Month: February 2023

Cyanine Borate Salts that Form Penetrated Ion Pairs in Benzene Solution: Synthesis, Properties, and Structure was written by Murphy, Sean;Yang, Xiquiang;Schuster, Gary B.. And the article was included in Journal of Organic Chemistry in 1995.Reference of 162258-89-1 This article mentions the following:

A series of cyanine borate salts were prepared and studied by laser spectroscopy, fluorescence spectroscopy, NMR spectral methods, and computer modeling. Anal. of the chem., phys., and spectral properties of these salts shows that, in benzene solution, they form penetrated ion pairs. The center-to-center distance between the ions is less than the sum of the individual ionic radii. We call such structures penetrated ion pairs. Penetration affects the properties of the cyanine dyes in unique ways that are described. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Reference of 162258-89-1).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Reference of 162258-89-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cycloadducts of ergosterol with azo-type dienophiles, and their chemical reactivities was written by Georghiou, Paris E.;Just, George. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1973.SDS of cas: 28322-40-9 This article mentions the following:

Ergosteryl acetate (I) with 3,6-pyridazinedione gave the adduct (II, R = CH:CHCHMeCHMe2). I with 1,4-phthalazinedione and 4,5-dihydro-3,6-pyridazinedione gave analogous adducts. II (R = CH:CHCHMeCHMe2) with O3 gave II (R = CH:CHCH2CHMe2). In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9SDS of cas: 28322-40-9).

Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.SDS of cas: 28322-40-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Intramolecular trans-Dicarbofunctionalization of Alkynes by a Formal anti-Carbopalladation/Stille Cascade was written by Milde, Bastian;Reding, Andreas;Geffers, Finn J.;Jones, Peter G.;Werz, Daniel B.. And the article was included in Chemistry – A European Journal in 2016.Synthetic Route of C7H5Br2F This article mentions the following:

An intramol. Pd-catalyzed trans-dicarbofunctionalization of internal alkynes using aryl bromides and aryl stannanes was presented. Tetrasubstituted double bonds embedded in an oligocyclic ring system were obtained in a regio- and diastereoselective fashion. The transformation featured a broad substrate scope and functional-group tolerance. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Synthetic Route of C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon闁艰京鐗梤omine bond is electrophilic in nature. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Synthetic Route of C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Introduction of Cyclopropyl and Cyclobutyl Ring on Alkyl Iodides through Cobalt-Catalyzed Cross-Coupling was written by Andersen, Claire;Ferey, Vincent;Daumas, Marc;Bernardelli, Patrick;Guerinot, Amandine;Cossy, Janine. And the article was included in Organic Letters in 2019.Category: bromides-buliding-blocks This article mentions the following:

A cobalt-catalyzed cross-coupling between alkyl iodides and cyclopropyl, cyclobutyl, and alkenyl Grignard reagents is disclosed. The reaction allows the introduction of strained rings on a large panel of primary and secondary alkyl iodides. The catalytic system is simple and nonexpensive, and the reaction is general, chemoselective, and diastereoconvergent. The alkene resulting from the cross-coupling can be transformed to substituted cyclopropanes using a Simmons-Smith reaction. The formation of radical intermediates during the coupling is hypothesized. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Category: bromides-buliding-blocks).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Desymmetrization of difluoromethylene groups by C-F bond activation was written by Butcher, Trevor W.;Yang, Jonathan L.;Amberg, Willi M.;Watkins, Nicholas B.;Wilkinson, Natalie D.;Hartwig, John F.. And the article was included in Nature (London, United Kingdom) in 2020.Application of 83902-02-7 This article mentions the following:

Tertiary stereogenic centers containing one fluorine atom are valuable for medicinal chem. because they mimic common tertiary stereogenic centers containing one hydrogen atom, but they possess distinct charge distribution, lipophilicity, conformation and metabolic stability^1-3. Although tertiary stereogenic centers containing one hydrogen atom are often set by enantioselective desymmetrization reactions at one of the two carbon-hydrogen (C-H) bonds of a methylene group, tertiary stereocenters containing fluorine have not yet been constructed by the analogous desymmetrization reaction at one of the two carbon-fluorine (C-F) bonds of a difluoromethylene group³. Fluorine atoms are similar in size to hydrogen atoms but have distinct electronic properties, causing C-F bonds to be exceptionally strong and geminal C-F bonds to strengthen one another⁴. Thus, exhaustive defluorination typically dominates over the selective replacement of a single C-F bond, hindering the development of the enantioselective substitution of one fluorine atom to form a stereogenic center^5,6. Here the authors report the catalytic, enantioselective activation of a single C-F bond in an allylic difluoromethylene group to provide a broad range of products containing a monofluorinated tertiary stereogenic center. By combining a tailored chiral iridium phosphoramidite catalyst, which controls regioselectivity, chemoselectivity and enantioselectivity, with a fluorophilic activator, which assists the oxidative addition of the C-F bond, these reactions occur in high yield and selectivity. The design principles proposed in this work extend to palladium-catalyzed benzylic substitution, demonstrating the generality of the approach. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Application of 83902-02-7).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Application of 83902-02-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sigma donor and pi acceptor characteristics of certain NN-bidentate ligands: a DFT Study was written by Maqsood, Syed Raashid;Islam, Nasarul;Bashir, Shabnum;Khan, Badruddin;Pandith, Altaf Hussain. And the article was included in Journal of Coordination Chemistry in 2013.Application In Synthesis of 2-Bromo-1,10-phenanthroline This article mentions the following:

