Tag: M.W=200-250

Tietze, Lutz F.; Hungerland, Tim; Duefert, Alexander; Objartel, Ina; Stalke, Dietmar published the artcile< Synthesis of tetrasubstituted alkenes through a palladium-catalyzed domino carbopalladation/C-H-activation reaction>, Name: 2-Bromo-4-(trifluoromethyl)phenol, the main research area is helical tetrasubstituted alkene preparation; propargylic alc preparation domino carbopalladation bond activation.

Helical tetrasubstituted alkenes, e.g., I, were obtained in a highly efficient way through a palladium-catalyzed domino-carbopalladation/C-H-activation reaction of propargylic alcs., e.g., II, in good to excellent yields. Electron-withdrawing- and electron-donating substituents can be introduced onto the upper and lower aromatic rings. The substrates for the domino process were synthesized by addition of the lithiated alkyne to various aldehydes; moreover, the substrates were accessible enantioselectively (in 95 % ee) by reduction of the corresponding ketone using the Noyori procedure.

Chemistry – A European Journal published new progress about Alcohols, propargyl Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Name: 2-Bromo-4-(trifluoromethyl)phenol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cook, Ian; Cacace, Mary; Wang, Ting; Darrah, Kristie; Deiters, Alexander; Leyh, Thomas S. published the artcile< Small-molecule control of neurotransmitter sulfonation>, COA of Formula: C7H6BrNO, the main research area is dopamine metabolite neurotransmitter sulfonation; SULT1A3; allosteric; catecholamine; human mammary epithelial cells; inhibitor; molecular dynamics; neurotransmitter; structure activity relationship; sulfotransferase.

Controlling unmodified serotonin levels in brain synapses is a primary objective when treating major depressive disorder-a disease that afflicts ∼20% of the world′s population. Roughly 60% of patients respond poorly to first-line treatments and thus new therapeutic strategies are sought. To this end, we have constructed isoform-specific inhibitors of the human cytosolic sulfotransferase 1A3 (SULT1A3)-the isoform responsible for sulfonating ∼80% of the serotonin in the extracellular brain fluid. The inhibitor design includes a core ring structure, which anchors the inhibitor into a SULT1A3-specific binding pocket located outside the active site, and a side chain crafted to act as a latch to inhibit turnover by fastening down the SULT1A3 active-site cap. The inhibitors are allosteric, they bind with nanomolar affinity and are highly specific for the 1A3 isoform. The cap-stabilizing effects of the latch can be accurately calculated and are predicted to extend throughout the cap and into the surrounding protein. A free-energy correlation demonstrates that the percent inhibition at saturating inhibitor varies linearly with cap stabilization – the correlation is linear because the rate-limiting step of the catalytic cycle, nucleotide release, scales linearly with the fraction of enzyme in the cap-open form. Inhibitor efficacy in cultured cells was studied using a human mammary epithelial cell line that expresses SULT1A3 at levels comparable with those found in neurons. The inhibitors perform similarly in ex vivo and in vitro studies; consequently, SULT1A3 turnover can now be potently suppressed in an isoform-specific manner in human cells.

Journal of Biological Chemistry published new progress about Allosterism. 29124-57-0 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO, COA of Formula: C7H6BrNO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cheng, Yong-Feng; Liu, Ji-Ren; Gu, Qiang-Shuai; Yu, Zhang-Long; Wang, Jian; Li, Zhong-Liang; Bian, Jun-Qian; Wen, Han-Tao; Wang, Xiao-Jing; Hong, Xin; Liu, Xin-Yuan published the artcile< Catalytic enantioselective desymmetrizing functionalization of alkyl radicals via Cu(I)/CPA cooperative catalysis>, Reference of 14062-30-7, the main research area is THF analog enantioselective diastereoselective preparation reaction mechanism; alkene tethered diol Togni reagent desymmetrizing cyclization copper catalyst.

