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Upstream product

• 13755-29-8 sodium tetrafluoroborate 
• 95-76-1 m,p-dichloroaniline 

Downstream Products

• 108999-39-9 C₁₅H₁₀Cl₂N₄ 
• 46420-23-9 o-Chlor-p-phenylendiisothiuronium 
• 47374-48-1 2-(3,4-Dichloro-phenyl)-1,3-diphenyl-isothiourea 
• 1198097-83-4 (E)-methyl 3-(3,4-dichlorophenyl)-3-phenylacrylate 
• 1198097-88-9 methyl 3-(3,4-dichlorophenyl)-3-phenylpropanoate 
• 1373395-96-0 acetic acid 3-(3,4-dichlorophenyl)-2-(3,4-dichlorophenylazo)-2-methylpropyl ester 
• 112922-60-8 (S)-2-amino-2-(3,4-dichlorobenzyl)-1-propanol 
• 1373396-14-5 (R)-3-(3,4-dichlorophenyl)-2-(3,4-dichlorophenylazo)-2-methylpropan-1-ol 
• 1373396-07-6 (S)-acetic acid 3-(3,4-dichlorophenyl)-2-(3,4-dichlorophenylazo)-2-methylpropyl ester 
• 112922-43-7 (S)-(-)-2-amino-2(3,4-dichlorobenzyl)-1-propanol 
• 1373396-32-7 3-(3,4-dichlorophenyl)-2-(3,4-dichlorophenylazo)-2-methylpropan-1-ol 
• 1267000-76-9 1-(3,4-dichlorophenyl)-4-formyl-1H-pyrazole-3-carboxylic acid 
• 337957-48-9 2-[(3,4-dichlorophenyl)hydrazono]propionic acid ethyl ester 
• 1447607-99-9 ethyl 1-(3,4-dichlorophenyl)-4-formyl-1H-pyrazole-3-carboxylate 

Relevant academic research and scientific papers

Copper-mediated tandem ring-opening/cyclization reactions of cyclopropanols with aryldiazonium salts: Synthesis of: N -arylpyrazoles

A general method for the synthesis of structurally diverse N-arylpyrazoles from readily available cyclopropanols and aryldiazonium salts is disclosed. The reaction was conducted at room temperature within minutes with a broad substrate scope and excellent regioselectivity.

Discovery and structure-activity relationship studies of 1-aryl-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione derivatives as potent dual inhibitors of indoleamine 2,3-dioxygenase 1 (IDO1) and trytophan 2,3-dioxygenase (TDO)

Indoleamine 2,3-dioxygenase 1 (IDO1) and tryptophan 2,3-dioxygenase (TDO), which mediate kynurenine pathway of tryptophan degradation, have emerged as potential new targets in immunotherapy for treatment of cancer because of their critical role in immunosuppression in the tumor microenvironment. In this investigation, we report the structural optimization and structure-activity relationship studies of 1-phenyl-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione derivatives as a new class of IDO1/TDO dual inhibitors. Among all the obtained dual inhibitors, 1-(3-chloro-4-fluorophenyl)-6-fluoro-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione (38) displayed the most potent IDO1 and TDO inhibitory activities with IC50 (half-maximal inhibitory concentration) values of 5 nM for IDO1 and 4 nM for TDO. It turned out that compound 38 was not a PAINS compound. Compound 38 could efficiently inhibit the biofunction of IDO1 and TDO in intact cells. In LL2 (Lewis lung cancer) and Hepa1-6 (hepatic carcinoma) allograft mouse models, this compound also showed considerable in vivo anti-tumor activity and no obvious toxicity was observed. Therefore, 38 could be a good lead compound for cancer immunotherapy and deserving further investigation.

Tandem and chemoselective synthesis of benzil derivatives from styrene and arene diazonium salts

A facile and practically applied protocol for synthesis of benzil derivatives using styrene and arene diazonium salts is reported. Pd(OAc)2/SeO2 catalytic system was found to be efficient for chemoselective synthesis of benzil. Selenium dioxide works well as an oxidant under milder reaction conditions. Moderate to very good yields of the desired products were obtained.

Crown Cation Complex Effects. 12. Dissolution and Complexation of Arenediazonium Cations in Nonpolar Media. An Assessment of Solvent Effects and Reactivity by Infrared and Nuclear Magnetic Resonance Spectroscopy

A number of arenediazonium salts (largely tetrafluoroborates) have been surveyed to determine their solubility properties and the influence of crown ethers and quaternary ammonium salts thereupon.Analysis has been by a variety of spectral techniques inclu