5470-65-5

Usage

Chemical Properties

Brown Solid

InChI:InChI=1/C6H4BrNO3/c7-5-3-4(9)1-2-6(5)8(10)11/h1-3,9H

Upstream product

• 591-20-8 3-Bromophenol 
• 591-19-5 m-Bromoaniline 
• 577-19-5 2-nitrophenyl bromide 
• 7664-93-9 sulfuric acid 
• 13362-38-4 2-bromo-p-quinone monooxime 
• 634603-83-1 3-bromo-4-nitrosophenol 
• 700-36-7 2-bromo-4-fluoronitrobenzene 
• 371-40-4 4-fluoroaniline 
• 51686-78-3 2,4-dibromonitrobenzene 

Downstream Products

• 19046-86-7 3-bromo-2,4,6-trinitro-phenol 
• 116632-29-2 5-bromo-2,4-dinitro-phenol 
• 74440-80-5 4-amino-3-bromo-phenol 
• 123028-00-2 3-bromo-4-nitrophenyl trifluoromethanesulfonate 
• 98447-30-4 2-bromo-4-methoxy-1-nitrobenzene 
• 165190-62-5 4-(benzyloxy)-2-bromo-1-nitrobenzene 
• 123028-01-3 2-bromo-4-<(trifluoromethyl)sulfonyl>aniline 
• 123028-02-4 N-acetyl-2-bromo-4-<(trifluoromethyl)sulfonyl>aniline 
• 123028-23-9 N-acetyl-2-(3-methylbutyn-1-yl)-4-<(trifluoromethyl)sulfonyl>aniline 
• 123051-58-1 N-acetyl-2-hexyn-1-yl-4-<(trifluoromethyl)sulfonyl>aniline 
• 123028-24-0 N-acetyl-2-(phenylethynyl)-4-<(trifluoromethyl)sulfonyl>aniline 
• 123028-44-4 N-acetyl-2-phenyl-5-<(trifluoromethyl)sulfonyl>indole 
• 865886-83-5 C₇H₄BrF₂NO₃ 
• 929281-95-8 1,1-dimethylethyl 4-[(3-bromo-4-nitrophenyl)oxy]-1-piperidine-carboxylate 

Relevant academic research and scientific papers

Preparation method of 3-bromo-4-bromonitrophenol

The invention discloses an industrial preparation method of 3-bromo-4-bromonitrophenol. According to the industrial preparation method of the 3-bromo-4-bromonitrophenol, p-fluoroaniline serves as an initial raw material, and the 3-bromo-4-bromonitrophenol

Synthesis method of intermediate 3-fluoro-4-nitrophenol

The invention discloses a synthesis method of intermediate 3-fluoro-4-nitrophenol. The method comprises steps as follows: (1) 2,4-dibromonitrobenzene and water are mixed, the mixture is heated to 50-60 DEG C, cobalt acetate is added under the protection of inert gas, the mixture is stirred and mixed uniformly, ammonia water is dropwise added, the mixture is subjected to a reflux reaction and continuously stirred for a reflux reaction for 1-2 h after ammonia water is dropwise added, centrifugation and separation are performed after the reaction is completed, an organic phase is collected, reduced pressure distillation is performed, a mixture of 3-bromo-4-nitrophenol and 5-nitrophenol-2-nitrophenol is prepared, and 3-bromo-4-nitrophenol is prepared through water steam distillation, ether extraction, recrystallization and isomeride separation; (2) 3-bromo-4-nitrophenol is added to DMSO, polyethylene glycol-400 is added, the mixture is stirred and mixed uniformly and then heated to 40-50 DEG C, potassium fluoride is added, the mixture is stirred for a reaction for 4-5 h, reduced pressure distillation is performed after the reaction ends, and 3-fluoro-4-nitrophenol is prepared through recrystallization. The synthesis method is simple to operate and mild in condition, fewer by-products are produced, the product purity is high and the product yield is higher.

