Month: November 2022

Thompson, Andrew M. published the artcileBiarylmethoxy 2-nitroimidazooxazine antituberculosis agents: Effects of proximal ring substitution and linker reversal on metabolism and efficacy, Product Details of C7H5Br2F, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(18), 3804-3809, database is CAplus and MEDLINE.

Certain biaryl analogs of antitubercular drug PA-824 displayed enhanced in vivo efficacies yet retained some susceptibility towards oxidative metabolism; therefore, two new strategies were explored to address this. Ortho-substitution of the proximal aryl ring with larger electron-withdrawing substituents maintained or improved compound stability but reduced aerobic potency; however, fluoro and cyano were well tolerated. In vivo, only 2′- or 3′-fluoro mono-substitution preserved high efficacy against acute infection, although one example was twofold more effective than delamanid against chronic infection. Reversal of the 6-oxymethylene linkage also permitted high potency and improved stability towards human liver microsomes, albeit, in vivo results were inferior. These novel findings provide further insight into the preferred structural features for lead candidates in this important drug class.

Bioorganic & Medicinal Chemistry Letters published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C2H4ClNO, Product Details of C7H5Br2F.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Apsel, Beth published the artcileTargeted polypharmacology: discovery of dual inhibitors of tyrosine and phosphoinositide kinases, SDS of cas: 849062-12-0, the publication is Nature Chemical Biology (2008), 4(11), 691-699, database is CAplus and MEDLINE.

The clin. success of multitargeted kinase inhibitors has stimulated efforts to identify promiscuous drugs with optimal selectivity profiles. It remains unclear to what extent such drugs can be rationally designed, particularly for combinations of targets that are structurally divergent. Here we report the systematic discovery of mols. that potently inhibit both tyrosine kinases and phosphatidylinositol-3-OH kinases, two protein families that are among the most intensely pursued cancer drug targets. Through iterative chem. synthesis, X-ray crystallog. and kinome-level biochem. profiling, we identified compounds that inhibit a spectrum of new target combinations in these two families. Crystal structures revealed that the dual selectivity of these mols. is controlled by a hydrophobic pocket conserved in both enzyme classes and accessible through a rotatable bond in the drug skeleton. We show that compound I blocks the proliferation of tumor cells by direct inhibition of oncogenic tyrosine kinases and phosphatidylinositol-3-OH kinases. These mols. demonstrate the feasibility of accessing a chem. space that intersects two families of oncogenes.

Nature Chemical Biology published new progress about 849062-12-0. 849062-12-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Bromo-5-methoxyphenyl)boronic acid, and the molecular formula is C7H8BBrO3, SDS of cas: 849062-12-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Padwa, Albert published the artcileSynthetic approaches toward the bi(2H-azirine) system, Category: bromides-buliding-blocks, the publication is Journal of Organic Chemistry (1979), 44(19), 3281-7, database is CAplus.

Three different approaches toward the synthesis of the bis(2H-azirine) system (I) were investigated. The 1st route is based on a modified Neber reaction in which the bis(trimethylhydrazonium) salt of 2,3-dimethyl-1,4-diphenyl-1,4-butanedione was treated with base. No indication of any bis(2H-azirine) could be detected in this reaction. In a 2nd approach, the reaction of 2-styryl-3-phenyl-2H-azirine with iodine azide was investigated. The major product isolated from this reaction was 1-phenyl-5-(1-azidocinnamyl)tetrazole. Subsequent studies with model systems showed that the reaction of IN₃ with 3-phenyl-2-substituted 2H-azirine gives azidotetrazoles in moderate yield. The reaction involves the addition of IN₃ across the CN double bond followed by ring opening of a transient iodoaziridine. Attack of azide on the incipient carbonium ion followed by electrocyclization of the azidoimine formed readily accommodates the formation of the tetrazole ring. The 3rd approach used for the synthesis of the bis(2H-azirine) system involved an attempt to dimerize 2-chloro-2H-azirines with activated metals or by electrolysis. 2-Chloro-2-methyl-2-phenyl-2H-azirine rearranges to the isomeric 2-chloro-3-methyl-2-phenyl-2H-azirine in solution This rearrangement is consistent with the intermediacy of an azacyclopropenyl ion chloride pair. All attempts at dimerization proved unsuccessful.

