61002-52-6

Usage

Chemical Properties

Solid

Preparation

Preparation by Fries rearrangement of phenyl m-chloro-benzoate, ? in the presence of aluminium chloride without solvent at 120° or at 160°; ? in the presence of Nafion-H, a polymeric perfluorinated resin sulfonic acid, in refluxing nitrobenzene for 12 h (54%).

Upstream product

• 13389-51-0 (3-chlorophenyl)(4-methoxyphenyl)methanone 
• 535-80-8 3-chlorobenzoate 
• 766-83-6 m-chlorophenylacetylene 
• 106-51-4 p-benzoquinone 
• 100-66-3 methoxybenzene 
• 63503-60-6 3-chlorophenylboronic acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 618-46-2 m-Chlorobenzoyl chloride 
• 41998-17-8 phenyl 3-chlorobenzoate 
• 1095-03-0 triphenylborane 
• 108-95-2 phenol 
• 784-41-8 2-amino-5-chloro-4'-hydroxy-benzophenone 

Downstream Products

• 670221-38-2 [4-(3-chloro-benzoyl)-phenoxy]-acetic acid ethyl ester 
• 185606-02-4 (4-acetyloxyphenyl)-(3-chlorophenyl)-methanone 

Relevant academic research and scientific papers

Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes

A single-step synthesis of 4-hydroxy-functionalized bi-aryl and aryl/alkyl ketones via oxidative coupling of terminal alkynes with benzoquinones is reported. Furthermore, with naphthoquinones, owing to the cross-resonance of carbonyl with the aromatic ring, alkene-alkyne cycloaddition is more favored to give four-membered carbocyclic adducts, thereby precluding the requirement of preactivated alkynes.

Synthesis and biological evaluation of negative allosteric modulators of the Kv11.1(hERG) channel

We synthesized and evaluated a series of compounds for their allosteric modulation at the Kv11.1 (hERG) channel. Most compounds were negative allosteric modulators of [3H]dofetilide binding to the channel, in particular 7f, 7h-j and 7p. Compounds 7f and 7p were the most potent negative allosteric modulators amongst all ligands, significantly increasing the dissociation rate of dofetilide in the radioligand kinetic binding assay, while remarkably reducing the affinities of dofetilide and astemizole in a competitive displacement assay. Additionally, both 7f and 7p displayed peculiar displacement characteristics with Hill coefficients significantly distinct from unity as shown by e.g., dofetilide, further indicative of their allosteric effects on dofetilide binding. Our findings in this investigation yielded several promising negative allosteric modulators for future functional and clinical research with respect to their antiarrhythmic propensities, either alone or in combination with known Kv11.1 blockers.

Tandem catalysis: Access to ketones from aldehydes and arylboronic acids via rhodium-catalyzed addition/oxidation

Direct cross-coupling reactions of aromatic aldehydes with arylboronic acids afforded ketones in high yields and under mild conditions in the presence of a rhodium catalyst, acetone and a base. This new reaction, involving a formal aldehyde C-H bond activation, is believed to proceed via a tandem process involving addition of the organometallic species to the aldehyde followed by oxidation by β-hydride transfer.

Synthesis of 5-(4′-aroyl)-aryloxy methyl-4H-(1,2,4)-triazolin-3-thiol and their biological activity

5-(4′-aroyl)-aryloxy methyl-4H-1,2, 4)-triazolin-3-thiols were synthesized by using substituted phenyl benzoates as the starting material. Phenyl benzoates on Fries rearrangement gave p-hydroxy benzophenones which on treatment with ethyl bromoacetate in presence of anhydrous potassium carbonate and dry acetone gave corresponding benzoyl phenyloxy esters in excellent yield. Esters were refluxed with thiosemicarbazide in presence of acetic anhydride gave cyclized title compounds. Supports for the structures of the synthesized compounds have been provided by their elemental analysis and spectral data. The newly synthesized compounds were screened for antibacterial and antifungal activities.

Synthesis and structure-activity relationships of benzophenone hydrazone derivatives with insecticidal activity

A broad range of benzophenone hydrazone derivatives was prepared and tested against selected chewing insect pests, allowing the analysis of structure-activity relationships. Good activity was found only when the aromatic rings were substituted at the 4-positions with an halogen atom and a triflate or perhaloalkoxy group. In contrast, a number of substituents on the hydrazone part led to active compounds, the best results being achieved with acyl-type substituents. The excellent laboratory and greenhouse activity of the best representatives was confirmed in semi-field trials against Spodoptera littoralis. ° 2001 Society of Chemical Industry.

Quinoline and quinazoline derivatives inhibiting platelet-derived growth factor receptor autophosphorylation and pharmaceutical compositions containing the same

The present invention relates to novel quinoline derivatives and quinazoline derivatives represented by the following formula (I): STR1 [wherein R 1 and R 2 are each independently H or C 1 -C 4 -alkyl, or R 1 and R 2 together form C 1 -C 3 -alkylene, X is O, S or CH 2, W is CH or N, and Q is a substituted aryl group or substituted heteroaryl group] and their pharmaceutically acceptable salts, having platelet-derived growth factor receptor autophosphorylation inhibitory activity, to pharmaceutical compositions containing these compounds, and to methods for the treatment of diseases associated with abnormal cell growth such as tumors.

Comparative study on the dynamics, polarity, and thermal properties of the isomers of (4-acetyloxyphenyl)-(chlorophenyl)-methanone

The effect of the location of the chlorine atoms on the dynamics, polarity, and thermal properties of the isomers derived from (4-acetyloxyphenyl)-(chlorophenyl)-methanone is discussed. The changes occurring in the dipole moments along the trajectories in