54977-92-3

Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-N-BENZYLBENZAMIDE is used as an intermediate in the production of organic and pharmaceutical chemicals. Its benzamide moiety is known to exhibit various biological activities, making it a valuable component in the development of new drugs and medications.
Used in Dye and Pigment Industry:
4-AMINO-N-BENZYLBENZAMIDE is also utilized in the manufacturing of dyes, pigments, and other industrial products, where its chemical properties contribute to the creation of a wide range of colorants and additives.
Used in Medicinal Chemistry and Drug Development:
Due to its benzamide structure, 4-AMINO-N-BENZYLBENZAMIDE may have potential applications in the field of medicinal chemistry, where it can be further explored for its biological activities and incorporated into the design of novel therapeutic agents.
Safety Precautions:
It is important to handle 4-AMINO-N-BENZYLBENZAMIDE with care and proper safety measures, as it may pose potential hazards in handling and storage.

InChI:InChI=1/C14H14N2O/c15-13-8-6-12(7-9-13)14(17)16-10-11-4-2-1-3-5-11/h1-9H,10,15H2,(H,16,17)

Upstream product

• 150-13-0 4-amino-benzoic acid 
• 100-46-9 benzylamine 
• 62-23-7 4-nitro-benzoic acid 
• 122-04-3 4-nitro-benzoyl chloride 
• 94-09-7 p-aminoethylbenzoate 
• 2835-68-9 4-aminobenzamide 
• 66493-39-8 4-(N-tert-butoxycarbonyl)aminobenzoic acid 
• 2585-26-4 4-nitro-N-benzylbenzamide 
• 327037-11-6 4-[(tert-butoxycarbonyl)amino]-N-(benzyl)benzamide 

Downstream Products

• 1618080-55-9 N-benzyl-4-(2-oxo-2-phenylacetamido)benzamide 
• 1618080-47-9 N-benzyl-4-((2-hydroxy-2-(phenyl)ethyl)amino)benzamide 
• 499188-13-5 4-amino-N-benzyl-N-phenylbenzamide 
• 108191-13-5 N-benzyl-[4-(N,N-dimethylamino)]-benzamide 

Relevant academic research and scientific papers

Discovery of Novel Isatin-Based p53 Inducers

A series of isatin Schiff base derivatives were identified during in silico screening of the small molecule library for novel activators of p53. The compounds selected based on molecular docking results were further validated by a high-content screening a

Chemoselective Hydrogenation of Nitroarenes Using an Air-Stable Base-Metal Catalyst

The reduction of nitroarenes to anilines as well as azobenzenes to hydrazobenzenes using a single base-metal catalyst is reported. The hydrogenation reactions are performed with an air-and moisture-stable manganese catalyst and proceed under relatively mild reaction conditions. The transformation tolerates a broad range of functional groups, affording aniline derivatives and hydrazobenzenes in high yields. Mechanistic studies suggest that the reaction proceeds via a bifunctional activation involving metal-ligand cooperative catalysis.

Graphene oxide: A convenient metal-free carbocatalyst for facilitating amidation of esters with amines

Herein, we report a graphene oxide (GO) catalyzed condensation of non-activated esters and amines, that can enable diverse amides to be synthesized from abundant ethyl esters forming only volatile alcohol as a by-product. GO accelerates ester to amide conversion in the absence of any additives, unlike other catalysts. A wide range of ester and amine substrates are screened to yield the respective amides in good to excellent yields. The improved catalytic activity can be ascribed to the oxygenated functionalities present on the graphene oxide surface which forms H-bonding with the reactants accelerating the reaction. Improved yields and a wide range of functional group tolerance are some of the important features of the developed protocol.

Graphene Oxide: A Metal-Free Carbocatalyst for the Synthesis of Diverse Amides under Solvent-Free Conditions

An environmentally friendly, inexpensive, carbocatalyst, graphene oxide (GO) promoted efficient, metal-free transamidation of various carboxamides with aliphatic, cyclic, and aromatic amines is demonstrated. The protocol is equally applicable to phthalimide, urea, and thioamide determining its adaptability. The oxygenated functionalities such as carbonyl (?C=O), epoxy (?O?), carboxyl (?COOH) and hydroxyl (?OH), present on graphene oxide surface impart acidic properties to the catalyst. The graphene oxide being heterogeneous in nature, work efficiently under solvent-free reaction conditions providing desired products in good to excellent yields. The one-pot synthesis of 2,3-Dihydro-5H-benzo[b]-1,4-thiazepin-4-one moiety by GO catalyzed Aza Michael addition followed by intramolecular transamidation is also described. A plausible reaction mechanistic pathway involving H-bonding is discussed. The graphene oxide can be recycled and reused up to five cycles without much loss in catalytic activity. (Figure presented.).

