Month: December 2022

Batiste, Laurent published the artcileChemical Space Expansion of Bromodomain Ligands Guided by in Silico Virtual Couplings (AutoCouple), SDS of cas: 850429-74-2, the publication is ACS Central Science (2018), 4(2), 180-188, database is CAplus and MEDLINE.

Expanding the chem. space and simultaneously ensuring synthetic accessibility is of upmost importance, not only for the discovery of effective binders for novel protein classes, but more importantly, for the development of compounds against hard-to-drug proteins. Here, the authors present AutoCouple, a de novo approach to computational ligand design focused on the diversity-oriented generation of chem. entities via virtual couplings. In a benchmark application, chem. diverse compounds with low-nanomolar potency for the CBP bromodomain and unprecedented selectivity (up to 1500 fold) against the BRD4(1) bromodomain were achieved by the synthesis of ∼50 derivatives of the original fragment. The binding mode was confirmed by x-ray crystallog., target engagement in cells was demonstrated and anti-proliferative activity showcased in three cancer cell lines. These results reveal AutoCouple as a useful in silico coupling method to expand the chem. space in hit optimization campaigns resulting in potent, selective and cell permeable bromodomain ligands.

ACS Central Science published new progress about 850429-74-2. 850429-74-2 belongs to bromides-buliding-blocks, auxiliary class Morpholine,Bromide,Sulfamide,Benzene, name is 4-((3-Bromo-4-methylphenyl)sulfonyl)morpholine, and the molecular formula is C11H14BrNO3S, SDS of cas: 850429-74-2.

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

Tarkuc, Simge published the artcileThe effect of changes in π-conjugated terthienyl systems using thienyl and ethylenedioxybenzene functionalized thieno[3,4-b]pyrazine precursors: Multicolored low band gap polymers, HPLC of Formula: 52431-30-8, the publication is Electrochimica Acta (2010), 55(24), 7254-7258, database is CAplus.

New classes of thieno[3,4-b]pyrazines containing thienyl and ethylenedioxy Ph units on electron-withdrawing moieties of π-conjugated terthienyl were synthesized. The effect of structural differences on electrochem. and optoelectronic properties of the resulting polymers was studied. Changes in the electronic nature of the functional groups enable to tune the electrochem. properties of the π-conjugated terthienyl monomers by lowering oxidation potential from 0.62 V (DTTP) to 0.56 V (DBTP). Spectroelectrochem. analyses revealed that the neutral polymer (PDBTP) is dark green in its neutral state revealing π-π^* transitions in two well-separated bands at 410 and 751 nm. The electronic band gap of polymer, defined as the onset of the π-π^* transition, is 1.0 eV. Using the thienyl unit instead of ethylenedioxy Ph, a red shift in the band gap (0.95 eV) is observed The polymer, PDTTP, exhibits multicolor electrochromism and can be switched between a dark yellow neutral state, a green intermediate state, and a brown oxidized state. PDBTP also shows a multicolored electrochromic behavior with three distinct states: dark green at the neutral state, a brown intermediate state, and a brown-violet oxidized state.

Electrochimica Acta 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 C17H14N2O2, HPLC of Formula: 52431-30-8.

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

Tanaka, Hiroki published the artcileHypoiodite-Catalyzed Oxidative Umpolung of Indoles for Enantioselective Dearomatization, Application In Synthesis of 111-83-1, the publication is Journal of the American Chemical Society (2022), 144(13), 5756-5761, database is CAplus and MEDLINE.

Reported the oxidative umpolung of 2,3-disubstituted indoles toward enantioselective dearomative aza-spirocyclization to give the corresponding spiroindolenines using chiral quaternary ammonium hypoiodite catalysis. Mechanistic studies revealed the umpolung reactivity of C3 of indoles by iodination of the indole nitrogen atom. Moreover, the introduction of pyrazole as an electron-withdrawing auxiliary group at C2 suppressed a competitive dissociative racemic pathway and enantioselective spirocyclization proceeded to give not only spiropyrrolidines but also four-membered spiroazetidines that were otherwise difficult to access.

Journal of the American Chemical Society 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 C15H16O3, Application In Synthesis of 111-83-1.

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

Okamoto, Tsuyoshi published the artcileOxidation using quaternary ammonium polyhalides. V. Selective oxidation of benzyl alcohols by the use of benzyltrimethylammonium tribromide, Quality Control of 111865-47-5, the publication is Bulletin of the Chemical Society of Japan (1989), 62(11), 3748-9, database is CAplus.

The reaction of several substituted benzyl alcs. with 1 equiv of PhCH₂N⁺Me₂ Br^– in carbon tetrachloride under basic or neutral conditions gave the corresponding benzaldehydes. With 2 equiv of PhCH₂N⁺Me₃ Br^– in aqueous alk. solution and subsequent acid hydrolysis, the corresponding benzoic acids were obtained in satisfactory yields.

Bulletin of the Chemical Society of Japan published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Quality Control of 111865-47-5.

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

Arai, Ryota published the artcileReversible photoinduced change in molecular ordering of diarylethene derivatives at a solution-HOPG interface, SDS of cas: 111865-47-5, the publication is Journal of the American Chemical Society (2008), 130(29), 9371-9379, database is CAplus and MEDLINE.

A diarylethene-pyrene diad and a diarylethene-pyrene-diarylethene triad were synthesized to investigate the photoinduced two-dimensional ordering change at a solution-HOPG interface. The mol. arrangements were detected by STM. The different photochromic isomers showed different orderings reflecting the differences in their mol. structures. For the diarylethene-pyrene-diarylethene triad, a new ordering appeared upon irradiation with UV light and returned to the original ordering upon subsequent irradiation with visible light. The new arrangement was assigned to the ordering of the closed-closed isomers based on the images of the isolated open- and closed-isomers. The relationship between the nature of the two-dimensional ordering and the mol. structure is discussed.

Journal of the American Chemical Society published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, SDS of cas: 111865-47-5.

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

Matsuzawa, Tsubasa published the artcileSynthesis of Diverse o-Arylthio-Substituted Diaryl Ethers by Direct Oxythiolation of Arynes with Diaryl Sulfoxides Involving Migratory O-Arylation, Category: bromides-buliding-blocks, the publication is Organic Letters (2017), 19(20), 5521-5524, database is CAplus and MEDLINE.

A diverse range of o-arylthio-substituted diaryl ethers has been synthesized by direct oxythiolation of arynes with diaryl sulfoxides that involves the formation of the C-O and C-S bonds followed by migratory O-arylation.

Organic Letters published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Category: bromides-buliding-blocks.

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

Matsuzawa, Tsubasa published the artcileSynthesis of diverse phenothiazines by direct thioamination of arynes with S-(o-bromoaryl)-S-methylsulfilimines and subsequent intramolecular Buchwald-Hartwig amination, Recommanded Product: 2-Bromo-5-methoxybenzene boronic acid, the publication is Chemistry Letters (2018), 47(7), 825-828, database is CAplus.

A facile method for the synthesis of diverse phenothiazines was achieved by direct thioamination of aryne intermediates with S-(o-bromoaryl)-S-methylsulfilimines and subsequent intramol. Buchwald-Hartwig amination. Since various sulfilimines were prepared easily by odorless copper-catalyzed ipso-thiolation of readily available o-bromoarylboronic acids followed by imination and hydrolysis, this approach enabled the synthesis of a wide variety of multisubstituted phenothiazines.

Chemistry Letters published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Recommanded Product: 2-Bromo-5-methoxybenzene boronic acid.

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

Wang, Hsing-Ju published the artcileNovel polythiophene derivatives functionalized with conjugated side-chain pendants comprising triphenylamine/carbazole moieties for photovoltaic cell applications, COA of Formula: C12H19BrS, the publication is Polymer Chemistry (2013), 4(3), 506-519, database is CAplus.

