Category: 76283-09-5

Mistry, Shailesh N. published the artcile4-Phenylpyridin-2-one Derivatives: A Novel Class of Positive Allosteric Modulator of the M₁ Muscarinic Acetylcholine Receptor, Computed Properties of 76283-09-5, the publication is Journal of Medicinal Chemistry (2016), 59(1), 388-409, database is CAplus and MEDLINE.

Pos. allosteric modulators (PAMs) of the M₁ muscarinic acetylcholine receptor (M₁ mAChR) are a promising strategy for the treatment of the cognitive deficits associated with diseases including Alzheimer’s and schizophrenia. Herein, we report the design, synthesis, and characterization of a novel family of M₁ mAChR PAMs. The most active compounds of the 4-phenylpyridin-2-one series exhibited comparable binding affinity to the reference compound, 1-(4-methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (BQCA), but markedly improved pos. cooperativity with acetylcholine, and retained exquisite selectivity for the M₁ mAChR. Furthermore, the pharmacol. characterization revealed ligands with a diverse range of activities, including modulators that displayed both high intrinsic efficacy and PAM activity, those that showed no detectable agonism but robust PAM activity and ligands that displayed robust allosteric agonism but little modulatory activity. Compound I was found to have the best pharmacol. profile. Thus, the 4-phenylpyridin-2-one scaffold offers an attractive starting point for further lead optimization.

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 C7H5Br2F, Computed Properties of 76283-09-5.

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

Mei, Wen-wen published the artcileSynthesis and biological evaluation of benzothiazol-based 1,3,4-oxadiazole derivatives as amyloid β-targeted compounds against Alzheimer’s disease, COA of Formula: C7H5Br2F, the publication is Monatshefte fuer Chemie (2017), 148(10), 1807-1815, database is CAplus.

A series of new benzothiazol-based 1,3,4-oxadiazole derivatives were synthesized and evaluated for their neuroprotective effects against Aβ_25-35-induced toxicity in SH-SY5Y cells. The bioassay results indicated that most of the tested compounds exhibited promising neuroprotective activity. In particular, compound 2-[[[5-[(4-bromophenylmethyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole showed the most potent activity (95.7% of cell viability at 10 μM), better than the pos. control EGCG (90.7% of cell viability at 10 μM). Furthermore, compounds 2-[[[5-[(2-bromophenylmethyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole, 2-[[[5-[(4-bromo-2-fluorophenylmethylyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole, and 2-[[[5-[(4-methoxyphenylmethyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole displayed neuroprotective activity similar to EGCG (87.7, 89.1, and 87.7% of cell viability, resp., at 10 μM). The preliminary SARs anal. indicated that benzene ring is the key factor for the neuroprotective activity and the bromo atom substituted at 4-position of the benzene ring favors the neuroprotective activity. In addition, the fluoro group in the benzene ring appears not beneficial for the neuroprotective activity.

Monatshefte fuer Chemie 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, COA of Formula: C7H5Br2F.

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

Zhang, Juan published the artcileSynthesis and evaluation of coumarin/piperazine hybrids as acetylcholinesterase inhibitors, COA of Formula: C7H5Br2F, the publication is Medicinal Chemistry Research (2018), 27(6), 1717-1727, database is CAplus.

A series of new coumarin/piperazine hybrids were synthesized and evaluated for anticholinesterase activity. Among them, compounds I and II exhibited potent human acetylcholinesterase (hAChE) inhibitory activity with IC₅₀ values of 2.42 and 9.89 μM, resp., and 4t displayed highest selectivity toward hAChE over human butyrylcholinesterase (hBChE) by 9.8-fold. In addition, both compounds did not show observed cytotoxicity against SH-SY5Y neuroblastoma cell line at 100 μM. Kinetic anal. in tandem with mol. docking study revealed that these hybrids targeted both catalytic active site (CAS) and peripheral anionic site (PAS) of hAChE. The preliminary results highlighted II as an anti-Alzheimer’s disease lead compound worthy of further investigation.

Medicinal Chemistry Research 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 C6H9N3O2S, COA of Formula: C7H5Br2F.

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

Zhao, Xian published the artcileSynthesis of aryl triflones by insertion of arynes into C-SO₂CF₃ bonds, Application of 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is RSC Advances (2017), 7(1), 47-50, database is CAplus.

A new approach toward the synthesis of aryl triflones R-2-F₃CO₂SC₆H₃CH₂Ar (R = H, 4,5-Me₂, 4,5-F₂; Ar = 2-fluorophenyl, 3-trifluoromethylphenyl, 4-carboethoxyphenyl, etc.) was achieved by the formal insertion of arynes into C-SO₂CF₃ bonds. This reaction proceeds through addition of CF₃SO₂-containing nucleophiles to the in situ generated arynes and subsequent intramol. rearrangement.

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 C18H20N2O12, Application of 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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

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

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

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

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