Tag: M.W=200-250

Hayashi, Yujiro; Samanta, Sampak; Gotoh, Hiroaki; Ishikawa, Hayato published the artcile< Asymmetric Diels-Alder reactions of α,β-unsaturated aldehydes catalyzed by a diarylprolinol silyl ether salt in the presence of water>, Electric Literature of 3893-18-3, the main research area is unsaturated aldehyde cyclopentadiene diarylprolinol catalyst water Diels Alder; norbornene derivative stereoselective preparation; conjugated diene unsaturated aldehyde diarylprolinol catalyst water Diels Alder; cyclohexene carboxaldehyde derivative stereoselective preparation.

The title reaction predominantly affords the exo isomer with excellent enantioselectivity. The synthesis can be carried out without organic solvents and provides the products by distillation Water increases the rate and enantioselectivity of the reaction.

Angewandte Chemie, International Edition published new progress about Bicyclic compounds Role: SPN (Synthetic Preparation), PREP (Preparation) (norbornenes, chiral). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mondal, Totan; Dutta, Sayan; De, Sriman; Koley, Debasis published the artcile< Computational Exploration of Mechanistic Avenues in C-H Activation Assisted Pd-Catalyzed Carbonylative Coupling>, Product Details of C7H4BrF3, the main research area is bond activation palladium catalyzed carbonylative coupling aryl bromide polyfluoroarene.

The detailed mechanism of the intermol. Pd-catalyzed carbonylative coupling reaction between aryl bromides and polyfluoroarenes relying on C(sp2)-H activation was investigated using state-of-the-art computational methods (SMD-B3LYP-D3(BJ)/BS2//B3LYP-D3/BS1). The mechanism unveils the necessary and important roles of a slight excess of carbon monoxide: acting as a ligand in the active catalyst state, participating as a reactant in the carbonylation process, and accelerating the final reductive elimination event. Importantly, the desired carbonylative coupling route follows the rate-limiting C-H activation process via the concerted metalation-deprotonation pathway, which is slightly more feasible than the decarboxylative route leading to byproduct formation by 1.2 kcal/mol. The analyses of the free energies indicate that the choice of base has a significant effect on the reaction mechanism and its energetics. The Cs2CO3 base guides the reaction toward the coupling route, whereas carbonate bases such as K2CO3 and Na2CO3 switch toward an undesired decarboxylative path. However, K3PO4 significantly reduces the C-H activation barrier over the decarboxylation reaction barrier and can act as a potential alternative base. The positional influence of a methoxy substituent in bromoanisole and different substituent effects in polyfluoroarenes were also considered. Our results show that different substituents impose significant impact on the desired carbonylative product formation energetics. Considering the influence of several ligands leads to the conclusion that other phosphine and N-heterocyclic carbene, such as PnBuAd2 and IMes, can be used as an efficient alternative than the exptl. reported PtBu3 ligand exhibiting a clear preference for C-H activation (ΔΔGLS) by 7.1 and 10.9 kcal/mol, resp. We have also utilized the energetic span model to interpret the exptl. results. Moreover, to elucidate the origin of activation barriers, energy decomposition anal. calculations were accomplished for the critical transition states populating the energy profiles.

Journal of Organic Chemistry published new progress about Aryl bromides Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Product Details of C7H4BrF3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Amaradhi, Radhika; Mohammed, Shabber; Banik, Avijit; Franklin, Ronald; Dingledine, Raymond; Ganesh, Thota published the artcile< Second-Generation Prostaglandin Receptor EP2 Antagonist, TG8-260, with High Potency, Selectivity, Oral Bioavailability, and Anti-Inflammatory Properties>, Formula: C9H7BrO3, the main research area is inflammation antiinflammatory lead optimization pharmacokinetics CYP450 inhibition competitive antagonism.

