51490-05-2

Upstream product

• 108-90-7 chlorobenzene 
• 25026-34-0 4-chlorophenacetyl chloride 
• 107323-82-0 4-chlorobenzylmagnesium bromide 
• 619-56-7 4-chlorobenzamide 
• 19277-54-4 p-chlorophenyldiazomethane 
• 104-88-1 4-chlorobenzaldehyde 
• 77855-65-3 p-chlorobenzyl-α-(N-benzyl-p-chlorobenzamido)benzyl sulfide 
• 62006-50-2 trans-1,2-bis-(p-chlorophenyl)ethane oxide 
• 122-01-0 4-chloro-benzoyl chloride 
• 52578-08-2 2,3-bis-(4-chloro-phenyl)-3-oxo-propionaldehyde 
• 780-25-6 N-benzylidene benzylamine 
• 56960-97-5 1,2-bis(4-chlorophenyl)ethan-1-ol 
• 1196070-10-6 1,2-bis(4-chlorophenyl)-2-oxoethyl pivalate 
• 1196070-09-3 1,2-bis(4-chlorophenyl)-2-oxoethyl methanesulfonate 

Downstream Products

• 76905-73-2 (E)-4,4'-(1-chloroethene-1,2-diyl)bis(chlorobenzene) 
• 5216-35-3 1,2-bis(4-chlorophenyl)ethane 
• 101119-29-3 2-(4-chloro-benzyl)-2-(4-chloro-phenyl)-[1,3]oxathiolane 
• 72234-51-6 3,4-bis-(4-chloro-phenyl)-[1,2,5]thiadiazole 
• 40281-53-6 1,2-bis(4-chlorophenyl)prop-2-en-1-one 
• 95139-63-2 1,2‐bis (4‐chlorophenyl)‐4‐phenylbutane‐1,4‐dione 
• 952019-89-5 4,5-bis(4-chlorophenyl)-2-hydroxy-5-oxo-pentanoic acid methyl ester 
• 146652-99-5 [4'-chloro-2-(4-chlorophenyl)acetophenone]hydrazone 
• 1041810-92-7 (Z)-3-chloro-2,3-bis(4-chlorophenyl)propenal 
• 1383628-19-0 C₁₈H₁₃Cl₂NO₂ 
• 1383628-25-8 C₁₈H₁₃Cl₂NO₂S 
• 1383627-68-6 C₂₁H₁₈Cl₂N₂OS 
• 1383627-59-5 C₂₀H₁₆Cl₂N₂OS 
• 1383627-56-2 C₂₃H₂₂Cl₂N₂OS 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of novel pyrrolidone-based derivatives as potent p53-MDM2 inhibitors

Inhibition of the interactions of the tumor suppressor protein p53 with its negative regulators MDM2 in vitro and in vivo, representing a valuable therapeutic strategy for cancer treatment. The natural product chalcone exhibited moderate inhibitory activity against MDM2, thus based on the binding mode between chalcone and MDM2, a hit unsaturated pyrrolidone scaffold was obtained through virtual screening. Several unsaturated pyrrolidone derivatives were synthesized and biological evaluated. As a result, because the three critical hydrophobic pockets of MDM2 were occupied by the substituted-phenyl linked at the pyrrolidone fragment, compound 4 h demonstrated good binding affinity with the MDM2. Additionally, compound 4 h also showed excellent antitumor activity and selectivity, and no cytotoxicity against normal cells in vitro. The further antitumor mechanism studies were indicated that compound 4 h could successfully induce the activation of p53 and corresponding downstream p21 proteins, thus successfully causing HCT116 cell cycle arrest in the G1/M phase and apoptosis. Thus, the novel unsaturated pyrrolidone p53-MDM2 inhibitors could be developed as novel antitumor agents.

Diazaphosphinyl radical-catalyzed deoxygenation of α-carboxy ketones: A new protocol for chemo-selective C-O bond scission: Via mechanism regulation

C-O bond cleavage is often a key process in defunctionalization of organic compounds as well as in degradation of natural polymers. However, it seldom occurs regioselectively for different types of C-O bonds under metal-free mild conditions. Here we report a facile chemo-selective cleavage of the α-C-O bonds in α-carboxy ketones by commercially available pinacolborane under the catalysis of diazaphosphinane based on a mechanism switch strategy. This new reaction features high efficiency, low cost and good group-tolerance, and is also amenable to catalytic deprotection of desyl-protected carboxylic acids and amino acids. Mechanistic studies indicated an electron-transfer-initiated radical process, underlining two crucial steps: (1) the initiator azodiisobutyronitrile switches originally hydridic reduction to kinetically more accessible electron reduction; and (2) the catalytic phosphorus species upconverts weakly reducing pinacolborane into strongly reducing diazaphosphinane. This journal is

A copper-catalyzed insertion of sulfur dioxide: Via radical coupling

A copper-catalyzed three-component reaction of O-acyl oximes, DABCO·(SO2)2, and 2H-azirines under mild conditions has been achieved. This protocol provides an efficient route for the construction of various tetrasubstituted β-sulfonyl N-unprotected enamines in moderate to good yields with excellent stereoselectivity and regioselectivity. Notably, this method represents a rare example of 2H-azirines as useful synthons for β-functionalized N-unprotected enamines. Preliminary mechanistic studies indicate that the reaction proceeds through coupling of a sulfonyl radical and α-carbon radical via copper-catalyzed ring-opening C-C bond cleavage of O-acyl oxime and C-N bond cleavage of 2H-azirine with the insertion of sulfur dioxide.

