837-58-1

Upstream product

• 724-07-2 3-(4-chlorobenzene)-5-chloro-2,1-benzoisoxazole 
• 1588428-52-7 C₁₄H₉Cl₂NO₂ 
• 23746-80-7 5-chloro-2-(4-chlorophenyl)-1H-indole 
• 4743-17-3 5-Chloroisatoic anhydride 
• 106-39-8 bromochlorobenzene 
• 150879-48-4 N-methyl-N-methyloxy-2-amino-5-chlorobenzamide 
• 635-21-2 5-chloroanthranilic acid 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 7033-50-3 6-chloro-2-methyl-4H-benzo[d][1,3]oxazin-4-one 
• 74-11-3 para-chlorobenzoic acid 
• 106-47-8 4-chloro-aniline 
• 122-01-0 4-chloro-benzoyl chloride 
• 623-03-0 4-Cyanochlorobenzene 
• 897-82-5 5-chloro-2-tosylaminobenzoic acid 

Downstream Products

• 32711-86-7 2-(2-bromo-propionylamino)-5,4'-dichloro-benzophenone 
• 78961-59-8 5,4'-dichloro-2-methylaminobenzophenone 
• 24143-34-8 10-chloro-11b-(4-chloro-phenyl)-5-methyl-2,3,7,11b-hexahydro-benzo[f]oxazolo[3,2-e][1,4]diazepin-6-one 
• 1429095-70-4 [2-(2-azidobenzylideneamino)-5-chlorophenyl](4-chlorophenyl)methanone 
• 1429095-90-8 2-chloro-12-(4-chlorophenyl)-5H-indazolo[3,2-b]-1,3,4-benzotriazepine 
• 1283108-77-9 3-acetyl-6-chloro-4-(4-chlorophenyl)quinolin-2(1H)-one 
• 1449373-76-5 6-chloro-4-(4-chlorophenyl)-3-[5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]quinolin-2(1H)-one 
• 1449374-20-2 4-{3-[6-chloro-4-(4-chlorophenyl)-2-oxo-1,2-dihydroquinolin-3-yl]-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-1-yl}-4-oxobutanoic acid 
• 1449373-31-2 (E)-6-chloro-4-(4-chlorophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one 
• 1373887-69-4 C₁₅H₁₀Cl₂N₂O₂ 
• 1373887-66-1 6-chloro-4-(4-chlorophenyl)quinazoline-2-carboxylic acid 
• 1373887-63-8 6-chloro-4-(4-chlorophenyl)-N-isobutylquinazoline-2-carboxamide 
• 35001-85-5 6-chloro-4-(4-chloro-phenyl)-1,4-dihydro-benzo[d][1,3]thiazine-2-thione 
• 35001-97-9 6-chloro-4-(4-chloro-phenyl)-2-methylsulfanyl-4H-benzo[d][1,3]thiazine 

Relevant academic research and scientific papers

One-Pot Synthesis of 2-Aminobenzophenones from 2-Alkynyl Arylazides Catalyzed by Pd and Cu Precursors

We describe a novel one-pot three-step reaction of 2-alkynyl arylazides through palladium-catalyzed formation of 3-hydroxy-3-phenylindolin-2-ones followed by hydrolysis of amide bonds and copper-catalyzed decarboxylation to give 2-aminobenzophenones. This synthetic method works well with various 2-alkynyl arylazides and affords the products in moderate to good yields under mild reaction conditions.

2-Arylindoles: A new entry to transition metal-free synthesis of 2-aminobenzophenones

Various 2-aminobenzophenones were synthesized from readily available 2-arylindoles in DMSO under O2 balloon atmosphere. The synthesis was carried out without the aid of a transition metal catalyst or moisture-sensitive organometallic reagents from 2-arylindoles.

Structure-activity relationships and pharmacophore model of a noncompetitive pyrazoline containing class of GluN2C/GluN2D selective antagonists

Here we describe the synthesis and structure-activity relationship for a class of pyrazoline-containing dihydroquinolone negative allosteric modulators of the NMDA receptor that show strong subunit selectivity for GluN2C- and GluN2D-containing receptors over GluN2A- and GluN2B-containing receptors. Several members of this class inhibit NMDA receptor responses in the nanomolar range and are more than 50-fold selective over GluN1/GluN2A and GluN1/GluN2B NMDA receptors, as well as AMPA, kainate, GABA, glycine, nicotinic, serotonin, and purinergic receptors. Analysis of the purified enantiomers of one of the more potent and selective compounds shows that the S-enantiomer is both more potent and more selective than the R-enantiomer. The S-enantiomer had an IC 50 of 0.17-0.22 μM at GluN2D- and GluN2C-containing receptors, respectively, and showed over 70-fold selectivity over other NMDA receptor subunits. The subunit selectivity of this class of compounds should be useful in defining the role of GluN2C- and GluN2D-containing receptors in specific brain circuits in both physiological and pathophysiological conditions.

