Tag: M.W=250-300

Parveen, Shagufta published the artcileSelective synthesis and comparative activity of olefinic isomers of 1,2-benzothiazine-1,1-dioxide carboxylates as aldose reductase inhibitors, Formula: C7H5Br2F, the publication is RSC Advances (2014), 4(40), 21134-21140, database is CAplus.

1,2-Benzothiazine-1,1-dioxides I (R¹ = 2,4,5-F₃, 4-Br-2-F; R² = CH₃) and II were selectively synthesized via the Wittig olefination reaction under various temperature conditions. At 40 °C, esters I with high Z-stereoselectivity (83-87%) were formed, while esters II formed preferentially with moderate to excellent regioselectivity at 100-120 °C (77-96%). The acid isomers I (R² = H) and II (R² = H), formed by acid hydrolysis of the corresponding esters, were found to inhibit aldose reductase in order of activity β,γ-unsaturated > Z-α,β-unsaturated > E-α,β-unsaturated isomers. The β,γ-unsaturated isomer II (R¹ = 4-Br-2F; R² = H) exhibited the most potent inhibition activity, with an IC₅₀ value of 0.057 μM. This was further supported by docking studies.

RSC Advances 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 C7H5Br2F, Formula: C7H5Br2F.

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

Oh, Soo-Jin published the artcileMONNA, a potent and selective blocker for transmembrane protein with unknown function 16/anoctamin-1, Name: 1,3-Dibromonaphthalene, the publication is Molecular Pharmacology (2013), 84(5), 726-735, database is CAplus and MEDLINE.

Transmembrane protein with unknown function 16/anoctamin-1 (ANO1) is a protein widely expressed in mammalian tissues, and it has the properties of the classic calcium-activated chloride channel (CaCC). This protein has been implicated in numerous major physiol. functions. However, the lack of effective and selective blockers has hindered a detailed study of the physiol. functions of this channel. In this study, we have developed a potent and selective blocker for endogenous ANO1 in Xenopus laevis oocytes (xANO1) using a drug screening method we previously established. We have synthesized a number of anthranilic acid derivatives and have determined the correlation between biol. activity and the nature and position of substituents in these derived compounds A structure-activity relationship revealed novel chem. classes of xANO1 blockers. The derivatives contain a -NO₂ group on position 5 of a naphthyl group-substituted anthranilic acid, and they fully blocked xANO1 chloride currents with an IC₅₀ < 10 μM. The most potent blocker, N-((4-methoxy)-2-naphthyl)-5-nitroanthranilic acid (MONNA), had an IC₅₀ of 0.08 μM for xANO1. Selectivity tests revealed that other chloride channels such as bestrophin-1, chloride channel protein 2, and cystic fibrosis transmembrane conductance regulator were not appreciably blocked by 10∼30 μM MONNA. The potent and selective blockers for ANO1 identified here should permit pharmacol. dissection of ANO1/CaCC function and serve as potential candidates for drug therapy of related diseases such as hypertension, cystic fibrosis, bronchitis, asthma, and hyperalgesia.

Molecular Pharmacology published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Name: 1,3-Dibromonaphthalene.

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

Doba, Takahiro published the artcileIron-catalysed regioselective thienyl C-H/C-H coupling, Computed Properties of 303734-52-3, the publication is Nature Catalysis (2021), 4(7), 631-638, database is CAplus.

Regioselective thienyl-thienyl coupling is arguably one of the most important transformations for organic electronic materials. A prototype of ideal organic synthesis to couple two thienyl groups by cutting two C-H bonds requires formal removal of two hydrogen atoms with an oxidant, which often limits the synthetic efficiency and versatility for oxidation-sensitive substrates (for example, donor and hole-transporting materials). Here, we found that di-Et oxalate, used together with AlMe3, acts as a two-electron acceptor in an iron-catalyzed C-H activation. We describe the regioselective thienyl C-H/C-H coupling with an iron(III) catalyst, a trisphosphine ligand, AlMe3 and di-Et oxalate under mild conditions. The efficient catalytic system accelerated by ligand optimization polymerizes thiophene-containing monomers into homo- and copolymers bearing a variety of electron-donative π motifs. The findings suggest the versatility of iron catalysis for the synthesis of functional polymers, for which the potential of this ubiquitous metal has so far not been fully appreciated.

