22071-24-5

Usage

Chemical Properties

White Solid

InChI:InChI=1/C14H11BrO/c15-10-11-5-4-8-13(9-11)14(16)12-6-2-1-3-7-12/h1-9H,10H2

Upstream product

• 643-65-2 3-methyl benzophenone 
• 1711-06-4 3-Methylbenzoyl chloride 
• 71-43-2 benzene 
• 99-04-7 m-Toluic acid 

Downstream Products

• 89765-35-5 diethyl (m-benzoylbenzyl)phosphonate 
• 21288-34-6 2-(3-benzoylphenyl)acetonitrile 
• 71856-95-6 3-benzoylbenzaldehyde 
• 145695-60-9 3-Nitratomethylbenzophenone 
• 191028-56-5 3-benzoylphenyl-[1-13C]-ethanenitrile 
• 344558-13-0 (E)-4-(3'-benzoylbenzyloxy)-1-[(tetrahydro-2H-pyran-2-yl)oxy]-3-methyl-2-butene 
• 863030-40-4 3-(α-hydroxy-4'-methylbenzyl)benzophenone 
• 52010-96-5 3-(hydroxy(phenyl)methyl)benzaldehyde 
• 118466-20-9 (3-benzoyl-benzyl)-phosphonic acid 
• 41652-22-6 ethyl m-benzoyl-benzylmalonate 
• 946131-29-9 m-benzoylbenzyl radical 
• 1178909-80-2 (3-benzoyl-benzyl)-phosphonic acid dimethyl ester 
• 1233514-14-1 7-(3-benzoylbenzyl) dehydroglaucine 

Relevant academic research and scientific papers

Reaction mechanisms and structural characterization of the reactive intermediates observed after the photolysis of 3-(hydroxymethyl)benzophenone in acetonitrile, 2-propanol, and neutral and acidic aqueous solutions

Nanosecond time-resolved resonance Raman (ns-TR3) spectroscopy was employed to investigate the photoinduced reactions of 3-(hydroxymethyl) benzophenone (1) in acetonitrile, 2-propanol, and neutral and acidic aqueous solutions. Density functional theory calculations were utilized to help the interpretation of the experimental spectra. In acetonitrile, the neutral triplet state 1 [denoted here as (m-BPOH)3] was observed on the nanosecond to microsecond time scale. In 2-propanol this triplet state appeared to abstract a hydrogen atom from the solvent molecules to produce the aryphenyl ketyl radical of 1 (denoted here as ArPK of 1), and then this species underwent a cross-coupling reaction with the dimethylketyl radical (also formed from the hydrogen abstraction reaction) to form a long-lived light absorbing transient species that was tentatively identified to be mainly 2-(4-(hydroxy(3- (hydroxymethyl)phenyl)methylene)cyclohexa-2,5-dienyl)propan-2-ol. In 1:1 H 2O:CH3CN aqueous solution at neutral pH, (m-BPOH) 3 reacted with water to produce the ArPK of 1 and then underwent further reaction to produce a long-lived light absorbing transient species. Three photochemical reactions appeared to take place after 266 nm photolysis of 1 in acidic aqueous solutions, a photoreduction reaction, an overall photohydration reaction, and a novel photoredox reaction. TR3 experiments in 1:1 H2O:CH3CN aqueous solution at pH 2 detected a new triplet biradical species, which is associated with an unusual photoredox reaction. This reaction is observed to be the predominant reaction at pH 2 and seems to face competition from the overall photohydration reaction at pH 0.

Cyclometalated Gold(III) Complexes Containing N-Heterocyclic Carbene Ligands Engage Multiple Anti-Cancer Molecular Targets

Metal N-heterocyclic carbene (NHC) complexes are a promising class of anti-cancer agents displaying potent in vitro and in vivo activities. Taking a multi-faceted approach employing two clickable photoaffinity probes, herein we report the identification of multiple molecular targets for anti-cancer active pincer gold(III) NHC complexes. These complexes display potent and selective cytotoxicity against cultured cancer cells and in vivo anti-tumor activities in mice bearing xenografts of human cervical and lung cancers. Our experiments revealed the specific engagement of the gold(III) complexes with multiple cellular targets, including HSP60, vimentin, nucleophosmin, and YB-1, accompanied by expected downstream mechanisms of action. Additionally, PtII and PdII analogues can also bind the cellular proteins targeted by the gold(III) complexes, uncovering a distinct pincer cyclometalated metal–NHC scaffold in the design of anti-cancer metal medicines with multiple molecular targets.

Novel high-activity diphenyl ketone photoinitiator and preparation method thereof

The invention belongs to the field of photosensitive high polymer materials, and provides a novel high-activity diphenyl ketone photoinitiator. Two diphenyl ketone derivatives are synthesized into a novel diphenyl ketone photoinitiator through synthesis reaction, so that ultraviolet absorption wavelength and absorption peak area of the photoinitiator are increased, a utilization rate on ultraviolet light is increased, the photoinitiating activity is greatly improved, and range of application is increased. The invention provides a preparation method for the novel diphenyl ketone photoinitiator,and the preparation method is simple in reaction process, is gentle in reaction condition, is simple in post-treatment, and is easy to purify.