Potent and selective N-(4-sulfamoylphenyl)thiourea-based GPR55 agonists

To date, many known G protein-coupled receptor 55 (GPR55) ligands are those identified among the cannabinoids. In order to further study the function of GPR55, new potent and selective ligands are needed. In this study, we utilized the screening results from PubChem bioassay AID 1961 which reports the results of Image-based HTS for Selective Agonists of GPR55. Three compounds, CID1792579, CID1252842 and CID1011163, were further evaluated and used as a starting point to create a series of nanomolar potency GPR55 agonists with N-(4-sulfamoylphenyl)thiourea scaffold. The GPR55 activity of the compounds were screened by using a commercial β-arrestin PathHunter assay and the potential compounds were further evaluated by using a recombinant HEK cell line exhibiting GPR55-mediated effects on calcium signalling. The designed compounds were not active when tested against various endocannabinoid targets (CB1R, CB2R, FAAH, MGL, ABHD6 and ABHD12), indicating compounds' selectivity for the GPR55. Finally, structure-activity relationships of these compounds were explored.

OXAZOLIDINONE DERIVATIVES AS PPAR LIGANDS

The present invention relates to a family of differently substituted oxazolidinones and to the pharmaceutically acceptable salts, esters, prodrugs, tautomers, solvates and hydrates thereof, which show affinity for the alpha and gamma subtypes of the perox

Direct amidation of carboxylic acids with amines under microwave irradiation using silica gel as a solid support

A highly improved and green methodology for the direct amidation of carboxylic acids with amines using silica gel as a solid support and catalyst is described. The scope of this method is exemplified by the use of several aliphatic, aromatic, unsaturated and fatty acids. The reaction is also applied to different primary and secondary amines. Typically, the amines should be aliphatic, but aromatic amines can be used as well, though with lower yields. Several experiments to illustrate the selectivity of this methodology were also carried out with several more functionalized acids and amines. This approach is a substantial improvement over other previously described methods in amide synthesis.

Significance of reagent addition sequence in the amidation of carboxylic acids mediated by PPh3 and I2

The outcome of the amidation reaction mediated by PPh3-I2 was found to be highly dependent on the addition sequence of the reagents. When triethylamine was subjected to a mixture containing PPh3, I2, and a carboxylic acid, acid anhydride was generated almost instantly, before treatment with an amine, presumably via an attack of carboxylate ion onto the acyl function of an acyloxyphosphonium salt. Nevertheless, when a PPh3-I2 mixture was treated with an amine, then a carboxylic acid, prior to adding the base, amide was rapidly formed in high yield with high chemoselectivity, most likely through an intermediate O,N-pentacoordinate phosphorane species as confirmed by ESI-MS technique.

Novel Oxazolidinone-Based Peroxisome Proliferator Activated Receptor Agonists: Molecular Modeling, Synthesis, and Biological Evaluation

(Figure Presented). A series of new peroxisome proliferator activated receptors (PPARs) chiral ligands have been designed following the accepted three-module structure comprising a polar head, linker, and hydrophobic tail. The majority of the ligands inco

Acyl derivatives of p-aminosulfonamides and dapsone as new inhibitors of the arginine methyltransferase hPRMT1

Arginine methylation is an epigenetic modification that receives increasing interest as it plays an important role in several diseases. This is especially true for hormone-dependent cancer, seeing that histone methylation by arginine methyltransferase I (PRMT1) is involved in the activation of sexual hormone receptors. Therefore, PRMT inhibitors are potential drugs and interesting tools for cell biology. A dapsone derivative called allantodapsone previously identified by our group served as a lead structure for inhibitor synthesis. Acylated derivatives of p-aminobenzenesulfonamides and the antilepra drug dapsone were identified as new inhibitors of PRMT1 by in vitro testing. The bis-chloroacetyl amide of dapsone selectively inhibited human PRMT1 in the low micromolar region and was selective for PRMT1 as compared to the arginine methyltransferase CARM1 and the lysine methyltransferase Set7/9. It showed anticancer activity on MCF7a and LNCaP cells and blocked androgen dependent transcription specifically in a reporter gene system. Likewise, a transcriptional block was also demonstrated in LNCaP cells using quantitative RT-PCR on the mRNA of androgen dependent genes.