13680-03-0

Upstream product

• 350-46-9 4-Fluoronitrobenzene 
• 127-06-0 acetone oxime 
• 67-68-5 dimethyl sulfoxide 
• 33543-55-4 p-nitrophenoxyamine 
• 67-64-1 acetone 
• 83077-00-3 ethyl O-(4-nitrophenyl)acetohydroxamate 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 

Downstream Products

• 14146-09-9 2-methyl-5-nitrobenzofuran 
• 1415337-75-5 N-isopropyl-O-(4-nitrophenyl)hydroxylamine 
• 118679-18-8 2-bromomethyl-5-nitro-benzofuran 

Relevant academic research and scientific papers

Chemoselective amide formation using O-(4-nitrophenyl)hydroxylamines and pyruvic acid derivatives

A series of O-(4-nitrophenyl)hydroxylamines were synthesized from their respective oximes using a pulsed addition of excess NaBH3CN at pH 3 in 65a-75% yield. Steric hindrance near the oxime functional group played a key role in both the ease by which the oxime could be reduced and the subsequent reactivity of the respective hydroxylamine. Reaction of the respective hydroxylamines with pyruvic acid derivatives generated the desired amides in good yields. A comparison of phenethylamine systems bearing different leaving groups revealed significant differences in the rates of these systems and suggested that the leaving group ability of the Na-OR substituent plays an important role in determining their reactivity with pyruvic acid. Competition experiments (in 68% DMSO/phosphate buffered saline) using 1 equiv of N-phenethyl-O-(4-nitrophenyl)hydroxylamine and 2 equiv of pyruvic acid in the presence of other nucleophiles such as glycine, cysteine, phenol, hexanoic acid, and lysine demonstrated that significant chemoselectivity is present in this reaction. The results suggest that this chemoselective reaction can occur in the presence of excess α-amino acids, phenols, acids, thiols, and amines.

Lactam inhibitors of FXa and method

Caprolactam inhibitors are provided which have the structure including pharmaceutically acceptable salts thereof and all stereoisomers thereof, and prodrugs thereof, wherein n is 1 to 5; and and Y R1, R2, R3, R5

FORMATION OF O,N-DISUBSTITUTED HYDROXYLAMINES AND KETOXIME ESTERS IN REACTIONS BETWEEN TRIAZENE 1-OXIDES AND BASES

A new method has been put forward for the synthesis of O,N-disubstituted hydroxylamines and ketoxime esters that is based on the reaction of triazene 1-oxides containing strong electron-withdrawing substituents with bases.Keywords: O,N-disubstituted hydroxylamines, ketoximes, triazene 1-oxides, aryldiazonium tetrafluoroborates, bases.

Sulfonamide anti-arrhythmic agents

A series of novel N-alkyl-N-(alkanesulphonamidoheterocyclicmethyl)-4-alkanesulphonamidophenetyl mines have been prepared, including their pharmaceutically acceptable salts and various key novel intermediates therefor. The heterocyclic moiety present in these compounds is a benzo-fused heterocyclic group derived from either benzofuran, benzothiophene, benzoxazole or quinoline, and it is attached to the adjacent methyl group of the molecule by means of the available ring carbon atom which is situated alpha to the hetero atom. These particular compounds are useful in therapy as highly effective anti-arrhythmic agents and therefore, are of value in the treatment of various cardiac arrhythmias. Preferred member compounds include N-methyl-N-(5-methanesulphonamidobenzofur-2-ylmethyl)-4-methanesulphonamidop henethylamine and N-methyl-N-(6-methanesulphonamidoquinol-2-ylmethyl)-4-methanesulphonamidophen thylamine. Methods for preparing all these compounds from known starting materials are provided.

Benzazepine antiarrhythmic agents

Compounds of the formula: STR1 or a salt thereof, wherein "Het" is a group of the formula: STR2 in which R1 is attached to position "a" or "b" of the benzene ring and R and R1, which are the same, are --NHSO2 (C1/sub

Quinolyl substituted indane sulfonamides and their use as anti-arrhythmic agents

Novel 5-alkanesulphonamido-2-[N-(alkanesulphonamidoheterocyclicmethyl-N-methylamino]indane compounds have been prepared, including their pharmaceutically acceptable salts and various key novel intermediates therefor. The heterocyclic moiety present in these compounds is a benzofused heterocyclic group derived from either benzofuran or quinoline, and it is attached to the adjacent methyl group of the molecule by means of the available ring carbon atom which is situated alpha to the hetero atom. These compounds are useful in therapy as anti-arrhythmic agents and therefore, are of value in the treatment of various cardiac arrhythmias. The most preferred member compound is 5-methylanesulphonamido-2-[N-(5-methanesulphonamidobenzofur-2-ylmethyl)-N-methylamino]idane. Methods for preparing these compounds from known starting materials are provided.