A general and efficient catalytic enantioselective desymmetrizing functionalization of alkene-tethered 1,3-diols was developed. It provided various tetrahydrofurans and analogs such as I [R1 = H, 3-furyl, 4-BrC6H4, etc.; R2 = 3-MeOC6H4, 3-furyl, 1-naphthyl, etc.; R3 = CF3, n-C4F9] bearing multiple stereocenters with remarkably high levels of enantio- and diastereocontrol. DFT calculations and mechanistic experiments revealed a reaction mechanism involving an enantiodetermining outer-sphere C-O bond formation step.

Nature Catalysis published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 14062-30-7 belongs to class bromides-buliding-blocks, and the molecular formula is C10H11BrO2, Reference of 14062-30-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jiang, Lin; Jin, Wen-Fei; Yu, Liu-Dong; Yuan, Ming-Wei; Li, Hong-Li; Jiang, Deng-Bang; Yuan, Ming-Long published the artcile< Regioselective synthesis of benzonitriles via amino-catalyzed [3+3] benzannulation reaction>, Application of C9H7BrO, the main research area is arylsulfonyl biphenyl carbonitrile preparation green chem regioselective pyrrolidine catalyst; unsaturated aldehyde arylsulfonyl butenenitrile benzannulation.

A straightforward synthesis of benzonitriles I (Ar = Ph, p-ClC6H4, m-NO2-C6H4, etc.; Ar1 = Ph, p-Tol) is achieved via amino-catalyzed [3+3] benzannulation of α,β-unsaturated aldehydes and 4-arylsulfonyl-2-butenenitriles. Using pyrrolidine as an organocatalyst via iminium activation, a series of substituted benzonitriles were obtained in good to high yields in a regioselective manner. This reaction can proceed smoothly under mild reaction conditions and without the aid of any metals, addnl. oxidants, or strong bases, thus making this an efficient and environmentally friendly method to access benzonitriles.

Journal of Chemical Research published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Grimshaw, James; Prasanna de Silva, A. published the artcile< Photocyclization of aryl halides. Part 4. 5-(2-Halophenyl)-1,3-diphenyl-Δ2-pyrazolines. Predissociation and electron transfer between intramolecular but separate chromophores>, Formula: C8H4BrNO, the main research area is pyrazoline halophenyl diphenyl photocyclization; halophenyldiphenylpyrazoline photochem ring closure; phenylpyrazoline halophenyl photocyclization.

Photoreaction of 5-(2-iodophenyl)-1,3-diphenyl-Δ2-pyrazoline (I) proceeds by simple bond homolysis from the S1° state to give 1,3,5-triphenylpyrazoline and 2-phenylpyrazolo[1,5-f]phenanthridine in a ratio which depends on the H atom donor ability of the hydrocarbon solvent. The quantum yield for decomposition of I depends on the viscosity of the hydrocarbon solvent and on the temperature The corresponding chloro and bromo compounds cyclize slowly and the 3-iodo- and 4-iodophenyl compounds are photostable. Consideration of these facts and the complementary fluorescence data suggests a mechanism of interchromophoric predissociation to an nσ* state. However, examples are given where there is a smaller electron donor-acceptor energy gap between the 2 chromophores so that photoreaction occurs by an electron transfer path.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about Photocyclization. 89003-95-2 belongs to class bromides-buliding-blocks, and the molecular formula is C8H4BrNO, Formula: C8H4BrNO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Binder, Jorg T.; Cordier, Christopher J.; Fu, Gregory C. published the artcile< Catalytic Enantioselective Cross-Couplings of Secondary Alkyl Electrophiles with Secondary Alkylmetal Nucleophiles: Negishi Reactions of Racemic Benzylic Bromides with Achiral Alkylzinc Reagents>, Reference of 405931-46-6, the main research area is secondary benzylic bromide cycloalkylzinc reagent nickel catalyzed Negishi coupling; chiral isoquinoline oxazoline ligand stereoselective Negishi coupling; acyclic alkylzinc reagent Negishi cross coupling isomerization.

The authors have developed a nickel-catalyzed method for the asym. cross-coupling of secondary electrophiles with secondary nucleophiles, specifically, stereoconvergent Negishi reactions of racemic benzylic bromides with achiral cycloalkylzinc reagents. In contrast to most previous studies of enantioselective Negishi cross-couplings, tridentate pybox ligands are ineffective in this process; however, a new, readily available bidentate isoquinoline-oxazoline ligand I furnishes excellent ee’s and good yields. Ent-I is also used to provide products of opposite configuration with excellent ee’s and good yields. The use of acyclic alkylzinc reagents as coupling partners led to the discovery of a highly unusual isomerization that generates a significant quantity of a branched cross-coupling product from an unbranched nucleophile.