Journal of Organic Chemistry published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Paliwal, Khushboo S. published the artcileIonic Liquid Functionalized Chitosan Catalyst with Optimized Hydrophilic/Hydrophobic Structural Balance for Efficient CO₂ Fixation, Quality Control of 111-83-1, the publication is Asian Journal of Organic Chemistry (2022), 11(6), e202200121, database is CAplus.

In this work a series of chitosan-based catalysts with ranging hydrophobic/hydrophilic balance are successfully prepared by varying the ionic liquid and hydrocarbon chain length attached to chitosan. The chitosan modified with eight carbon units displayed efficient catalytic activity for the conversion of a wide range of epoxides to their corresponding cyclic carbonates under 1 atm pressure of carbon dioxide without cocatalyst and solvent. The optimized catalyst was able to convert even diepoxides and sterically bulky epoxides like t-Bu glycidyl ether to their corresponding cyclic carbonates. This study provides an insight into catalyst designing based on possible mol. interaction between reactants and active sites of the catalyst.

Asian Journal of Organic Chemistry published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Quality Control of 111-83-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Scott, James S. published the artcileUse of Small-Molecule Crystal Structures To Address Solubility in a Novel Series of G Protein Coupled Receptor 119 Agonists: Optimization of a Lead and in Vivo Evaluation, HPLC of Formula: 76283-09-5, the publication is Journal of Medicinal Chemistry (2012), 55(11), 5361-5379, database is CAplus and MEDLINE.

G protein coupled receptor 119 (GPR119) is viewed as an attractive target for the treatment of type 2 diabetes and other elements of the metabolic syndrome. During a program toward discovering agonists of GPR119, we herein describe optimization of an initial lead compound, 2, into a development candidate, 42. A key challenge in this program of work was the insolubility of the lead compound Small-mol. crystallog. was utilized to understand the intermol. interactions in the solid state and resulted in a switch from an aryl sulfone to a 3-cyanopyridyl motif. The compound was shown to be effective in wild-type but not knockout animals, confirming that the biol. effects were due to GPR119 agonism.

Journal of Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C14H18BClO4, HPLC of Formula: 76283-09-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Chatalova-Sazepin, Claire published the artcileXenon Difluoride Mediated Fluorodecarboxylations for the Syntheses of Di- and Trifluoromethoxyarenes, Safety of Ethylbromofluoroacetate, the publication is Organic Letters (2016), 18(18), 4570-4573, database is CAplus and MEDLINE.

XeF₂ is demonstrated to be a more proficient fluorine-transfer reagent than either NFSI or Selectfluor in fluorodecarboxylations of both mono- and difluoroaryloxy acetic acid derivatives This method efficiently converts a wide range of neutral and electron-poor substrates to afford the desired di- and trifluoromethyl aryl ethers in good to excellent yields. The purifications are facile, and the reaction times are less than 5 min, which makes these fluorodecarboxylations promising for future PET-imaging applications.

Organic Letters published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Safety of Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Karsten, Bram P. published the artcileElectronic structure of small band gap oligomers based on cyclopentadithiophenes and acceptor units, Recommanded Product: 2,5-Dibromo-3,4-dinitrothiophene, the publication is Journal of Materials Chemistry (2009), 19(30), 5343-5350, database is CAplus.

A combined exptl. and theor. study was carried out on a series of well-defined small band gap oligomers. The cyclopentadithiophene oligomers were prepared by Suzuki coupling of thiopheneboronic esters and dibromophenylquinoxaline compounds These oligomers comprise two terminal electron-rich cyclopentadithiophene units connected to six different electron deficient aromatic rings that allow tuning the optical band gap from 1.4 to 2.0 eV. The optical absorption of the ground state, triplet excited state, and radical cation was studied. The optical band gap correlates with the electrochem. oxidation and reduction potential and is further supported by quantum-chem. calculations at the d. functional theory (DFT) level. The optical absorption of the radical cations shows only little variations among the different oligomers, suggesting that the charge is mainly localized on the donor moieties. Triplet energy levels are generally low (<1.2 eV) and the singlet-triplet splitting remains significant when going to smaller band gaps.

