32212-38-7

Usage

Uses

Used in Pharmaceutical Industry:
2-AMINO-N-P-TOLYL-BENZAMIDE is used as an intermediate in the synthesis of pharmaceuticals for its potential biological activities. It plays a crucial role in the development of anti-cancer and anti-inflammatory drugs, contributing to the advancement of treatments for various diseases.
Used in Dye Industry:
In the dye industry, 2-AMINO-N-P-TOLYL-BENZAMIDE is utilized as a key component in the production of dyes. Its chemical properties allow for the creation of a wide range of colorants used in various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
2-AMINO-N-P-TOLYL-BENZAMIDE serves as an intermediate in organic synthesis, facilitating the creation of a variety of organic compounds. Its versatility in chemical reactions makes it a valuable asset in the synthesis of complex organic molecules.
Used in Pigment Production:
2-AMINO-N-P-TOLYL-BENZAMIDE is also used in the manufacture of pigments, where its properties contribute to the development of pigments with specific characteristics. These pigments find applications in various industries, such as cosmetics, paints, and coatings, enhancing the color and performance of the final products.

InChI:InChI=1/C14H14N2O/c1-10-6-8-11(9-7-10)16-14(17)12-4-2-3-5-13(12)15/h2-9H,15H2,1H3,(H,16,17)

Upstream product

• 118-48-9 isatoic anhydride 
• 106-49-0 p-toluidine 
• 60-29-7 diethyl ether 
• 64001-48-5 2-(sulfinylamino)benzoyl chloride 
• 50623-00-2 2-nitro-N-(4-methylphenyl)benzamide 
• 443-69-6 5-fluoro-1H-indole-2,3-dione 
• 91-56-5 indole-2,3-dione 
• 87-48-9 5-Bromo-1H-indole-2,3-dione 
• 610-14-0 2-nitrobenzyl chloride 
• 861015-36-3 4,4'-dimethylphenylphosphazoanilide 
• 118-92-3 anthranilic acid 
• 5344-90-1 2-Aminobenzyl alcohol 
• 271-58-9 anthranil 
• 21563-73-5 2-aminobenzoyl chloride 

Downstream Products

• 24122-33-6 3-(4-methylphenyl)-4(3H)-quinazolinone 
• 19562-37-9 3-(4-methylphenyl)benzo-1,2,3-triazin-4(3H)-one 
• 60624-46-6 2-(2,2-Dicyano-vinylamino)-N-p-tolyl-benzamide 
• 60624-41-1 (E)-2-Cyano-3-(2-p-tolylcarbamoyl-phenylamino)-acrylic acid ethyl ester 
• 32203-04-6 2-phenyl-3-p-tolyl-2,3-dihydro-1H-benzo[1,3,2]diazaborinin-4-one 
• 143424-11-7 2-{[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-amino}-N-p-tolyl-benzamide 
• 143424-20-8 2-{[1-(3,4-Dimethoxy-phenyl)-meth-(E)-ylidene]-amino}-N-p-tolyl-benzamide 
• 120671-55-8 2-(6-Chloro-spiro[benzoimidazole-2,1'-cyclohex]-5-ylamino)-N-p-tolyl-benzamide 
• 256430-25-8 4'-Methyl-2-[(ethoxycarbonyl)amino]benzanilide 
• 32524-53-1 2-amino-N-p-tolyl-thiobenzamide 
• 22316-59-2 2-methyl-3-p-tolyl-4(3H)-quinazolinone 
• 37856-14-7 2-phenyl-3-(4-tolyl)quinazolin-4(3H)-one 
• 84312-85-6 2-propyl-3-(p-tolyl)quinazolin-4(3H)-one 
• 313365-14-9 2-(4-nitrobenzamido)-N-p-tolylbenzamide 

Relevant academic research and scientific papers

One-pot synthesis ofN-substituted benzannulated triazolesviastable arene diazonium salts

A mild and effective one-pot synthesis of 1,2,3-benzotriazin-4(3H)-ones and benzothiatriazine-1,1(2H)-dioxide analogues has been developed. The method involves the diazotisation and subsequent cyclisation of 2-aminobenzamides and 2-aminobenzenesulfonamidesviastable diazonium salts, prepared using a polymer-supported nitrite reagent andp-tosic acid. The transformation was compatible with a wide range of aryl functional groups and amide/sulfonamide-substituents and was used for the synthesis of pharmaceutically important targets. The synthetic utility of the one-pot diazotisaton-cyclisation process was further demonstrated with the preparation of an α-amino acid containing 1,2,3-benzotriazin-4(3H)-one.

Efficient synthesis of 6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione derivatives catalyzed by functionalized nanoporous silica

An efficient and facile method has been developed for the synthesis of various 6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione derivatives, via a three-component reaction of 2-amino-N-(R)-benzamide derivatives with 2-formylbenzoic acid using sulfonic acid functionalized nanoporous silica as an efficient catalyst in ethanol under reflux. High yield of the desired products, reusability of the catalyst, and effortless workup step without using chromatography are the advantages of this method. Graphic abstract: [Figure not available: see fulltext.]