Metal ion binding affinity of three NN bidentate ligands in terms of simple parameters of the conceptual d. functional theory is reported. Role of ligand framework for chelate stabilization for ethylenediamine (en) bipyridyl (bpy), and 1,10 phenanthroline (phen) is quantified on the basis of NCCN dihedral angle (闁? and N-N spatial distance. We find that the sigma (闁? donor character of three NN-bidentate ligands follow the order phen < bpy < en, which is quit opposite to their exptl. observed stability constant data. However, the overall binding affinity order is correlative with the chelate stabilization and pi back acceptance characteristics; thereby explaining the exptl. stability order. We also studied the effect of some electron donating and electron withdrawing substituents on the sigma bonding affinity and pi (闁? bonding behavior of the various substituted phen derivatives The overall binding affinity of these derivatives was correlated on the basis of electrophilicity index (闁?. 闁?Donor character for the ligands was observed to vary in the order NH₂ > Ph > OH > CH₃ > H > Br > Cl > COOH > NO₂ for the substitution at 2 and 9 positions. The trend was found in synergism with their Ortho, Para directing efficiencies. In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Application In Synthesis of 2-Bromo-1,10-phenanthroline).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Application In Synthesis of 2-Bromo-1,10-phenanthroline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Targeting the Heat Shock Protein 90 Dimer with Dimeric Inhibitors was written by Kusuma, Bhaskar Reddy;Peterson, Laura B.;Zhao, Huiping;Vielhauer, George;Holzbeierlein, Jeffrey;Blagg, Brian S. J.. And the article was included in Journal of Medicinal Chemistry in 2011.Safety of Methyl 3-bromo-4-fluorobenzoate This article mentions the following:

The design, synthesis, and biol. evaluation of conformationally constrained coumermycin A1 analogs are reported. Compounds were evaluated against both breast cancer (SKBr3 and MCF7) and prostate cancer (PC3 mm2, A549, and HT29) cell lines. Non-noviosylated coumermycin A1 analogs that manifest potent antiproliferative activity resulting from Hsp90 inhibition are provided, wherein replacement of the stereochem. complex noviose sugar with readily available piperidine rings resulted in 闂?100 fold increase in antiproliferative activities as compared to coumermycin A1, producing small mol. Hsp90 inhibitors that exhibit nanomolar activities. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6Safety of Methyl 3-bromo-4-fluorobenzoate).

Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Safety of Methyl 3-bromo-4-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lithioarene Cycliacylation and Pd-Catalyzed Aminoethylation/Cyclization to Access Electronically Diverse Saturated Isoquinoline Derivatives was written by Buchman, Marek;Farney, Elliot P.;Greszler, Stephen N.;Altenbach, Robert J.;Gfesser, Gregory A.;Voight, Eric A.. And the article was included in Journal of Organic Chemistry in 2022.Application of 85118-24-7 This article mentions the following:

Authors report operationally facile methods for the synthesis of substituted dihydroisoquinolinones and tetrahydroisoquinolines from readily accessible o-bromobenzyl bromides and o-bromobenzaldehydes, resp. While classical electrophilic aromatic substitution reactions are tailored to the construction of saturated isoquinolines derived from electron-rich precursors, authors demonstrate efficient syntheses from electronically diverse substrates to produce cyclized products as single regioisomers. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Application of 85118-24-7).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Application of 85118-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Catalytic asymmetric reductive hydroalkylation of enamides and enecarbamates to chiral aliphatic amines was written by Wang, Jia-Wang;Li, Yan;Nie, Wan;Chang, Zhe;Yu, Zi-An;Zhao, Yi-Fan;Lu, Xi;Fu, Yao. And the article was included in Nature Communications in 2021.Electric Literature of C13H14BrNO2 This article mentions the following:

A mild and general nickel-catalyzed asym. reductive hydroalkylation effectively converted to enamides and enecarbamates into drug-like 濞?branched chiral amines was reported. This reaction involved the regio- and stereoselective hydrometallation of an enamide or enecarbamate to generated a catalytic amount of enantioenriched alkylnickel intermediate, followed by C-C bond formation via alkyl electrophiles. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Electric Literature of C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Electric Literature of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design and Synthesis of Acetylenyl Benzamide Derivatives as Novel Glucokinase Activators for the Treatment of T2DM was written by Park, Kaapjoo;Lee, Byoung Moon;Hyun, Kwan Hoon;Han, Taedong;Lee, Dong Hoon;Choi, Hyun Ho. And the article was included in ACS Medicinal Chemistry Letters in 2015.Related Products of 192810-12-1 This article mentions the following:

Novel acetylenyl-containing benzamide derivatives were synthesized and screened using an in vitro assay measuring increases in glucokinase activity stimulated by 10 mM glucose concentration and glucose uptake in rat hepatocytes. Lead optimization of an acetylenyl benzamide series led to the discovery of several active compounds via in vitro enzyme assays (EC₅₀ < 40 nM) and in vivo OGTT assays (AUC reduction > 40% at 50 mg/kg). Of the active compounds tested, 3-(3-amino-phenylethynyl)-5-(2-methoxy-1-methyl-ethoxy)-N-(1-methyl-1H-pyrazol-3-yl)-benzamide I was identified as a potent glucokinase activator exhibiting an EC₅₀ of 27 nM and eliciting a 2.16-fold increase in glucose uptake. Compound I caused a glucose AUC reduction of 47.4% (30 mg/kg) in an OGTT study in C57BL/6J mice compared to 22.6% for sitagliptin (30 mg/kg). Single treatment of compound I in C57BL/6J mice elicited basal glucose lowering activity without any significant evidence for hypoglycemia risk. Compound I was therefore selected as a candidate for further preclin. development for the treatment of type 2 diabetes. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1Related Products of 192810-12-1).

Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Related Products of 192810-12-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary