16917-43-4

Upstream product

• 100-52-7 benzaldehyde 
• 589-21-9 (4-bromophenyl)hydrazine 
• 588-64-7 benzaldehyde phenylhydrazone 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 41931-18-4 (4-bromophenyl)hydrazine hydrochloride salt 
• 103-02-6 acetone phenylhydrazone 
• 56-23-5 tetrachloromethane 
• 7726-95-6 bromine 

Downstream Products

• 55075-49-5 N-(4-bromo-phenyl)-3,N'''-diphenyl-formazan 
• 59473-85-7 benzaldehyde-[(4-bromo-phenyl)-nitroso-hydrazone] 
• 69374-51-2 1,4-bis-(4-bromo-phenyl)-3,6-diphenyl-1,4-dihydro-[1,2,4,5]tetrazine 
• 10477-86-8 benzaldehyde-(2,4-dibromo-phenylhydrazone) 
• 2516-46-3 N-α-bromobenzylidene-N'-2,4-dibromophenylhydrazine 
• 72437-42-4 [(4-bromophenyl)diazenyl](phenyl)methyl hydroperoxide 
• 41626-19-1 chloro(phenyl)methanone p-bromophenylhydrazone 
• 1416008-62-2 tert-butyl 2'-(4-bromophenyl)-4'-tert-butyl-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate 
• 929606-98-4 1-(4-bromophenyl)-5-methyl-3-phenyl-1H-pyrazole 
• 1077-94-7 5-bromobenzopyrazole-3-carboxylic acid 
• 1246462-22-5 1-(4-bromophenyl)-3,5-diphenyl-1H-1,2,4-triazole 
• 26254-21-7 [2-(4-bromo-phenyl)-5-phenyl-2H-[1,2,4]triazol-3-yl]-methanol 

Relevant academic research and scientific papers

Identification of novel 1,3-diaryl-1,2,4-triazole-capped histone deacetylase 6 inhibitors with potential anti-gastric cancer activity

Histone deacetylase 6 (HDAC6) has emerged as a critical regulator of many cellular pathways in tumors due to its unique structure basis and abundant substrate types. Over the past few decades, the role played by HDAC6 inhibitors as anticancer agents has sparked great interest of biochemists worldwide. However, they were less reported for gastric cancer therapy. In this paper, with the help of bioisosteric replacement, in-house library screening, and lead optimization strategies, we designed, synthesized and verified a series of 1,3-diaryl-1,2,4-triazole-capped HDAC6 inhibitors with promising anti-gastric cancer activities. Amongst, compound 9r displayed the best inhibitory activity towards HDAC6 (IC50 = 30.6 nM), with 128-fold selectivity over HDAC1. Further BLI and CETSA assay proved the high affinity of 9r to HDAC6. In addition, 9r could dose-dependently upregulate the levels of acetylated α-tubulin, without significant effect on acetylated histone H3 in MGC803 cells. Besides, 9r exhibited potent antiproliferative effect on MGC803 cells, and promoted apoptosis and suppressed the metastasis without obvious toxicity, suggesting 9r would serve as a potential lead compound for the development of novel therapeutic agents of gastric cancer.

Mn(III)-mediated phosphinoylation of aldehyde hydrazones: Direct “one-pot” synthesis of α-iminophosphine oxides from aldehydes

A “one-pot” strategy for the straightforward Mn(III)-mediated phosphinoylation of aldehyde hydrazones with diphenylphosphine oxide to furnish α-iminophosphine oxides is described. This mild and practical method allows the direct use of aldehydes as substrates in one pot to generate the hydrazones, which are then engaged “in situ” by the phosphorus reagent in the presence of Mn(OAc)3 oxidant. Thus, the requisite isolation of the hydrazones is not needed in this operation. Conducted mechanistic experiments implicate a pathway involving phosphorus-centered radicals.

Sequential [3+2] annulation reaction of prop-2-ynylsulfonium salts and hydrazonyl chlorides: Synthesis of pyrazoles containing functional motifs

A novel sequential [3+2] annulation reaction has been developed using prop-2-ynylsulfonium salts and hydrazonyl chlorides, affording a series of pyrazoles with functional motifs that can be post modified in the preparation of various drugs or drug candidates. Further transformation and gram-scale operations could also be achieved efficiently. This journal is

Synthetic method of 5-substituted indazole-3-carboxylic acid

The invention provides a synthesis method of 5-substituted indazole-3-carboxylic acid, and belongs to the field of pharmaceutical chemical synthesis, wherein R=hydrogen, alkyl, alkoxy, trifluoroalkoxyand halogen. A phenylhydrazine compound 3 is taken as a

Synthesis of hybrid polycycles containing fused hydroxy benzofuran and 1H-indazoles via a domino cyclization reaction

A stoichiometry controlled domino cyclization reaction of hydrazone and p-benzoquinone to an angularly fused 3H-benzofuro[3,2-e]indazole core with an embedded oxygenated dibenzofuran framework under mild reaction conditions is disclosed. The reaction involves palladium catalyzed 5-hydroxy-1H-indazole formation followed by TFA mediated [3+2] annulation between the in situ formed 5-hydroxy-1H-indazole and p-benzoquinone. The developed method is attractive because of the concomitant formation of two heterocyclic rings with consecutive multiple bond forming events that include two C-C, one C-N and one C-O bonds. Spectroscopic and theoretical studies of the blue emissive benzofuroindazole derivatives have also been described.

Facile synthesis of pyrazoles by iron-catalyzed regioselective cyclization of hydrazone and 1,2-diol under ligand-free conditions

A facile synthesis of pyrazoles by the cyclization of hydrazones and 1,2-diols was described. In the presence of ferric nitrate, the reaction occurs under neat conditions and makes the use of potassium persulfate to oxidize the diol to α-hydroxy carbaldehyde for the reaction with hydrazones to produce 1,3- and 1,3,5-substituted pyrazoles selectively. The overall regioselective transformation occurs in one-pot under ligand-free, mild conditions even in the presence of air.

Radical Addition of Hydrazones by α-Bromo Ketones to Prepare 1,3,5-Trisubstituted Pyrazoles via Visible Light Catalysis

A novel efficient tandem reaction of hydrazones and α-bromo ketones is reported for the preparation of 1,3,5-trisubstituted pyrazoles by visible light catalysis. In this system, the monosubstituted hydrazones show wonderful reaction activity with alkyl radicals, generated from α-bromo ketones. A radical addition followed by intramolecular cyclization affords the important pyrazole skeleton in good to excellent yields. This efficient strategy under mild conditions with wide group tolerance provides a potential approach to the 1,3,5-trisubstituted pyrazoles.

A Single Electron Transfer (SET) Approach to C-H Amidation of Hydrazones via Visible-Light Photoredox Catalysis

The reductive single electron transfer (SET) umpolung amination of aldehyde-derived hydrazones has been developed through visible-light-promoted photoredox catalysis. The ideal transformation of hydrazones into the corresponding hydrazonamide through selective carbon-hydrogen (C-H) bond functionalization represents one of the most step- and atom-economical methods. This SET umpolung strategy features mild conditions and a remarkably broad substrate scope, offering an entirely new substrate class to direct C-H amination.

Hydroxyl radical as a strong electrophilic species

In order to clarify an index which could be used as proof of the presence of hydroxyl radical, a new standard isomer distribution ratio of phenols formed from aromatic hydroxylation with [(4-bromophenyl)diazenyl](phenyl)methyl hydroperoxide 4, which is a stable source of hydroxyl radical, under a new appropriate photolysis condition in the presence or absence of benzoquinones is reported. We also demonstrated the strong electrophilic properties of hydroxyl radical in reference to earlier results of electron density calculations.