Design, synthesis, in vitro and in silico biological assays of new quinazolinone-2-thio-metronidazole derivatives

A new series of quinazolinone-2-thio-metronidazole derivatives 9a-o was designed, synthesized and assayed for their activities against metabolic enzymes human carbonic anhydrase I and II (hCAs I and II), acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and α-glucosidase. The results indicated that all the synthesized compounds exhibited excellent inhibitory activities against mentioned enzymes as compared with standard inhibitors. Representatively, the most potent compound against CA enzymes, 4-fluorophenyl derivative 9i, was 4 and 7-times more potent than standard inhibitor acetazolamide against hCA I and II, respectively; 4-fluorobenzyl derivative 9m as the most potent compound against cholinesterase enzymes, was around 11 and 21-times more potent than standard inhibitor tacrine against AChE and BChE, respectively; the most active α-glucosidase inhibitor 9h with 4-methoxyphenyl moiety was 5-times more active that acarbose as standard inhibitor. Furthermore, in order to study interaction modes of the most potent compounds in the active site of their related enzymes, molecular modeling was performed. Druglikeness, ADME, and toxicity profile of the compounds 9i, 9m, and 9h were also predicted.

Method for reducing aromatic nitro into arylamine

The invention relates to a method for reducing aromatic nitro to arylamine. The method comprises the following steps: (1) taking an aromatic nitro compound as a raw material, water as a hydrogen source, a palladium compound, cheap and easy to obtain, as a catalyst and tetrahydroxydiboron as an additive to reduce nitro to obtain a product; (2) taking the aromatic nitro compound as the raw material, a copper salt, cheap and easy to obtain, as the catalyst, the tetrahydroxydiboron as the additive to reduce the nitro to obtain a product; and (3) taking the aromatic nitro compound as the raw material, water as the hydrogen source, and the tetrahydroxydiboron as the additive, without needing a metal catalyst, to reduce the nitro to obtain a product. A preparation method for the arylamine, which is provided by the invention, is mild in reaction condition, low in costs, environment-friendly, high in yield, and suitable for industrial production.

Novel quinazolin–sulfonamid derivatives: synthesis, characterization, biological evaluation, and molecular docking studies

In the design of novel drugs, the formation of hybrid molecules via the combination of several pharmacophores can give rise to compounds with interesting biochemical profiles. A series of novel quinazolin–sulfonamid derivatives (9a–m) were synthesized, characterized and evaluated for their in vitro antidiabetic, anticholinergics, and antiepileptic activity. These synthesized novel quinazolin–sulfonamid derivatives (9a–m) were found to be effective inhibitor molecules for the α-glycosidase, human carbonic anhydrase I and II (hCA I and hCA II), butyrylcholinesterase (BChE) and acetylcholinesterase (AChE) enzyme, with Ki values in the range of 100.62 ± 13.68–327.94 ± 58.21 nM for α-glycosidase, 1.03 ± 0.11–14.87 ± 2.63 nM for hCA I, 1.83 ± 0.24–15.86 ± 2.57 nM for hCA II, 30.12 ± 3.81–102.16 ± 13.87 nM for BChE, and 26.16 ± 3.63–88.52 ± 20.11 nM for AChE, respectively. In the last step, molecular docking calculations were made to compare biological activities of molecules against enzymes which are achethylcholinesterase, butyrylcholinesterase and α-glycosidase. Communicated by Ramaswamy H. Sarma.

Sustainable methine sources for the synthesis of heterocycles under metal- and peroxide-free conditions

Alcohols and ethers were identified as sustainable methine sources for synthesizing quinazolinone and benzimidazole derivatives using a combination of TsOH·H2O/O2 and appropriate bis-nucleophiles for the first time. Deuterium labeling studies clearly proved that the C2 hydrogen of the synthesized heterocycles came from the methine source. These unique reaction conditions were successfully applied to the synthesis of echinozolinone (2e′), 2f′ (a common precursor of rutaecarpine and (±) evodiamine), and dimedazole (6d). Notable features of this method include its low toxicity, use of commercial feedstocks as substrates, low cost, broad functional group tolerance and suitability for a wide range of bis-nucleophilic starting materials.

One-Pot, Multistep Reactions for the Modular Synthesis of N, N′-Diarylindazol-3-ones

The pot-economic synthesis of N,N′-diarylindazol-3-ones has been developed using readily available isatoic anhydrides, aryl amines, and aryl boronic acids. A Cu-catalyzed oxidative C-N cross-coupling and dehydrogenative N-N formation sequence under an air atmosphere affords indazol-3-one derivatives in good to excellent yields. Such process merges well with the preceding decarboxylative amination reaction, resulting in a more modular and straightforward approach.

INHIBITORS OF OPLOPHORUS LUCIFERASE-DERIVED BIOLUMINESCENT COMPLEXES

Compounds that may selectively inhibit Oplophorus luciferase-derived bioluminescent complexes, e.g., NanoBiT? bioluminescent complex, are disclosed as well as compositions and kits comprising the compounds, and methods of using the compounds. The compounds are of formula (I) wherein R1-R4 and p and q are as defined in the claims.

Thermo-Promoted Reactions of Anthranils with Carboxylic Acids, Amines, Phenols, and Malononitrile under Catalyst-Free Conditions

A convenient and atom-economical procedure for the thermo-promoted reactions of anthranil with different substrates was developed. The catalyst-free process affords various useful building blocks with good to moderate yields. This chemistry enables several step- and cost-effective approaches for biologically interesting molecules and provides an efficient platform for the investigation of untapped reactions at high temperature.

Metal-free Reduction of Nitro Aromatics to Amines with B 2 (OH) 4 /H 2 O

A metal-free reduction of nitro aromatics mediated by diboronic acid with water as both the hydrogen donor and solvent under mild conditions has been developed. A series of aromatic amines were obtained with good functional group tolerance and in good yields.