EP2, a G-protein-coupled prostaglandin-E2 receptor, has emerged as a seminal biol. target for drug discovery. EP2 receptor activation is typically proinflammatory; therefore, the development of EP2 antagonists to mitigate the severity and disease pathol. in a variety of inflammation-driven central nervous system and peripheral disorders would be a novel strategy. We have recently developed a second-generation EP2 antagonist TG8-260 and shown that it reduces hippocampal neuroinflammation and gliosis after pilocarpine-induced status epilepticus in rats. Here, we present details of synthesis, lead optimization on earlier leads that resulted in TG8-260 (I), potency and selectivity evaluations using cAMP-driven time-resolved fluorescence resonance energy-transfer (TR-FRET) assays and [H3]-PGE2-binding assays, absorption, distribution, metabolism, and excretion (ADME), and pharmacokinetics. TG8-260 (2f) showed Schild KB = 13.2 nM (3.6-fold more potent than the previous lead TG8-69 (1c)) and 500-fold selectivity to EP2 against other prostanoid receptors. Pharmacokinetic data indicated that TG8-260 has a plasma half-life of 2.14 h (PO) and excellent oral bioavailability (77.3%). Extensive ADME tests indicated that TG8-260 is a potent inhibitor of CYP450 enzymes. Further, we show that TG8-260 displays antagonistic activity on the induction of EP2 receptor-mediated inflammatory gene expression in microglia BV2-hEP2 cells; therefore, it can serve as a tool for investigating anti-inflammatory pathways in peripheral inflammatory disease animal models.

ACS Pharmacology & Translational Science published new progress about 5-HT2A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 20099-90-5 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO3, Formula: C9H7BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gopalsamy, Ariamala; Aulabaugh, Ann E.; Barakat, Amey; Beaumont, Kevin C.; Cabral, Shawn; Canterbury, Daniel P.; Casimiro-Garcia, Agustin; Chang, Jeanne S.; Chen, Ming Z.; Choi, Chulho; Dow, Robert L.; Fadeyi, Olugbeminiyi O.; Feng, Xidong; France, Scott P.; Howard, Roger M.; Janz, Jay M.; Jasti, Jayasankar; Jasuja, Reema; Jones, Lyn H.; King-Ahmad, Amanda; Knee, Kelly M.; Kohrt, Jeffrey T.; Limberakis, Chris; Liras, Spiros; Martinez, Carlos A.; McClure, Kim F.; Narayanan, Arjun; Narula, Jatin; Novak, Jonathan J.; O’Connell, Thomas N.; Parikh, Mihir D.; Piotrowski, David W.; Plotnikova, Olga; Robinson, Ralph P.; Sahasrabudhe, Parag V.; Sharma, Raman; Thuma, Benjamin A.; Vasa, Dipy; Wei, Liuqing; Wenzel, A. Zane; Withka, Jane M.; Xiao, Jun; Yayla, Hatice G. published the artcile< PF-07059013: A Noncovalent Modulator of Hemoglobin for Treatment of Sickle Cell Disease>, Recommanded Product: 2-Amino-5-bromobenzaldehyde, the main research area is pf07059013 noncovalent Hb modulator sickle cell disease.

Sickle cell disease (SCD) is a genetic disorder caused by a single point mutation (β6 Glu → Val) on the β-chain of adult Hb (HbA) that results in sickled Hb (HbS). In the deoxygenated state, polymerization of HbS leads to sickling of red blood cells (RBC). Several downstream consequences of polymerization and RBC sickling include vaso-occlusion, hemolytic anemia, and stroke. We report the design of a noncovalent modulator of HbS, clin. candidate PF-07059013 (23). The seminal hit mol. was discovered by virtual screening and confirmed through a series of biochem. and biophys. studies. After a significant optimization effort, we arrived at 23, a compound that specifically binds to Hb with nanomolar affinity and displays strong partitioning into RBCs. In a 2-wk multiple dose study using Townes SCD mice, 23 showed a 37.8% (±9.0%) reduction in sickling compared to vehicle treated mice. 23 (PF-07059013) has advanced to phase 1 clin. trials.