AMPHIPATHIC AND OTHER DOUBLE-SIDED ALPHA-HELIX MIMETICS BASED ON A 1,2-DIPHENYLACETYLENE SCAFFOLD

Small-molecule scaffolds based on 1,2-diphenylacetylene that accurately replicate the spatial and angular projections of several side chains on both faces of an α-helix, specifically the i and i+7 side chains on one face, and the i and i+2 side chains on the other. The amphipathic α-helix mimetic can be used to disrupt disease-promoting protein-protein interactions that are mediated by α-helices.

Preparation and properties of clickable amino analogues of the duocarmycins: Factors that affect the efficiency of their fluorescent labelling of DNA

Herein we report the synthesis of three DNA-alkylating amino analogues of the duocarmycins that carry an alkyne functional group suitable for copper-catalysed click chemistry. The alkyne-containing substituents are connected via a side chain position whic

Amphipathic α-helix mimetics based on a 1,2-diphenylacetylene scaffold

In order to mimic amphipathic α-helices, a novel scaffold based on a 1,2-diphenylacetylene was designed. NMR and computational modeling confirmed that an intramolecular hydrogen bond favors conformations of the 1,2-diphenylacetylene that allow for accurat

Synthesis of 2-substituted indoles and indolines via Suzuki-Miyaura coupling/5-endo-trig cyclization strategies

(Chemical Equation Presented) New strategies for the synthesis of 2-substituted indoles and indolines using acyclic, imide-derived enol phosphates, which were readily prepared from o-haloanilides, have been developed based on Suzuki-Miyaura coupling-cyclization sequences. A highly chemoselective cross-coupling of imide-derived enol phosphates with boron nucleophiles under Suzuki-Miyaura conditions allowed for the efficient preparation of various N-(o-halophenyl)enecarbamates that served as useful precursors for subsequent 5-endo-trig Heck or 5-endo-trig aryl radical cyclizations to furnish 2-substituted indoles or indolines, respectively. Furthermore, a one-pot Suzuki-Miyaura coupling-cyclization cascade starting from enol phosphates has been developed, which was successfully applied to the efficient synthesis of an indol-2-yl-1H-quinolin-2-one KDR inhibitor.

REGIOSELECTIVE PROCESS FOR PREPARING BENZIMIDAZOLE THIOPHENES

The present invention provides a process for preparing benzimidazole thiophene compounds of formula I. Intermediates used in the process are also claimed.

Geldanamycin derivative inhibition of HGF/SF-mediated Met tyrosine kinase receptor-dependent urokinase-plasminogen activation

Ansamycins, including geldanamycin and the derivative 17-allylamino-17- demethoxygeldanamycin, and radicicol are known for their ability to tightly bind to the ATP-binding site of the amino-terminal domain region of heat shock protein 90. We have found that geldanamycin and some of its derivatives can inhibit hepatocyte growth factor/scatter factor-mediated Met tyrosine kinase receptor-dependent urokinase-plasminogen activation at femtomolar levels. Assessment is made of structural requirements for such an activity and evidence is given that distinguishes the target of such an activity from that of heat shock protein 90.

GELDANAMYCIN AND DERIVATIVES INHIBIT CANCER INVASION AND IDENTIFY NOVEL TARGETS

Geldanamycin derivatives that block the uPA-plasmin network and inhibit growth and invasion by glioblastoma cells and other tumors at femtomolar concentrations are potentially highly active anti-cancer drugs. GA and various 17-amino-17-demethoxygelddanamycin derivatives are disclosed that block HGF/SF-mediated Met tyrosine kinase receptor-dependent uPA activation at fM levels. Other ansamycins (macbecins I and II), GA derivatives, and radicicol required concentrations several logs higher (≥nM) to achieve such inhibition. The inhibitory activity of tested compounds was discordant with the known ability of drugs of this class to bind to hsp90, indicating the existence of a novel target(s) for HGF/SF -mediated events in tumor development. Methods of using such compounds to inhibit cancer cell activities and to treat tumors are disclosed. Such treatment with low doses of these highly active compounds provide an option for treating various Met-expressing tumors, in particular invasive brain cancers, either alone or in combination with conventional surgery, chemotherapy, or radiotherapy.

Thrombopoietin mimetics

Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. Also invented is a method of treating thrombocytopenia, in a mammal, including a human, in need thereof which comprises administering to such mammal an effective amount of a selected hydroxy-1-azobenzene derivative.