Nature Catalysis 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 C12H19BrS, Computed Properties of 303734-52-3.

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

Iwamoto, Hiroaki published the artcileComputational design of high-performance ligand for enantioselective Markovnikov hydroboration of aliphatic terminal alkenes, Computed Properties of 76283-09-5, the publication is Nature Communications (2018), 9(1), 1-10, database is CAplus.

Finding optimal chiral ligands for transition-metal-catalyzed asym. reactions using trial-and-error methods is often time-consuming and costly, even if the details of the reaction mechanism are already known. Although modern computational analyses allow the prediction of the stereoselectivity, there are only very few examples for the attempted design of chiral ligands using a computational approach for the improvement of the stereoselectivity. Herein, authors report a systematic method for the design of chiral ligands for the enantioselective Markovnikov hydroboration of aliphatic terminal alkenes based on a computational and exptl. evaluation sequence. Authors also developed a three-hindered-quadrant P-chirogenic bisphosphine ligand that was designed in accordance with the design guidelines derived from this method, which allowed the Markovnikov hydroboration to proceed with high enantioselectivity (up to 99% ee).

Nature Communications 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 C7H5Br2F, Computed Properties of 76283-09-5.

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

Shames, Alexander I. published the artcileAssessing the outdoor photochemical stability of conjugated polymers by EPR spectroscopy, Quality Control of 303734-52-3, the publication is Journal of Materials Chemistry A: Materials for Energy and Sustainability (2016), 4(34), 13166-13170, database is CAplus.

We report the first outdoor study of the intrinsic photochem. stability of a series of conjugated polymers encapsulated in an inert atm. and exposed to natural sunlight illumination conditions in the Negev Desert. The photoinduced aging effects resulting in the modification of the chem. structures of the materials and the appearance of persistent radical species in the samples were revealed by EPR spectroscopy. Comparing the degradation profiles normalized to the total number of absorbed photons allowed us to establish some correlations between the chem. structures of polymers (and even particular building blocks) and their photostability. Our approach may be widely used for the facile screening of many existing conjugated polymers with respect to their intrinsic photostability under outdoor solar conditions as well as for the elaboration of guidelines for designing novel promising materials for stable and efficient organic photovoltaics.

Journal of Materials Chemistry A: Materials for Energy and Sustainability 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 C14H22O2, Quality Control of 303734-52-3.

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

Hu, Yueqing published the artcileSynthesis of substituted N-[3-(3-methoxyphenyl)propyl] amides as highly potent MT₂-selective melatonin ligands, Computed Properties of 76283-09-5, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(8), 2582-2585, database is CAplus and MEDLINE.

A series of substituted N-[3-(3-methoxyphenyl)propyl] amides were synthesized and their binding affinities towards human melatonin MT₁ and MT₂ receptors were evaluated. It was discovered that a benzyloxyl substituent incorporated at C6 position of the 3-methoxyphenyl ring dramatically enhanced the MT₂ binding affinity and at the same time decreased MT₁ binding affinity.

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 C7H5Br2F, Computed Properties of 76283-09-5.

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

Tu, Noah P. published the artcileUltrasound-assisted click chemistry in continuous flow, Application of 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, the publication is Molecular Diversity (2012), 16(1), 53-58, database is CAplus and MEDLINE.

We present a study on ultrasound-promoted click chem. reactions in a meso-flow reactor synthesis system with a copper reactor and a custom sonication piezoelec. transducer. Copper catalyzed Huisgen 1,3-dipolar cycloadditions were studied in flow with this system. Our results demonstrate that 1,4-disubstituted 1,2,3-triazole products can be generated at low temperatures and with short reaction time in good yield, due to the rate enhancement effect of sonication.

Molecular Diversity published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H13NO2, Application of 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene.

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

Kaplan, Justin M. published the artcileScalable and Chemoselective Synthesis of γ-Keto Esters and Acids via Pd-Catalyzed Carbonylation of Cyclic β-Chloro Enones, SDS of cas: 76283-09-5, the publication is Organometallics (2019), 38(1), 85-96, database is CAplus.

The Pd-catalyzed carbonylation of cyclic β-chloro enones using simple phosphine ligands is described. Screening identified P(Me)(t-Bu)₂ as the most general ligand for an array of chloro enone electrophiles. The reaction scope was evaluated on a milligram scale across 80 examples, with excellent reactivity observed in nearly every case. Carbonylation can be achieved even in the presence of potentially sensitive or inhibitory functional groups, including basic nitrogens as well as aryl chlorides or bromides. Twenty examples were run on a gram scale, demonstrating scalability and practical utility. Using P(Me)(t-Bu)₂, the reaction rate depends on both nucleophile and electrophile identity, with completion times varying between 3 and >18 h under a standard set of conditions. Switching to P(t-Bu)₃ for the carbonylation of 3-chlorocyclohex-2-enone with MeOH results in a dramatic rate increase, enabling effective catalysis with kinetics consistent with rate-limiting mass transfer. Stoichiometric oxidative addition of 3-chlorocyclohex-2-enone and 3-oxocyclohex-1-enecarbonyl chloride to both Pd[P(t-Bu)₃]₂ and Pd(PCy₃)₂ has enabled characterization and isolation of several potential catalytic intermediates, including Pd-vinyl and Pd-acyl species supported by P(t-Bu)₃ and PCy₃ ligands. Monitoring the oxidative addition of 3-chlorocyclohex-2-enone to Pd(PCy₃)₂ by NMR spectroscopy indicates that coordination of the alkene precedes oxidative addition As a result of these studies, Me 3-oxocyclohex-1-enecarboxylate was synthesized via Pd-catalyzed carbonylation of 3-chlorocyclohex-2-enone in 90% yield on a 60 g scale with only 0.5 mol % catalyst loading.

Organometallics 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 C7H5Br2F, SDS of cas: 76283-09-5.

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

Liu, Ping published the artcileDesign of Potent and Orally Active GPR119 Agonists for the Treatment of Type II Diabetes, Product Details of C7H5Br2F, the publication is ACS Medicinal Chemistry Letters (2015), 6(8), 936-941, database is CAplus and MEDLINE.

The authors report herein the design and synthesis of a series of potent and selective GPR119 agonists. The objective was to develop a GPR119 agonist with properties that were suitable for fixed-dose combination with a DPP4 inhibitor. Starting from a phenoxy analog (1), medicinal chem. efforts directed toward reducing half-life and increasing solubility led to the synthesis of a series of benzyloxy analogs. Compound I was chosen for further profiling because of its favorable physicochem. properties and excellent GPR119 potency across species. This compound exhibited a clean off-target profile in counterscreens and good in vivo efficacy in mouse oGTT.

ACS 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 C7H5Br2F, Product Details of C7H5Br2F.

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

Gong, Jing-Xu published the artcileSynthesis, spectral characterization, and antituberculosis activity of thiazino[3,2-a]benzimidazole derivatives, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2016), 191(7), 1036-1041, database is CAplus.

A series of novel thiazino[3,2-a]benzimidazole derivatives were synthesized by cyclization of (R)-2-(chloromethyl)oxirane with benzimidazole-2-thiol followed by reaction with benzyl bromides in high yield under milder conditions. The mol. structures of all compounds were confirmed by ¹H, ¹³C NMR spectroscopy and mass spectrometry. The absolute configuration of the compounds were confirmed by X-ray diffraction anal. All the synthesized compounds were evaluated in-vitro for their antituberculosis activity.

Phosphorus, Sulfur and Silicon and the Related Elements 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 C7H5Br2F, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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