20925-27-3

Usage

Uses

Used in Chemical Synthesis:
4-Amino-2-chlorobenzonitrile is used as an organic reagent for the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows it to serve as a key intermediate in the development of new molecules with specific biological activities.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Amino-2-chlorobenzonitrile is used as a building block for the creation of novel drug candidates. Its chemical properties enable the formation of diverse molecular structures, which can be tailored to target specific biological pathways or receptors, potentially leading to the development of new therapeutic agents.
Used in Agrochemical Industry:
4-Amino-2-chlorobenzonitrile is also utilized in the agrochemical industry for the synthesis of pesticides and other crop protection agents. Its reactivity and structural diversity make it a valuable component in the design of new molecules with improved efficacy and selectivity against target pests.
Used in Dye and Pigment Industry:
In the dye and pigment industry, 4-Amino-2-chlorobenzonitrile is employed as a starting material for the production of various organic dyes and pigments. Its chemical properties contribute to the development of colorants with enhanced stability, brightness, and fastness properties, which are essential for various applications, including textiles, plastics, and printing inks.
Used in Research and Development:
4-Amino-2-chlorobenzonitrile is also used in research and development laboratories for the exploration of new chemical reactions and the synthesis of novel compounds. Its unique structure and reactivity make it an attractive candidate for studying various aspects of organic chemistry, such as reaction mechanisms, stereochemistry, and the development of new synthetic methodologies.

InChI:InChI=1/C7H5ClN2/c8-7-3-6(10)2-1-5(7)4-9/h1-3H,10H2

Upstream product

• 22304-33-2 C₉H₇ClN₂O 
• 21402-26-6 4-bromo-3-chloroaniline 
• 28163-00-0 4-nitro-2-chlorobenzonitrile 
• 873-74-5 4-Aminobenzonitrile 
• 108-42-9 3-chloro-aniline 
• 22459-81-0 N-(4-bromo-3-chlorophenyl)acetamide 
• 588-07-8 3-Chloroacetanilide 
• 154607-01-9 4-bromo-2-chlorobenzonitrile 

Downstream Products

• 90356-13-1 N-(3-Chloro-4-cyano-phenyl)-2-hydroxy-2-methyl-3-phenylsulfanyl-propionamide 
• 910249-27-3 7-chloro-4-hydroxy-2-oxo-3-phenyl-1,2-dihydroquinoline-6-carbonitrile 
• 192770-55-1 2,3-bis(3-chloro-4-cyanoanilino)-1,4-difluoroanthraquinone 
• 53313-04-5 N-(3-chloro-4-cyanophenyl)methanesulfonamide 
• 676628-67-4 6-(3-chloro-4-cyano-phenylamino)-4-isopropyl-N-(tetrahydro-pyran-4-ylmethyl)-nicotinamide 
• 1100393-07-4 {3-[1-(2-fluoro-5-trifluoromethylphenyl)cyclopropyl]-2-oxopropionic acid} (3-chloro-4-cyanophenyl)amide 
• 213130-43-9 3-chloro-4-cyanobenzene-1-sulfonyl chloride 
• 1345724-36-8 2-chloro-4-dibenzylaminobenzonitrile 
• 1345724-38-0 benzyl-[3-chloro-4-(5-chloro-[1,6]naphthyridin-7-yl)phenyl]-amine 
• 1345724-37-9 dibenzyl-[3-chloro-4-(5-chloro-[1,6]naphthyridin-7-yl)phenyl]-amine 
• 1345724-39-1 dibenzyl-[3-chloro-4-(5-morpholin-4-yl-[1,6]naphthyridin-7-yl)phenyl]-amine 
• 53313-05-6 N-(3-chloro-4-cyanophenyl)-2,2,2-trifluoroacetamide 
• 882424-28-4 N-(4-(aminomethyl)-3-chlorophenyl)methanesulfonamide 
• 1621175-65-2 N-[3-chloro-4-[[[2-(methylamino)-6-(2-pyridinyl)-4-pyrimidinyl]amino]methyl]phenyl]methanesulfonamide 

Relevant academic research and scientific papers

Highly selective hydrogenation of halogenated nitroarenes over Ru/CN nanocomposites by: In situ pyrolysis

