13589-74-7

Usage

InChI:InChI=1/C7H4N2O3/c8-4-5-3-6(10)1-2-7(5)9(11)12/h1-3,10H

Upstream product

• 151-50-8 potassium cyanide 
• 100-00-5 4-chlorobenzonitrile 
• 873-62-1 m-cyanophenol 
• 34662-31-2 3-chloro-6-nitrobenzonitrile 
• 202863-84-1 bis(3-cyanophenyl) oxalate 
• 38713-61-0 5-phenyl-methoxy-2-nitrobenzonitrile 

Downstream Products

• 176718-61-9 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(3-cyano-4-nitro-phenoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 943247-75-4 5-isopropoxy-2-nitrobenzonitrile 
• 176718-63-1 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{3-cyano-4-[4-(diethoxy-phosphorylmethyl)-benzoylamino]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 176718-62-0 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(4-amino-3-cyano-phenoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 176718-60-8 Acetic acid 3-cyano-4-[4-(diethoxy-phosphorylmethyl)-benzoylamino]-phenyl ester 
• 176718-59-5 5-acetoxy-2-aminobenzonitrile 

Relevant academic research and scientific papers

Amidino substituted 2-aminophenols: biologically important building blocks for the amidino-functionalization of 2-substituted benzoxazoles

Unlike the closely related and widely investigated amidino-substituted benzimidazoles and benzothiazoles with a range of demonstrated biological activities, the matching benzoxazole analogues still remain a largely understudied and not systematically evaluated class of compounds. To address this challenge, we utilized the Pinner reaction to convert isomeric cyano-substituted 2-aminophenols into their amidine derivatives, which were isolated as hydrochlorides and/or zwitterions, and whose structure was confirmed by single crystal X-ray diffraction. The key step during the Pinner synthesis of the crucial carboximidate intermediates was characterized through mechanistic DFT calculations, with the obtained kinetic and thermodynamic parameters indicating full agreement with the experimental observations. The obtained amidines were subjected to a condensation reaction with aryl carboxylic acids that allowed the synthesis of a new library of 5- and 6-amidino substituted 2-arylbenzoxazoles. Their antiproliferative features against four human tumour cell lines (SW620, HepG2, CFPAC-1, HeLa) revealed sub-micromolar activities on SW620 for several cyclic amidino 2-naphthyl benzoxazoles, thus demonstrating the usefulness of the proposed synthetic strategy and promoting amidino substituted 2-aminophenols as important building blocks towards biologically active systems.

2-oxo-1,3,4-trihydroquinazolinyl derivatives and methods of use

Selected compounds are effective for treatment of diseases, such as cell proliferation or apoptosis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable derivatives thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving stroke, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

Selective nitration of phenol derivatives

Process for preparing 4-nitrophenol derivatives of formula (IV) with high selectivity, which comprises converting phenols to diphenyl oxalate derivatives of formula (III) and conducting nitration reaction and hydrolysis to give said 4-nitrophenol derivatives. STR1 In the above formulae, R is, the same or different from each other, an alkyl group having 1 to 4 carbon atoms; a halogen atom; an alkoxy group having 1 to 4 carbon atoms; a formyl group; a nitrile group; --COOR1 (R1 is an alkyl group having 1 to 4 carbon atoms); --CONR2 R3 (R2 and R3 are, the same or different from each other, hydrogen atom(s) or alkyl group(s) having 1 to 4 carbon atoms); or --COR4 (R4 is an alkyl group having 1 to 4 carbon atoms), and R is not substituted at the 4-position of the phenyl ring and not substituted at the 2- and 6-positions of the phenyl ring at the same time, and, n is 1, 2 or 3.

Substituted phenyl sulfonamides as selective β 3 agonists for the treatment of diabetes and obesity

Substituted phenylsulfonamides are selective β 3 adrenergic receptor agonists with very little β 1 and β 2 adrenergic receptor activity and as such the compounds are capable of increasing lipolysis and energy expenditure in cells. The compounds thus have potent activity in the treatment of Type II diabetes and obesity. The compounds can also be used to lower triglyceride levels and cholesterol levels or raise high density lipoprotein levels or to decrease gut motility. In addition, the compounds can be used to reduced neurogenic inflammation or as antidepressant agents. The compounds are prepared by coupling an aminoalkylphenyl-sulfonamide with an appropriately substituted alkyl epoxide. Compositions and methods for the use of the compounds in the treatment of diabetes and obesity and for lowering triglyceride levels and cholesterol levels or raising high density lipoprotein levels or for increasing gut motility are also disclosed.

STUDIES ON THE TWO-PHASE NITRATION OF PHENOLS (part 2)

Gas phase Ionization Potentials can be correlated with solution Oxidation Potentials for phenols and used to predict the likelihood of successful nitration using the two-phase procedure.The interaction of steric and electronic effects then determines the sites of nitration by radical recombination of the phenoxy radical and NO2.Nitration of dioxybenzenes may give insights into the nitration mechanism.