GUANIDINE DERIVATIVE AND MEDICAL USE THEREOF

A compound has a guanidine skeleton that inhibits the protease activity of MALT1 and exerts a therapeutic or prophylactic effect on autoimmune disease such as psoriasis or allergic disease such as atopic dermatitis. The guanidine derivative is typified by the following formula or a pharmacologically acceptable salt thereof.

Method for preparing diphenylethanone from benzyl alcohol through photocatalytic one-step method

The present invention relates to a method for preparing diphenylethanone from benzyl alcohol through a photocatalytic one-step method. According to the method, diphenylethanone is directly prepared byusing inexpensive benzyl alcohol as a raw material under the action of a solid photocatalyst; and the reaction process comprises: mixing benzyl alcohol, a catalyst and an acetonitrile solvent are mixed, placing in a pressure container, replacing with an inert gas, and carrying out illumination stirring at a room temperature, wherein the reaction time is more than 1 h, the catalyst is easily separated from the reaction system after the reaction and can be recycled multiple times, and the separation yield of diphenylethanone is up to 81%.

MeZnOMe-mediated reaction of aldehydes with Grignard reagents: A glance into nucleophilic addition/Oppenauer oxidation pathway

A novel organozincate of RMgX ?MeZnOMe ?LiCl type, formed in situ via transmetalation of Grignard reagent RMgBr ?LiCl with MeZnOMe, is shown to be an excellent organometallic species in the nucleophilic addition/Oppenauer oxidation of aldehydes to generate aromatic ketones in high yield. This transformation allows quick access to structurally diverse aryl, heteroaryl, benzyl and alkyl ketones with broad substrate scope and excellent functional group tolerance.

Vanadium-Catalyzed Oxidative C(CO)-C(CO) Bond Cleavage for C-N Bond Formation: One-Pot Domino Transformation of 1,2-Diketones and Amidines into Imides and Amides

A novel vanadium-catalyzed one-pot domino reaction of 1,2-diketones with amidines has been identified that enables their transformation into imides and amides. The reaction proceeds by dual acylation of amidines via oxidative C(CO)-C(CO) bond cleavage of 1,2-diketones to afford N,N′-diaroyl-N-arylbenzamidine intermediates. In the reaction, these intermediates are easily hydrolyzed into imides and amides through vanadium catalysis. This method provides a practical, simple, and mild synthetic approach to access a variety of imides as well as amides in high yields. Moreover, one-step construction of imide and amide bonds with a long-chain alkyl group is an attractive feature of this protocol.

Design, Synthesis, and Biological Evaluation of Pyrazole Derivatives

In this in vitro study, a series of novel pyrazole derivatives were designed, synthesized, and evaluated against five human cancer cell lines (PC3, A549, HL60, HCT116, and SW620) for their antiproliferative and p53-MDM2 binding inhibitory activities. Although biological evaluations showed that this series of compounds possessed weak p53-MDM2 inhibitory activities, most of them displayed moderate to potent antiproliferative activities against the tested cells lines. Compound 11c exhibited the best potency for MDM2 (FP-IC50 = 29.22 μm) and demonstrated antiproliferative activities in response to the five tested cell lines (IC50 = 4.09-16.82 μm). Compared with the positive control Nutlin-1, there was enhanced antiproliferative activity to p53-mutated or p53-deficient cell lines (SW620, HL60, and PC3).

Visible Light Mediated Reductive Cleavage of C-O Bonds Accessing α-Substituted Aryl Ketones

C-O σ-bonds in multifaceted benzoin derivatives can be effectively cleaved as acetates using catalytic amounts of [Ru(bpy)3]Cl2 as photoredox catalyst in combination with Hantzsch ester and triethylamine as a sacrificial electron donor. This mild and operationally simple method is applicable to a great variety of substrates. Homo- and cross-benzoins, which are easily accessed by NHC (N-heterocyclic carbene) catalysis, with both electron-withdrawing and electron-donating substituents, including aryl halogenides, can be employed. The deoxygenated counterparts are isolated in good to excellent yields. These broadly accessible, α-substituted (nonsymmetric) aryl ketones are versatilely applicable for further transformations as illustrated by the syntheses of 2-arylbenzofurans.

Structure-based design and synthesis of antiparasitic pyrrolopyrimidines targeting pteridine reductase 1

The treatment of Human African trypanosomiasis remains a major unmet health need in sub-Saharan Africa. Approaches involving new molecular targets are important; pteridine reductase 1 (PTR1), an enzyme that reduces dihydrobiopterin in Trypanosoma spp., has been identified as a candidate target, and it has been shown previously that substituted pyrrolo[2,3-d]pyrimidines are inhibitors of PTR1 from Trypanosoma brucei (J. Med. Chem. 2010, 53, 221-229). In this study, 61 new pyrrolo[2,3-d]pyrimidines have been prepared, designed with input from new crystal structures of 23 of these compounds complexed with PTR1, and evaluated in screens for enzyme inhibitory activity against PTR1 and in vitro antitrypanosomal activity. Eight compounds were sufficiently active in both screens to take forward to in vivo evaluation. Thus, although evidence for trypanocidal activity in a stage I disease model in mice was obtained, the compounds were too toxic to mice for further development.