Journal of the American Chemical Society published new progress about Aralkyl bromides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (secondary). 405931-46-6 belongs to class bromides-buliding-blocks, and the molecular formula is C8H8BrF, Reference of 405931-46-6.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Amano, Katsushi; Leung, Patrick S. C.; Rieger, Roman; Quan, Chao; Wang, Xiaobing; Marik, Jan; Suen, Yat Fan; Kurth, Mark J.; Nantz, Michael H.; Ansari, Aftab A.; Lam, Kit S.; Zeniya, Mikio; Matsuura, Eiji; Coppel, Ross L.; Gershwin, M. Eric published the artcile< Chemical Xenobiotics and Mitochondrial Autoantigens in Primary Biliary Cirrhosis: Identification of Antibodies against a Common Environmental, Cosmetic, and Food Additive, 2-Octynoic Acid>, HPLC of Formula: 16426-64-5, the main research area is xenobiotic mitochondria autoantigen primary biliary cirrhosis antibody.

Emerging evidence has suggested environmental factors as causative agents in the pathogenesis of primary biliary cirrhosis (PBC). The authors have hypothesized that in PBC the lipoyl domain of the immunodominant E2 component of pyruvate dehydrogenase (PDC-E2) is replaced by a chem. xenobiotic mimic, which is sufficient to break self-tolerance. To address this hypothesis, based upon the quant. structure-activity relationship data, a total of 107 potential xenobiotic mimics were coupled to the lysine residue of the immunodominant 15 amino acid peptide of the PDC-E2 inner lipoyl domain and spotted on microarray slides. Sera from patients with PBC (n = 47), primary sclerosing cholangitis (n = 15), and healthy volunteers (n = 20) were assayed for Ig reactivity. PBC sera were subsequently absorbed with native lipoylated PDC-E2 peptide or a xenobiotically modified PDC-E2 peptide, and the remaining reactivity analyzed. Of the 107 xenobiotics, 33 had a significantly higher IgG reactivity against PBC sera compared with control sera. In addition, 9 of those 33 compounds were more reactive than the native lipoylated peptide. Following absorption, 8 of the 9 compounds demonstrated cross-reactivity with lipoic acid. One compound, 2-octynoic acid, was unique in both its quant. structure-activity relationship anal. and reactivity. PBC patient sera demonstrated high Ig reactivity against 2-octynoic acid-PDC-E2 peptide. Not only does 2-octynoic acid have the potential to modify PDC-E2 in vivo but importantly it was/is widely used in the environment including perfumes, lipstick, and many common food flavorings.

Journal of Immunology published new progress about Autoantibodies Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, HPLC of Formula: 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gugulothu, Venkanna; Ahemed, Jakeer; Subburu, Mahesh; Yadagiri, Bhongiri; Mittal, Ritu; Prabhakar, Chetti; Pola, Someshwar published the artcile< Evolution of physical and photocatalytic properties of new Zn(II) and Ru(II) complexes>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is zinc ruthenium macrocyclic Schiff base complex preparation photocatalytic activity; methylstyrene carbon hydrogen bond activation zinc ruthenium macrocyclic Schiff; aromatic hydrocarbon photooxidation zinc ruthenium macrocyclic Schiff base catalyzed.

Synthesis of Zn(II) and Ru(II) complexes were reported by using N4-macrocyclic Schiff base ligands under solvothermal conditions. The newly synthesized Zn(II) and Ru(II) complexes have been characterized by various physico-chem. techniques such as elemental anal., molar conductance, HRMS, TGA, FESEM, UV-Vis, FT-IR, 1H NMR, and cyclic voltammetry. By using molar conductance studies, the complexes are formulated as [Zn(TPTTP)]Cl2 and [Ru(TPTTP)Cl2]. C-H bond activation of an sp3 group of methylstyrenes (converted into cinnamaldehydes) and C-H bond activation of the sp2 bond of polycyclic aromatic hydrocarbons through photooxidation was examined in the presence of Zn(II) and Ru(II) complexes. Reusable activity studies and photostability of catalyst are investigated by using UV-Vis spectra. Based on the results, higher catalytic activity of [Ru(TPTTP)Cl2] complex than [Zn(TPTTP)]Cl2 complex in both C-H bond activation and photooxidation of aromatic hydrocarbons has been reported.