A highly chemoselective and recyclable ruthenium catalyst for the hydrogenation of halogenated nitroarenes has been prepared via the simple in situ calcination of a mixture of melamine, glucose and ruthenium trichloride. Superfine Ru particles (2.3 ± 0.3 nm) were obtained and highly dispersed in the nitrogen-doped carbon matrix. The Ru/CN catalyst smoothly transforms a variety of halogenated nitroarenes to the corresponding haloanilines with high intrinsic activity (e.g. TOF = 1333 h-1 for p-chloronitrobenzene) and selectivity of more than 99.6percent. Furthermore, through an analysis of the products in the reaction process, it was concluded that there are two parallel reaction pathways (a direct pathway and an indirect pathway) for the hydrogenation of aromatic nitro compounds over the Ru/CN catalyst, and the direct pathway was proved to be dominant in catalyzing the intermediates. This journal is

Design and development of oxobenzimidazoles as novel androgen receptor antagonists

Antiandrogens are a novel class of anticancer agents that inhibit cancer cell proliferation and induce apoptosis in various cell lines. To find the lead compound from the oxobenzimidazole derivatives, receptor-ligand docking studies were initially performed using Schr?dinger software. The best fit molecules were synthesized and characterized through IR, 1H-NMR, 13C-NMR and HRMS analyses. The structure of compound (9b) was further confirmed by single-crystal XRD analysis. The cell viability of the compounds was determined by MTT assay to find IC50 values against prostate cancer and breast cancer cell lines (PC-3, LNCaP, MCF-7 and MDA-MB-231). The ADME/T property studies were performed to rationalize the inhibitory properties of these compounds. It can be concluded from the study that 9b is the most active compound from the series against PC-3 and LNCaP cell lines.

Tandem optimization of target activity and elimination of mutagenic potential in a potent series of N-aryl bicyclic hydantoin-based selective androgen receptor modulators

Pharmacokinetic studies in cynomolgus monkeys with a novel prototype selective androgen receptor modulator revealed trace amounts of an aniline fragment released through hydrolytic metabolism. This aniline fragment was determined to be mutagenic in an Ames assay. Subsequent concurrent optimization for target activity and avoidance of mutagenicity led to the identification of a pharmacologically superior clinical candidate without mutagenic potential.

Palladium-Catalyzed Animation of Aryl Halides on Solid Support

(Matrix Presented) The first examples of the Pd(0)-catalyzed amination of aryl halides using Rink-resins as nitrogen source are described. Pd2dba3/BINAP/NaO-t-Bu was found to be the most efficient catalyst/base system, while a solvent mixture of dioxane and tert-butyl alcohol was shown to enhance the selectivity toward the desired monoarylation. Moderate to good yields and excellent purities of the amination products were found with electron-poor aryl halides, while electon-rich aryl halides failed to react under these conditions.

Microwave thermolysis VII: Selective diversity in the reduction using sodium hypophosphite under microwave irradiation

The selective reduction of nitro group into amine using sodium hypophosphite under microwave irradiation is described. The rapid reaction, solvent free conditions and selectivity over common functional groups like CN, OH, COOH, CONH2 and halogens are the distinct features of the procedure.

Anthelmintically active benzenepropanamide derivatives

This invention is directed to a method for treating helminthiasis in an animal which method comprises administering to an animal in need thereof an anthelmintically effective amount of a compound of the Formula (I): STR1 wherein Z is oxygen or sulfur;R 1 is hydrogen or lower alkyl; andR 2, R 3, R 4 and R 5 are independently hydrogen, halo, lower haloalkyl, lower alkoxy, lower haloalkoxy, nitro, cyano, halophenoxy, haloalkylphenoxy, thiocyano or isothiocyano, provided that R 2 and R 3 cannot simultaneously be hydrogen and that R 4 and R 5 cannot simultaneously be hydrogen; or a pharmaceutically acceptable salt thereof, and pharmaceutical compositions formulated therewith. This invention is also directed to novel anthelmintically active benzenepropanamides of Formula (I) wherein Z is oxygen.

3-Chloro-4-cyanophenyl 4'-substituted benzoates

Disclosed are compounds of the formula: STR1 wherein R is an alkyl group having 1 to 8 carbon atoms and X is a dioxane, cyclohexane, or benzene ring. The compounds of the invention are suitable as liquid crystal materials in electrooptical displays. Specifically, when added to nematic liquid crystals, these compounds provide an increase in the positive dielectric anisotropy of the liquid crystal composition.