Journal of Materials Chemistry published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, Recommanded Product: 2,5-Dibromo-3,4-dinitrothiophene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zhang, Song-Lin published the artcileIsolation and characterization of copper(III) trifluoromethyl complexes and reactivity studies of aerobic trifluoromethylation of arylboronic acids, Recommanded Product: Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), the publication is RSC Advances (2016), 6(75), 70902-70906, database is CAplus.

The isolation, characterization and reactivity of transition metal trifluoromethyl complexes are fundamental and challenging topics in trifluoromethylation chem. The authors report herein the synthesis and isolation of two [(phen)Cu^I(PPh₃)₂]⁺[Cu^III(CF₃)₄]^– (2, phen = 1,10-phenanthroline) and (phen)Cu^III(CF₃)₃ (3) as well as known complex (bpy)Cu^III(CF₃)₃ (4, bpy = 2,2-bipyridine) at room temperature 2 And 3 were fully characterized using ¹H, ¹⁹F, ³¹P NMR, elemental analyses and x-ray crystallog. Reactivity studies indicate that 2 is unreactive toward arylboronic acids. In contrast, 3 and 4 react with various aryl and heteroaryl boronic acids to deliver trifluoromethylated arenes in good to quant. yields under mild conditions. The presence of a fluoride additive in DMF under aerobic conditions is crucial to these reactions. This study provides fundamental information about the structure and reactivity of elusive Cu(III) trifluoromethyl complexes that are proposed as relevant reactive intermediates in many trifluoromethylation reactions.

RSC Advances published new progress about 25753-84-8. 25753-84-8 belongs to bromides-buliding-blocks, auxiliary class Copper, name is Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), and the molecular formula is C6H5NO, Recommanded Product: Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I).

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wu, Shan published the artcileThe effective separation of yttrium and other heavy rare earth elements with salicylic acid derivatives, Formula: C8H17Br, the publication is Minerals Engineering (2022), 107396, database is CAplus.

In order to develop stable and efficient extractant to meet the needs of ion adsorbed rare earth ores for Y separation, two novel salicylic acid derivatives, i.e., o-octyloxybenzoic acid (OOBA) and o-ethylhexyloxybenzoic acid (EHOBA), are synthesized. OOBA is an oily liquid with single component at room temperature, which is suitable for solvent extraction and has the consistent properties. The extraction behavior of Y by OOBA is resembled to light rare earth elements (LREEs) than heavy rare earth elements (HREEs). Thus, OOBA has better selectivities for Y and other HREEs than common carboxylic acids, such as NA and sec-octyl phenoxyacetic acid (CA-12). By FT-IR and slope anal., it can be inferred that the extraction mechanism of OOBA is cation exchange, and the extracted complex can be expressed as REL₃. The effects of pH value, saponification degree, loading concentration, RE concentration and OOBA concentration on the extraction and separation of HREEs by OOBA are also discussed. OOBA has been provided with low stripping acid concentration, good cycle stability and less loss in the extraction process. The concentration of OOBA in the raffinate is only about 28 ppm. Finally, a process for separating Y from the industrial Y-enriched HREEs feed liquid is developed. Through the simulated fractional extraction including 9-stage extraction and 6-stage scrubbing, Y product with the purity of 99.4% and the yield of 96.4% is obtained.

Minerals Engineering published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H8O3, Formula: C8H17Br.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Parker, A. J. published the artcileE2C mechanism in elimination reactions. II. Substituent effects on rates of elimination from acyclic systems, SDS of cas: 594-81-0, the publication is Journal of the American Chemical Society (1971), 93(19), 4735-49, database is CAplus.

The effects of alkyl, aryl, benzyl, bromine, and carbomethoxy substituents on rates of bimol.β-eliminations are reported. A spectrum of transition states, ranging from E2H-like to E2C-like, is utilized and the response of the various transition states to substituent effects is very different. The E2C-like transition state is very product-like. E2C-like reactions give high yields of the most stable isomer (e.g., Saytzeff or trans-olefin) provided that the requirement of anti geometry of β-hydrogen and leaving group is not violated. Tetrabutylammonium acetate in acetone is an excellent base system for promoting fast clean β-elimination from secondary or tertiary acyclic systems.

Journal of the American Chemical Society published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, SDS of cas: 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary