid-phase hydrogenation of nitrobenzene and hydrogenating amination was investigated. The catalytic systems based on nanodiamonds are more ef

Hydrogenation and hydroamination in the presence of catalysts based on platinum and carbon nanofibers

This paper presents the data on the catalytic activity of platinum-containing carbon nanofibers in the hydrogenating amination of propanal by 4-aminobenzoic acid and the hydrogenation of nitrobenzene. The obtained data are compared with the catalytic prop

Theoretical and experimental study of imine-enamine tautomerism of condensation products of propanal with 4-aminobenzoic acid in ethanol

The tautomerism of the reaction products of propanal with 4-aminobenzoic acid in ethanol was studied by J-modulated spin-echo (JMOD) 13C NMR spectroscopy and gradient-enhanced heteronuclear (ge-2D) 1H–13C HSQC spectroscopy. The existence of imine and enamine tautomeric forms of the reduced compounds in solution was established. The tautomeric equilibrium of the condensation product of propanal with 4-aminobenzoic acid in ethanol was found to be shifted toward the imine form. Quantum chemical calculations by the density functional theory (DFT) method demonstrated that the 4-(N-propylidene)aminobenzoic acid molecule forms a stronger hydrogen bond with an ethanol solvent molecule compared to the enamine molecule, resulting in a higher stability of the ethanol adduct of azomethine compared to the adduct of enamine.

Design, synthesis and biological activity evaluation of benzoate compounds as local anesthetics

Tetracaine and pramocaine were used as the lead compounds to design benzoate compounds. The combination principle was used to design the target molecule, and the target molecule was modified by bioisostere formation and modification with alkyl groups. In this research, a total of 16 compounds were designed and synthesized. In the process of synthesis, we selected a route with high total yields, mild conditions and simple operation. Three steps were used in the synthesis of the new target compounds, namely, alkylation, esterification and alkylation. The newly designed target compounds were evaluated via surface anesthesia, infiltration anesthesia, block anesthesia and acute toxicity tests. The results of biological activity experiments showed that compounds 4d, 4g, 4j, 4k, 4n, and 4o had a good local anesthetic effect, and the results of acute toxicity tests showed that the target compounds had low toxicity.

Hydrogenation catalysts based on platinum- and palladium-containing nanodiamonds

Platinum and palladium nanoparticles of 4-5 nm size applied at nanodiamonds have been shown to efficiently catalyze liquid-phase hydrogenation of different organic compounds (nitrocompounds, azomethines, and unsaturated hydrocarbons and alcohols) under mild conditions (T = 318 K, hydrogen pressure of 0.1 MPa, solution in ethanol). Using of palladium on nanodiamond containing 3 wt % of metal has been most efficient.

Pt-And Pd-containing nanodiamonds in hydrogenation and hydroamination reactions1

The catalytic activity of platinum-And palladium-containing nanodiamonds has been investi-gated in liquid-phase nitrobenzene, allyl alcohol, and cyclohexene hydrogenation and propanal hydroami-nation with 4-Aminobenzoic acid as model reactions. The catalysts suggested are significantly more active than commercial Pd/C. The catalysts with a low metal weight content are the most effective in liquid phase catalytic hydrogenation. Pleiades Publishing, Ltd., 2012.

Palladium-containing nanodiamonds in hydrogenation and hydroamination

Palladium catalysts in the form of Pd nanoparticles supported on nanodiamonds have been studied in the hydrogenation of nitrobenzene, allyl alcohol, and cyclohexene and in the hydrogenating amination of propanal with 4-aminobenzoic acid. The ratio of two valence states of palladium, i.e., Pd 2+ and Pd0, in the catalysts has been determined by XPS. The dependence of hydrogenation reaction rate on electron density at the reaction site of nitrobenzene, allyl alcohol, cyclohexene, and 4-(propylideneamino)benzoic acid molecules has been studied using quantum chemical calculations (HF/6-31G, PCM). Pleiades Publishing, Ltd., 2012.

Propanal hydroamination with p-aminobenzoic acid

The propanal hydroamination was studied. It was found that the reaction in ethanol proceeded faster than in 2-propanol. By 1H and 13C NMR method the existence was proved of a tautomeric equilibrium in ethanol solution between 4-(propylideneamino)benzoic acid and its enamine form, 4-(prop-1-en-1-ylamino)benzoic acid. Pleiades Publishing, Ltd., 2010.

Expedient synthesis of benzene tricarboxamide macrocycles derived from p-aminobenzoic acid

The synthesis of macrocycles functionalized at the periphery in a regiospecific fashion is considered challenging. This Letter describes a six-step synthesis of N-alkylated benzene tricarboxamide macrocycles derived from p-aminobenzoic acid via the iterative coupling of Fmoc-protected monomers and cyclization of the resultant linear foldamers.

N-alkylated oligoamide α-helical proteomimetics

Generic approaches for the design and synthesis of small molecule inhibitors of protein-protein interactions (PPIs) represent a key objective in modern chemical biology. Within this context, the α-helix mediated PPIs have received considerable attention as targets for inhibition using small molecules, foldamers and proteomimetics. This manuscript describes a novel N-alkylated aromatic oligoamide proteomimetic scaffold and its solid-phase synthesis - the first time such an approach has been used for proteomimetics. The utility of these scaffolds as proteomimetics is exemplified through the identification of potent μM inhibitors of the p53-hDM2 helix mediated PPI - a key oncogenic target.