Design, synthesis and evaluation of aminobenzophenone derivatives containing nitrogen mustard moiety as potential central nervous system antitumor agent

A series of novel substituted aminobenzophenone derivatives containing nitrogen mustard moiety (5a-f) were synthesized and characterized on the basis of their IR, 1H NMR, 13C NMR, CHN, and mass spectral data. All the compounds when evaluated for chemical 4-(4-nitrobenzyl) pyridine alkylating activity proved to be active alkylating agents. All the synthesized compounds were subjected to physicochemical parameters determination required for central nervous system (CNS) activity through computational, online software, and QikProp 3.2. The log P values and other in silico ADME physicochemical descriptors analyzed lay between the ranges those are required for good BBB penetration. The in vitro antiproliferative activity against human cancer cell lines viz. A 549 (lung), COLO 205 (colon), U 87 (glioblastoma), and IMR-32 (neuroblastoma) was investigated. Most of the test compounds showed potent antitumor activity, especially compound (5f) which displayed the highest activity against CNS cancer cell line comparable to that of chlorambucil and docetaxel. The preliminary structure-activity relationship (SAR) revealed that 5-chloroaminobenzophenone-mustard series (5a-c) exhibited better antitumor activity than 5-nitroaminobenzophenone-mustard series (5d-f).

Synthesis of 2-aminobenzophenone derivatives and their anticancer activity

A number of 2-aminobenzophenones have been synthesized by acylation of para-chloroaniline with different 2-, 3-, 4-chloro-or fluorobenzoyl chloride in solid state via the Friedel-Crafts reaction. Synthesized compounds were characterized by 1H and 13C NMR, Fourier transform-infrared, ultraviolet-visible spectroscopy, mass spectrometry, and elemental analysis. Evaluation of biological activity in vitro showed that the selected compounds 9, 10, and 13 have potential anticancer activity. The presence of one chlorine atom in the second aromatic ring of the benzophenone molecule makes it more active.

5-Aryl-imidazo[2,1-c][1,4]benzodiazepine derivatives as tricyclic constrained analogues of diazepam and Ro5-4864. Synthesis and binding properties at peripheral and central benzodiazepine receptors

Four series of 5-aryl-imidazo[2,1-c][1,4]benzodiazepine derivatives 1a-f, 2a-f, 3a-f, and 4a-f were synthesized and tested for their affinity at both the peripheral and central benzodiazepine receptors. Among the four series, only N-10 and C-11 sites were changed, mainly [N(CH3)-CO], [N-CH], [NH-CO], [NH-CH2], and in each series the halogen site was varied at the positions C-7, C-2′, and C-4′. In particular, 10-methyl-benzodiazepinones 1a and 1b were designed as tricyclic constrained analogues of diazepam and Ro5-4864. All the tested compounds did not show significant binding activity at central benzodiazepine receptors, but relatively good PBzR binding affinities were found for 10-methyl-benzodiazepinone 1c and benzodiazepines 2b, c. Benzodiazepinones 3a-f were prepared by cyclization with 1,1′-carbonyldiimidazole of the corresponding 2-(aryl-imidazol-1-yl- methyl)-arylamines, obtained from the suitable (2-amino-aryl)-aryl-methanols with 1,1′-carbonyldiimidazole in different conditions. N-Alkylation of 3a-f to 1a-f was achieved using dimethylformamide-dimethylacetal. Reduction of 3a-f to 4a-f was accomplished with lithium aluminum hydride or borane and oxidation of 4a-f to 2a-f was performed with manganese (IV) oxide.

Preparation of 2-arninpbenzophenones and polysubstituted quinolines through Sml2 promoted reductive cleavage of 3-aryl-2,1-benzisoxazoles

Promoted by SmI2, 3-aryl-2,1-benzisoxazoles underwent reductive cleavage of the N - O bond leading to 2-aminobenzophenones in high yields upon protonation. Otherwise, if ketones with active methylene group were added to the reaction mixture prior to protonation, the desired poly substituted quinolines could be obtained under mild conditions in a one-pot manner.

Sulfonyl-containing 2,3-diarylindole compounds, methods for making same, and methods of use thereof

The present invention relates to sulfonyl-containing 2,3-diarylindole, especially to new compounds of general Formula, to a preparation method for their preparation, to pharmaceutical compositions containing said compound, and to the medical use thereof in the treatment of diseases relating to the inhibition of cyclooxygenase-2 (COX-2).

Synthesis and biological evaluation of substituted 2-sulfonyl-phenyl-3-phenyl-indoles: A new series of selective COX-2 inhibitors

A new series of substituted 2-sulfonyphenyl-3-phenyl-indole derivatives were synthesized and evaluated for their ability to inhibit COX-2 and COX-1enzymes. Most of the compounds synthesized were found to be highly potent and selective inhibitors of COX-2. This work led to the discovery of 2-aminosulfonylphenyl-3-phenyl-indole 5a which possesses higher activity and selectivity for COX-2 than Celecoxib both in vitro and in vivo.

SmI2-mediated facile one-pot preparation of 2,4-diarylquinolines from 3-aryl-2,1-benzisoxazoles

On treatment with SmI2, 3-aryl-2,1-benzisoxazoles undergo reductive cleavage of the N-O bond leading to 2-aminobenzophenones in high yields upon protonation. If aryl methyl ketones are added to the reaction mixture prior to protonation, the desired 2,4-diarylquinolines can be obtained in moderate yields under mild conditions.