SUBSTITUTED PYRIDINES AS INHIBITORS OF DNMT1

The invention is directed to substituted pyridine derivatives. Specifically, the invention is directed to compounds according to Formula (Iar): (Iar) wherein Yar, X1ar, X2ar, R1ar, R2ar, R3ar, R4ar and R5ar are as defined herein; or a pharmaceutically acceptable salt or prodrug thereof. The compounds of the invention are selective inhibitors of DNMT1 and can be useful in the treatment of cancer, pre-cancerous syndromes, beta hemoglobinopathy disorders, sickle cell disease, sickle cell anemia, and beta thalassemia, and diseases associated with DNMT1 inhibition. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT1 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

AGONISTS OF GPR40

The present invention relates to compounds that have the ability to modulate the activity of GPR40 and are there-fore useful in the treatment of GPR40 related disorders. In addition the invention relates to the compounds, methods for their preparation, pharmaceutical compositions containing the compounds and the uses of these compounds in the treatment of certain disorders related to GPR40 activity.

A versatile photoactivatable probe designed to label the diphosphate binding site of farnesyl diphosphate utilizing enzymes

Farnesyl diphosphate (FPP) is a substrate for a diverse number of enzymes found in nature. Photoactive analogues of isoprenoid diphosphates containing either benzophenone, diazotrifluoropropionate or azide groups have been useful for studying both the enzymes that synthesize FPP as well as those that employ FPP as a substrate. Here we describe the synthesis and properties of a new class of FPP analogues that links an unmodified farnesyl group to a diphosphate mimic containing a photoactive benzophenone moiety; thus, importantly, these compounds are photoactive FPP analogues that contain no modifications of the isoprenoid portion of the molecule that may interfere with substrate binding in the active site of an FPP utilizing enzyme. Two isomeric compounds containing meta- and para-substituted benzophenones were prepared. These two analogues inhibit Saccharomyces cerevisiae protein farnesyltransferase (ScPFTase) with IC50 values of 5.8 (meta isomer) and 3.0 μM (para isomer); the more potent analogue, the para isomer, was shown to be a competitive inhibitor of ScPFTase with respect to FPP with a KI of 0.46 μM. Radiolabeled forms of both analogues selectively labeled the β-subunit of ScPFTase. The para isomer was also shown to label Escherichia coli farnesyl diphosphate synthase and Drosophila melanogaster farnesyl diphosphate synthase. Finally, the para isomer was shown to be an alternative substrate for a sesquiterpene synthase from Nostoc sp. strain PCC7120, a cyanobacterial source; the compound also labeled the purified enzyme upon photolysis. Taken together, these results using a number of enzymes demonstrate that this new class of probes should be useful for a plethora of studies of FPP-utilizing enzymes.

Inhibitors of phenylalanine ammonia-lyase: Substituted derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid

Six derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid were synthesized. The compounds were tested both as inhibitors of buckwheat phenylalanine ammonia-lyase (in vitro) and as inhibitors of anthocyanin biosynthesis (in vivo). (±)-2-Amino-4-bromoindane-2-phosphonic acid was found to be the strongest inhibitor from investigated compounds. The results obtained are a basis for design of phenylalanine ammonia-lyase inhibitors useful in the enzyme structure studies in photo labelling experiments.

Imidazolylmethylbenzophenones as highly potent aromatase inhibitors

Suppression of tumor and plasma estrogen levels by inhibition of aromatase is one of the most effective treatments for post-menopausal breast cancer patients. Starting from an easy, synthetically accessible, benzophenone scaffold, a new class of potent aromatase inhibitors was synthesized, endowed with high selectivity with respect to 17α-hydroxylase/17,20-lyase (CYP17). Compounds 1b and 1d proved to be among the most potent inhibitors described so far.

Photoinduced ω-bond dissociation of m-halomethylbenzophenones studied by laser photolysis techniques and DFT calculations. Substituted position effects

Photochemical profiles of ω-cleavage of carbon-X (X = Br and Cl) bonds in m-bromo- and m-chloromethylbenzophenones (m-BMBP and m-CMBP) were investigated by laser photolysis techniques and DFT calculations. m-BMBP and m-CMBP were found to undergo ω-bond cleavage to yield the m-benzoylbenzyl radical (m-BBR) at 295 K, and the quantum yields were determined. No CIDEP signal was detected upon 308 nm laser photolysis of both the compounds. From these observations, it was inferred that the ω-bond of these m-halomethylbenzophenones (m-HMBP) cleaves in the lowest excited singlet state (S1(n,π*)) upon direct excitation. Upon triplet sensitization of acetone (Ac), the m-BBR formation was observed in transient absorption for an Ac-m-BMBP system, and an efficiency of the C-Br bond cleavage in the lowest triplet state (T1(n,π*)) of m-BMBP was determined. In contrast, formation of triplet m-CMBP was seen for an Ac-m-CMBP system. Absence of C-Cl bond cleavage in the triplet state of m-CMBP indicated the reactive state of m-CMBP for ω-cleavage is only the S 1(n,π*) state. Based on the efficiencies and DFT calculations for excited state energies, photoinduced ω-bond dissociation of m- and p-HMBPs was characterized. the Owner Societies.

PREVENTIVE AND/OR THERAPEUTIC AGENT FOR NEUTROPHILIC INFLAMMATION DISEASE

The present invention provides a preventive and/or therapeutic agent for neutrophilic inflammatory diseases which comprises, as an active ingredient, a bicyclic heterocyclic compound represented by formula (I): [wherein R 1 represents a hydrogen atom, substituted or unsubstituted alkyl, or the like, A 1 -A 2 -A 3 -A 4 represents N=CR 3 -CR 4 =CR 5 (wherein R 3 , R 4 , and R 5 are the same or different and each represents a hydrogen atom, substituted or unsubstituted lower alkyl, and the like), Q represents substituted or unsubstituted phenylene, and the like, and T represents substituted or unsubstituted lower alkyl, substituted or unsubstituted aroyl, and the like].