89277-98-5

Usage

Appearance

Pale yellow crystalline solid

Usage

Building block for the synthesis of various drugs in the pharmaceutical industry

Properties

Antibacterial and antifungal

Applications

Development of new medical treatments, production of dyes, pigments, and other organic compounds

Precautions

Potentially harmful effects on human health and the environment, handle with care.

Upstream product

• 56433-01-3 2-chloro-6-nitrobenzyl bromide 
• 151-50-8 potassium cyanide 
• 61540-35-0 S-(Dimethylthiocarbamoyl)thioglycolonitrile 
• 121-73-3 3-Nitrochlorobenzene 
• 5219-61-4 (phenylthio)acetonitrile 
• 3598-14-9 phenoxyacetonitrile 
• 143-33-9 sodium cyanide 
• 107-14-2 chloroacetonitrile 
• 2106-49-2 1-chloro-2-fluoro-3-nitrobenzene 
• 1126602-43-4 ethyl 2-(6-chloro-2-nitrophenyl)-2-cyanoacetate 
• 3598-13-8 (4-chlorophenoxy)acetonitrile 
• 83-42-1 6-chloro-2-nitrotoluene 

Downstream Products

• 66354-66-3 4-chloro-2-phenyl-1H-indole 
• 220327-45-7 2-(2-chloro-6-nitrophenyl)acetophenone 
• 220327-49-1 9-Chloro-2-phenyl-4,5-dihydro-pyrrolo[3,2,1-ij]quinolin-6-one 
• 220327-46-8 4-chloro-1-(2-cyanoethyl)-2-phenylindole 
• 220327-47-9 3-(4-chloro-2-phenylindol-1-yl)propionic acid 
• 20870-77-3 4-chloroindolin-2-one 
• 97522-09-3 methyl 2-(2-chloro-6-nitrophenyl)acetate 
• 100376-53-2 2-(2-amino-6-chlorophenyl)ethyl alcohol 
• 31912-08-0 (2-chloro-6-nitro-phenyl)-acetic acid 

Relevant academic research and scientific papers

Modular Synthesis of Polysubstituted Quinolin-3-amines by Oxidative Cyclization of 2-(2-Isocyanophenyl)acetonitriles with Organoboron Reagents

Polysubstituted quinolin-3-amines are vital structural motifs because of their broad biological activities as well as versatile transformational abilities. However, they are not easily accessible. We disclose a protocol with Mn(III) acetate as a mild one-

THERAPEUTIC COMPOUNDS

The invention provides compounds of formula Ia′, Ib′, Ic′, and Id′: and pharmaceutically acceptable salts thereof, wherein the variables A, R6, R7, R8, R9, Rx, L, X, Y, and Z have the meaning as described herein. The compounds are useful for reducing endoplasmic reticulum stress and for producing analgesia in an animal.

Synthesis and diuretic activity of 4,5-dihydro-6H-imidazo[4,5,1- ij]quinoline-6-one 6-oxime-O-sulfonic acid derivatives

Using our previously reported 7-chloro-2,3-dihydro-1-(2-methylbenzoyl)- 4(1H)-quinolinone 4-oxime-O-sulfonic acid potassium salt la (M17055) as a lead, a series of tricyclic (2a-o, 3, 4, 5) and tetracyclic (6) quinolinone oxime O-sulfonic acid derivatives were synthesized by ring annulation of the 1-(2-methylbenzoyl) moiety to the quinolinone skeleton. They were compared with furosemide and compound 1a for diuretic activity in dogs; some tricyclic 4,5-dihydro-6H-imidazo[4,5,1-ij]quinoline-6-one 6-oxime-O-sulfonic acid derivatives showed diuretic activity comparable (2c,e) or superior (2m) to the lead compound 1a. These results are discussed on the basis of a comparison of the conformational and electronic characteristics of the relevant compounds with the aid of computer graphics.

One-Step Synthesis of 2- and 4-Nitrobenzyl Cyanides

2-Nitrobenzyl cyanide (2) and analogs were obtained in fair to good yields by reacting the corresponding bromides with sodium cyanide and hydrogen cyanide in dimethyl sulfoxide.Hydrogen cyanide could be generated in situ from an excess of sodium cyanide and trifluoroacetic acid.

Specific ortho-Cyanomethylation of Nitroarenes via the Vicarious Nucleophilic Substitution of Hydrogen

The vicarious nucleophilic substitution of hydrogen in nitroarenes with acetonitrile derivatives XCH2CN in t-BuOK/THF base/solvent system proceeds exclusively ortho to the nitro group.Strong influence of substituents Z in 3-Z-nitrobenzene derivatives on the orientation has been observed.

Vicarious Nucleophilic Substitution of Hydrogen in Nitroarenes with α-Substituted Nitriles and Esters. Direct α-Cyanoalkylation and α-Carbalkoxyalkylation of Nitroarenes

Carbanions generated from alkanenitriles bearing α-chloro, α-OR, or α-SR groups and from aliphatic esters bearing α-SR groups react with mononitroarenes to replace hydrogen atoms of the nitroaromatic ring ortho or para to the nitro group with α-cyanoalkyl or α-carbalkoxyalkyl substituents.The nucleophilic replacement of hydrogen with such carbanions proceeds faster than substitution of halogen ortho or para to the nitro group.