30694-25-8

Upstream product

• 14357-51-8 isopropyl N-(4-nitrophenyl)carbamate 
• 108-23-6 isopropyl chloroformate 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 122-42-9 carbamic acid, phenyl-, 1-methylethyl ester 
• 67-63-0 isopropyl alcohol 
• 530-62-1 1,1'-carbonyldiimidazole 
• 106-50-3 1,4-phenylenediamine 
• 100-28-7 4-Nitrophenyl isocyanate 
• 303158-02-3 (4-nitroso-phenyl)-carbamic acid isopropyl ester 

Downstream Products

• 35198-91-5 2-acetamido-5-isopropoxycarbonylamino-1-nitrobenzene 
• 629648-18-6 (4-acetylamino-phenyl)-carbamic acid isopropyl ester 

Relevant academic research and scientific papers

Synthesis and structure-activity relationships of (aryloxy)quinazoline ureas as novel, potent, and selective vascular endothelial growth factor receptor-2 inhibitors

In our continuing search for medicinal agents to treat proliferative diseases, quinazoline derivatives were synthesized and evaluated pharmacologically as epithelial growth factor receptor and vascular endothelial growth factor receptor 2 (VEGFR-2) tyrosine kinase inhibitors. A quantitative structure-activity relationship analysis was conducted to rationalize the structure-activity relationship and to predict how similar the inhibitor-binding profiles of two protein kinases are likely to be on the basis of the docking of lead coumpounds into the ATP-binding site. This model was used to direct the synthesis of new compounds. A series of N-(aromatic)-N′-{4-[(6,7- dimethoxyquinazolin-4-yl)oxy]phenyl}urea were identified as potent and selective inhibitors of the tyrosine kinase activity of VEGFR-2 (fetal liver kinase 1, kinase insert domain-containing receptor). An efficient route was developed that enabled the synthesis of a wide variety of analogues with substitution on several positions of the template. Substitution of diarylurea, competitive with ATP, afforded several analogues with low nanomolar inhibition of enzymatic activity of VEGFR-2. In this paper, we describe the synthesis, structure-activity relationships, and pharmacological characterization of the series.

Novel and efficient one-pot synthesis of (aminophenyl)carbamic acid esters

A novel and efficient protocol is developed for the synthesis of various (aminophenyl) carbamic acid esters from the reduction and condensation of nitrophenyl isocyanate derivatives. The reaction takes place in various hydroxy derivatives such as alcohols or phenols under a hydrogen atmosphere using Raney nickel as catalyst. Products are obtained by a convenient one-pot synthesis with excellent yields and short reaction times.

Identification of compounds for the treatment or prevention of proliferative diseases

The invention features compounds for the treatment of cancer and other proliferative diseases. These compounds were identified in screening assays that contact candidate compounds with a cell containing a nucleic acid that includes a HER2 regulatory element and a reporter sequence. The invention further features compounds structurally related to those identified by the screening assays. Finally, the invention features methods of treating or preventing a proliferative disease using the compounds of the invention.

Clay-Catalyzed Nitration of a Carbamate Fungicide Diethofencarb

The unique nitration of the carbamate fungicide diethofencarb (Powmyl, isopropyl 3,4-diethoxycarbanilate) was examined in 14 Japanese soils and three types of clays under the aerobic conditions using the 14C-Iabeled compound. Nitration at the 6

Synthesis of alkyl N-(C-nitrosoaryl)carbamates and some reactions thereof

Reactions of alkyl N-phenylcarbamates, m-di(methoxycarboxyamido)benzene, and methyl N-(o-tolyl)carbamate with nitrosylsulfuric acid in glacial acetic acid afford N-(C-nitrosoaryl)carbamates; under these conditions tert-bulyl N-phenylcarbamate suffers decarboxylation, methyl N-(p-tolyl)-, methyl N-(p-methoxyphenyl)carbamates, o-and p-di(methoxycarboxyamido)benzenes are nitrated, and isomeric methyl N-nitrophenylcarbamates and methyl N-(p-bromophenyl)carbamate do not react. The reduction of N-(C-nitrosoaryl)carbamates with dithionite afforded the corresponding aminocarbamates; the oxidation with nitric acid yielded carbamate nitro derivatives; the condensation with aniline and benzylpyridinium chloride resulted in carbamate derivatives of azobenzene and phenylnitron.

Synthesis of some new 7-chloro-4-substituted quinolines as potential antiparasitic agents. I

The synthesis of 7-chloro-4-(substituted phenoxyquinolines, 7-chloro-4-(substituted phenylamino)quinolines and 7-chloro-4-(4-substituted phenylthio and sulfonyl)quinolines and 1-(7-chloroquinolin-4-yl)-4-substituted-piperazines has been carried out starting from 4,7-dichloroquinoline. The compounds were tested for their antimalarial activity against Plasmodium berghei in mice, antihookworm activity against Ancylostoma cylanicum in hamsters and anticestode activity against Hymenolepis nana in rats but none of them showed significant activity. When tested against Litomosoides carinii infection in cotton rats, two of the substituted piperazine compounds led to a 100% reduction of microfilariae in blood at an i.p. dose of 30 mg/kg given for 6 days.