Polyhedron published new progress about Aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation) (cinnamaldehydes). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bhaumik, Asish; Eswaraiah, M. Chinna; Chakraborty, Raja published the artcile< Evaluation of antimicrobial profile of some novel 1, 3, 4-oxadiazole derivatives followed by molecular docking against 3G7E bacterial DNA gyrase>, Electric Literature of 16426-64-5, the main research area is oxadiazole derivative preparation mol docking 3G7E bacterial DNA gyrase; physicochem property antibacterial antifungal oxadiazole derivative preparation.

Design, synthesis, spectral characterization and evaluation of in vitro antimicrobial profile of some novel oxadiazole derivatives I [R = 4-NH2, 2-Br, 4-NO2, etc.] followed by mol. docking studies against bacterial DNA gyrase. The mol. structures of the synthesized compounds were assigned by IR, NMR and mass spectral anal. Mol. docking studies were carried out by AUTO DOCK program. The in vitro antibacterial and antifungal activities of compounds I were done by paper disk diffusion and agar streak dilution technique. In silico mol. docking studies the binding energy of synthesized compounds I were found to be -7.66, -7.67, -7.12, – 7.12, -6.59, -6.46, -7.35, -5.09 which indicated that the compounds had the high binding affinity toward the bacterial DNA gyrase with PDB id 3G7E and inhibit the function topoisomerase in comparison with standard drug ciprofloxacin (-7.44). The preliminary antimicrobial screening displayed that most of the synthesized compounds I were executed moderate to good antimicrobial activity against following bacteria: S. aureus (ATCC 9144), B. subtilis (ATCC 6633), S. epidermidis (ATCC 12228), P. Aeruginosa (ATCC27853), E.coli (ATCC25922), V. cholerrae (ATCC14035) and fungi: A. Niger (ATCC 9029), A.flavus (ATCC204304), C. albicans (ATCC10231) and B. dermatitis (ATCC 26199) etc. All the synthesized compounds I exhibited moderate to good antibacterial and antifungal activity with an MIC range of 12-37μg/mL. Among these eight synthesized oxadiazole derivatives, compound I [R = 4-NH2, 2,4-Cl2, 3,5-(NO2)2] were found to be very good antibacterial as well as antifungal potentiality with an MIC range of 13-12μg/mL; 7-10μg/mL and 15-18μg/mL.

Journal of Drug Delivery and Therapeutics published new progress about Acids Role: RCT (Reactant), RACT (Reactant or Reagent). 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Electric Literature of 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Lei; Zhang, Wangqin; Xu, Chao; He, Jiaying; Xu, Zhenhui; Yang, Zehui; Ling, Fei; Zhong, Weihui published the artcile< Electrosynthesis of CF3-Substituted Polycyclic Quinazolinones via Cascade Trifluoromethylation/Cyclization of Unactivated Alkene>, HPLC of Formula: 20776-50-5, the main research area is alkenyl quinazolinone sodium triflinate electrochem tandem trifluoromethylation cyclization; trifluoroethyl fused quinazolinone preparation.

An atom and step economy cascade trifluoromethylation/cyclization of unactivated alkenes with Langlois reagent as a CF3 source was described. A variety of polycyclic quinazolinones were successfully synthesized in 52-81% yields under transition metal- and oxidant-free conditions. The Langlois reagent used in this strategy as a CF3 reagent possessed the advantages of bench-stablity, cost-effectivity and high-efficiency. Addnl., gram-scale reaction, broad substrate scope and good functional group tolerance demonstrated the synthetic usefulness of this protocol.

Advanced Synthesis & Catalysis published new progress about Electrochemical cyclization. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, HPLC of Formula: 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary