Category: 76283-09-5

Wager, Travis T. published the artcileDiscovery of Two Clinical Histamine H₃ Receptor Antagonists: trans-N-Ethyl-3-fluoro-3-[3-fluoro-4-(pyrrolidinylmethyl)phenyl]cyclobutanecarboxamide (PF-03654746) and trans-3-Fluoro-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-(2-methylpropyl)cyclobutanecarboxamide (PF-03654764), Related Products of bromides-buliding-blocks, the publication is Journal of Medicinal Chemistry (2011), 54(21), 7602-7620, database is CAplus and MEDLINE.

The discovery of two histamine H₃ antagonist clin. candidates is disclosed. The pathway to identification of the two clin. candidates, 6 (PF-03654746, I, R=Et) and 7 (PF-03654764, I, R=isobutyl) required five hypothesis driven design cycles. The key to success in identifying these clin. candidates was the development of a compound design strategy that leveraged medicinal chem. knowledge and traditional assays in conjunction with computational and in vitro safety tools. Overall, clin. compounds 6 and 7 exceeded conservative safety margins and possessed optimal pharmacol. and pharmacokinetic profiles, thus achieving our initial goal of identifying compounds with fully aligned oral drug attributes, “best-in-class” mols.

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 C6H8O3, Related Products of bromides-buliding-blocks.

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

Son, Jung-Ho published the artcile1-Benzylspiro[piperidine-4,1′-pyrido[3,4-b]indole] ‘co-potentiators’ for minimal function CFTR mutants, Application In Synthesis of 76283-09-5, the publication is European Journal of Medicinal Chemistry (2021), 112888, database is CAplus and MEDLINE.

A spiro [piperidine-4,1-pyrido [3,4-b]indoles] I (R¹ = 6-OMe, 6-Br, 6-Cl, 7-OMe; R² = benzyl, furan-2-ylmethyl, pyridin-2-ylmethyl, etc.) class of co-potentiators that function in synergy with existing CFTR potentiators such as VX-770 or GLGP1837 to restore channel activity of a defined subset of minimal function cystic fibrosis transmembrane conductance regulator (CFTR) mutants has been described. Here, structure-activity studies were conducted to improve their potency over the previously identified compound, I (R¹ = 6-OMe; R² = benzyl) 20 (originally termed CP-A01). Targeted synthesis of 37 spiro [piperidine-4,1-pyrido [3,4-b]indoles] I was generally accomplished using versatile two or three step reaction protocols with each step having high efficiency. Structure-activity relationship studies established that analog I [R¹ = 6-OMe; R² = (2,4,5-trifluorophenyl)methyl], with 6′-methoxyindole and 2,4,5-trifluorobenzyl substituents, had the greatest potency for activation of N1303K-CFTR, with EC50 ∼600 nM representing an ∼17-fold improvement over the original compound identified in a small mol. screen.

European 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 C28H29NO4, Application In Synthesis of 76283-09-5.

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

Puerstinger, Gerhard published the artcileAntiviral 2,5-disubstituted imidazo[4,5-c]pyridines: Further optimization of anti-hepatitis C virus activity, Formula: C7H5Br2F, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(18), 5111-5114, database is CAplus and MEDLINE.

Substituted 5-benzyl-2-phenyl-5H-imidazo[4,5-c]pyridines represent a novel class of compounds with activity against pestiviruses and the hepatitis C virus (HCV). Several series of analogs with modifications of the substituents in positions 2 and 5 were prepared These efforts resulted in the discovery of several compounds with potent antiviral activity of which 2-(2,3-difluorophenyl)-5-[4-(trifluoromethyl)benzyl]-5H-imidazo[4,5-c]pyridine (I) was most potent against HCV (EC₅₀ of 0.10 μM and a selectivity index of 1080).

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, Formula: C7H5Br2F.

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

Wu, Shaoxiang published the artcileDiastereoselective and Enantioselective Epoxidation of Acyclic β-Trifluoromethyl-β,β-Disubstituted Enones by Hydrogen Peroxide with a Pentafluorinated Quinidine-Derived Phase-Transfer Catalyst, COA of Formula: C7H5Br2F, the publication is Advanced Synthesis & Catalysis (2013), 355(10), 1917-1923, database is CAplus.

An efficient catalytic asym. epoxidation of β-trifluoromethyl-β,β-disubstituted unsaturated ketones has been achieved by a pentafluorine-substituted phase-transfer catalyst with hydrogen peroxide (30%). Thus, the β-trifluoromethyl-α,β-epoxy ketones e. g., I, with a quaternary carbon center were obtained in excellent diastereoselectivities (up to 100:1 dr) and excellent enantioselectivities (up to 99.7% ee). Low catalyst loading, recycle of catalyst, environmentally benign oxidant and easy transformation of the epoxides into medicinally important trifluoromethylated intermediate make our protocol much more practical.

Advanced Synthesis & Catalysis 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 C10H2F12NiO4, COA of Formula: C7H5Br2F.

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

Brem, Jurgen published the artcileImitation of β-lactam binding enables broad-spectrum metallo-β-lactamase inhibitors, Related Products of bromides-buliding-blocks, the publication is Nature Chemistry (2022), 14(1), 15-24, database is CAplus and MEDLINE.

Carbapenems are vital antibiotics, but their efficacy is increasingly compromised by metallo-β-lactamases (MBLs). Here we report the discovery and optimization of potent broad-spectrum MBL inhibitors. A high-throughput screen for NDM-1 inhibitors identified indole-2-carboxylates (InCs) as potential β-lactamase stable β-lactam mimics. Subsequent structure-activity relationship studies revealed InCs as a new class of potent MBL inhibitor, active against all MBL classes of major clin. relevance. Crystallog. studies revealed a binding mode of the InCs to MBLs that, in some regards, mimics that predicted for intact carbapenems, including with respect to maintenance of the Zn(II)-bound hydroxyl, and in other regards mimics binding observed in MBL-carbapenem product complexes. InCs restore carbapenem activity against multiple drug-resistant Gram-neg. bacteria and have a low frequency of resistance. InCs also have a good in vivo safety profile, and when combined with meropenem show a strong in vivo efficacy in peritonitis and thigh mouse infection models. [graphic not available: see fulltext]

Nature 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, Related Products of bromides-buliding-blocks.

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

Prinz, Michaela published the artcile1,4-Substituted 4-(1H)-pyridylene-hydrazone-type inhibitors of AChE, BuChE, and amyloid-β aggregation crossing the blood-brain barrier, Product Details of C7H5Br2F, the publication is European Journal of Pharmaceutical Sciences (2013), 49(4), 603-613, database is CAplus and MEDLINE.

Given the fundamentally multifactorial character of Alzheimer’s disease (AD), addressing more than one target for disease modification or therapy is expected to be highly advantageous. Here, following the cholinergic hypothesis, we aimed to inhibit both acetyl- and butyrylcholinesterase (AChE and BuChE) in order to increase the concentration of acetylcholine in the synaptic cleft. In addition, the formation of the amyloid β fibrils should be inhibited and already preformed fibrils should be destroyed. Based on a recently identified AChE inhibitor with a 1,4-substituted 4-(1H)-pyridylene-hydrazone skeleton, a substance library has been generated and tested for inhibition of AChE, BuChE, and fibril formation. Blood-brain barrier mobility was ensured by a transwell assay. Whereas the p-nitrosubstituted compound 18C shows an anti-AChE activity in the nanomolar range of concentration (IC₅₀ = 90 nM), the bisnaphthyl substituted compound 20L was found to be the best overall inhibitor of AChE/BuChE and enhances the fibril destruction.

European Journal of Pharmaceutical Sciences 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

Zhu, Shaojuan published the artcileIn vitro and in vivo evaluation of antioxidant activity of ARIs: benzothiadiazine and pyridothiadiazine derivatives, Application of 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is Journal of Chemical and Pharmaceutical Research (2014), 6(5), 173-179, 7 pp., database is CAplus.

Increased oxidant stress plays an important role in the chronic complications of diabetes. This study aimed to examine if our previously synthesized aldose reductase inhibitors (ARIs), benzothiadiazine 1,1-dioxide derivatives and the structural analogs pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxide derivatives, have the potent as antioxidants. Several assays have been used to estimate antioxidant capacities including DPPH, MDA and sorbitol assays. Effect of concentration, PH and sunlight on DPPH scavenging activity were determined, and results showed benzothiadiazine 1,1-dioxide derivatives (compound 7a, 7b, 7c) at both concentration of 10-5 M and 10-4 M had notable scavenging activity against DPPH, significantly higher than that of pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxide derivatives(compound 7’a, 7’b, 7’c). The PH demonstrated no effect on the activity and sunlight was essential for the activity. The brain MDA levels (MDA, an index of lipid peroxidation) for compounds 7a, 7b, 7c significantly decreased comparing with the neg. control, the brain homogenate sample induced by oxidant system Fe(III) ascorbic acid. Oral administration of compound 7’a, 7’b and 7’c to groups of STZ-induced rats for 5 days decreased the level of sciatic nerve sorbitol, The inhibition of sorbitol level in the range of 24%-35% for 7’a, 7’b and 7’c, showing some difference with the in vitro study.

Journal of Chemical and Pharmaceutical 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 C18H20N2O12, Application of 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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

Hou, Jin published the artcileEvaluation of Novel N-(piperidine-4-yl)benzamide Derivatives as Potential Cell Cycle Inhibitors in HepG2 Cells, Formula: C7H5Br2F, the publication is Chemical Biology & Drug Design (2015), 86(2), 223-231, database is CAplus and MEDLINE.

In this study, a series of novel N-(piperidine-4-yl)benzamide derivatives was designed, synthesized, and evaluated for antitumor activity. Some compounds were found to have potent antitumor activity. In particular, compound 47 (N-(1-(2,6-difluorobenzyl)piperidine-4-yl)-4phenoxybenzamide) showed the most potent biol. activity against HepG2 cells, with an IC₅₀ value of 0.25 μM. Western blot anal. demonstrated that compound 47 inhibited the expression of cyclin B1 and p-Rb and enhanced the expression of p21, p53, Rb, and phospho-adenosine monophosphate-activated protein kinase (p-AMPK). Further, cell cycle arrest was observed by flow cytometry (FCM). In summary, compound 47 was screened to have potential activity for the treatment of hepatocarcinoma via the induction of cell cycle arrest by a p53/p21-dependent pathway.

Chemical Biology & Drug Design 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

Sun, Xin published the artcileMetal-Free Hypervalent-Iodine-Promoted C3 Difluorination and C2 Oxidation of N-Substituted Indoles, Category: bromides-buliding-blocks, the publication is Asian Journal of Organic Chemistry (2017), 6(6), 690-693, database is CAplus.

A metal-free, highly regioselective C3 difluorination and C2 oxidation of N-substituted indoles I (R¹ = 5-Br, 7-Cl, 3,6-F₂, etc.; R² = Bn, 4-ClC₆H₄CH₂, 2,3,5-F₃C₆H₂CH₂, etc.) with the aid of in situ generated PhIF₂ in the presence of two types of fluorinating agents such as Pyr·HF and Et₃N·HF was reported. This reaction provided 3,3-difluoro-2-oxindoles II with yields up to 64% under mild reaction conditions. A mechanism for this reaction was proposed.

Asian Journal of Organic 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 C7H10BNO4S, Category: bromides-buliding-blocks.

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

Li, Ya-Wei published the artcile^tBuOK-Promoted Cyclization of Imines with Aryl Halides, Synthetic Route of 76283-09-5, the publication is Organic Letters (2020), 22(11), 4553-4556, database is CAplus and MEDLINE.

A transition-metal-free indole synthesis using radical coupling of 2-halotoluenes and imines via the later-stage C-N bond construction was reported for the first time. It includes an aminyl radical generation by C-H cleaving addition of 2-halotoluenes to imines via the carbanion radical relay and an intramol. coupling of aryl halides with aminyl radicals. One standard condition can be used for all halides including F, Cl, Br, and I. No extra oxidant or transition metal is required.

Organic 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, Synthetic Route of 76283-09-5.

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