We synthesized a series of polythiophenes (PTs) featuring 2-ethylhexyl-substituted terthiophene (T) or quaterthiophene (BT) as the conjugated unit in the polymer backbone with pendant conjugated tert-butyl-substituted triphenylamine (tTPA)- or carbazole (tCz)-containing moieties as side chains, namely PTtTPA, PBTtTPA, PTtCz and PBTtCz. Incorporating T and BT moieties into the polymer backbone and attaching tTPA or tCz units promoted efficient conjugation within the extended conjugated frameworks of the polymers, resulting in lower band-gap energies and red-shifting of the maximal UV-Vis absorption wavelength. The higher electron-donating ability of tTPA resulted in broader absorption bands and lower band-gap energies of PTtTPA and PBTtTPA as compared with PTtCz and PBTtCz. Incorporation of the T and BT moieties into the polymer backbone enhanced the compatibility of PT and the fullerene derivative by reducing the side-chain d. of PT, thus providing sufficient free volume for efficient incorporation of [6,6]phenyl-C₆₁-butyric acid Me ester (PC₆₁BM) into the polymer chains. Polymer solar cells (PSCs) were fabricated by spin-coating a blend of each PT with the fullerene derivative (PC₆₁BM) as a composite film-type photoactive layer; PBTtTPA/PC₆₁BM-based PSCs showed superior photovoltaic (PV) performance to PTtTPA/PC₆₁BM-based PSCs in terms of conjugation and absorption band broadness. However, PBTtCz/PC₆₁BM-based PSCs showed inferior PV performance to PTtCz/PC₆₁BM-based PSCs. The lower HOMO level led to a higher open-circuit voltage (V_oc; 0.74 V) and larger photo-energy conversion efficiency (η; 2.77%) of PTtCz/PC₆₁BM-based PSCs.

Polymer Chemistry published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C8H5F3N4, COA of Formula: C12H19BrS.

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

Francavilla, Charles published the artcileNovel N-chloroheterocyclic antimicrobials, Name: Sodium 3-bromopropane-1-sulfonate, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(10), 3029-3033, database is CAplus and MEDLINE.

Antimicrobial compounds with broad-spectrum activity and minimal potential for antibiotic resistance are urgently needed. Toward this end, a novel series of N-chloroheterocycles were prepared Of the compounds examined, the N-chloroamine series were found superior over N-chloroamide series in regards to exhibiting high antimicrobial activity, low cytotoxicity, and long-term aqueous stability.

Bioorganic & Medicinal Chemistry Letters published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C3H6BrNaO3S, Name: Sodium 3-bromopropane-1-sulfonate.

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

Fang, Jason published the artcileBiocatalytic Asymmetric Construction of Secondary and Tertiary Fluorides from β-Fluoro-α-Ketoacids, Recommanded Product: Ethylbromofluoroacetate, the publication is Angewandte Chemie, International Edition (2022), 61(21), e202201602, database is CAplus and MEDLINE.

Fluorine is a critical element for the design of bioactive compounds, driving advances in selective and sustainable fluorination. However, stereogenic tertiary fluorides pose a synthetic challenge and are thus present in only a few approved drugs (fluticasone, solithromycin, and sofosbuvir). The aldol reaction of fluorinated donors provides an atom-economical approach to asym. C-F motifs via C-C bond formation. Authors report that the type II pyruvate aldolase HpcH and engineered variants perform addition of β-fluoro-α-ketoacids (including fluoropyruvate, β-fluoro-α-ketobutyrate, and β-fluoro-α-ketovalerate) to diverse aldehydes. The reactivity of HpcH towards these fluoro-donors grants access to enantiopure secondary or tertiary fluorides. In addition to representing the first synthesis of tertiary fluorides via biocatalytic carboligation, the afforded products could improve the diversity of fluorinated building blocks and enable the synthesis of fluorinated drug analogs.

Angewandte Chemie, International Edition 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, Recommanded Product: Ethylbromofluoroacetate.

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