Journal of Medicinal Chemistry published new progress about Crystal structure. 29124-57-0 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO, Recommanded Product: 2-Amino-5-bromobenzaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Azizollahi, Hamid; Mehta, Vaibhav P.; Garcia-Lopez, Jose-Antonio published the artcile< Pd-catalyzed cascade reactions involving skipped dienes: from double carbopalladation to remote C-C cleavage>, Category: bromides-buliding-blocks, the main research area is spirocycle preparation; diene double carbopalladation cascade palladium catalyst; allyl benzofuran preparation; skipped diene beta elimination palladium catalyst.

Herein, two ligand-controlled cascade reactions relying on the intramol. carbopalladation of skipped dienes were reported. The use of a bulky monodentate phosphine ligand afforded [4,5]-spirocycles I [R = H, 5-Me, 6-F, etc.] via sequential double carbopalladation, however bidentate phosphines promoted Pd-catalyzed remote β-C-elimination cascade to afford 3-allyl-substituted benzofurans II.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkadienes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Darensbourg, Donald J.; Mueller, Brian L.; Bischoff, Christopher J.; Reibenspies, Joseph H. published the artcile< Chemistry of zerovalent tungsten alkoxides. Synthesis, x-ray structure and reactivity toward carbon dioxide>, Computed Properties of 82-73-5, the main research area is crystal structure tungstate carbonyl fluoropropoxo; tungstate carbonyl fluoropropoxo fluoropropyl carbonate complex; propoxo tungstate carbonyl complex; carbon dioxide reaction tungstate carbonyl fluoropropoxo.

[PPN][W(CO)5(OCH2CF3)] and [PPN]2[W2(CO)8(OCH2CF3)2] (PPN = (Ph3P)2N+) have been synthesized and characterized. [PPN][W(CO)5(OCH2CF3)] reacted rapidly and reversibly with CO2 to afford [PPN][W(CO)2[OC(O)OCH2CF3]]. The x-rya crystal structure of [PPN]2[W2(CO)8(OCH2CF3)2] has been determined The complex crystallizes in the triclinic space group P1̅, a 13.460(11), b 12.318(5), c 13.842(10) Å, α 82.73(5), β 59.11(5), γ 80.09(5)°, and Z = 1.

Inorganic Chemistry published new progress about Crystal structure. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Computed Properties of 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Yue; Dai, Gaole; Chen, Yuanyuan; Wang, Ru; Li, Huamei; Shi, Xueliang; Zhang, Xiaohong; Xu, Yang; Zhao, Yu published the artcile< Effective Design Strategy of Small Bipolar Molecules through Fused Conjugation toward 2.5 V Based Redox Flow Batteries>, COA of Formula: C8H6BrFO2, the main research area is sym redox flow battery bipolar redox active mol design.

Using bipolar redox-active mols. (BRMs) as active materials is a practical way to address electrolyte crossover and resultant unpredictable side reactions in redox-flow batteries. However, the development of BRMs is greatly hindered by difficulties in finding new mols. from limited redox-active moieties and in achieving high cell voltage to compete with existing flow battery chemistries. This study proposes a strategy for design of high-voltage BRMs using fused conjugation that regulates the redox potential of integrated redox-active moieties. As a demonstration, quaternary N and ketone redox moieties are used to construct a new BRM that shows a prominent voltage gap with good electrochem. stability. A sym. redox-flow cell based on this mol. exhibits a high voltage of 2.5 V and decent cycling stability. This study provides a general strategy for designing new BRMs that may enrich the cell chemistries of organic redox-flow batteries.

ACS Energy Letters published new progress about Atomic charge. 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, COA of Formula: C8H6BrFO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Aberkane, Sabrina Messaoud; Palleschi, Vincenzo published the artcile< Comment on: ''Measurement of deviations of transition probability of the neutral silver lines at 827.35 and 768.77 nm using OES-technique"" by Alhijry et al. [JQSRT (2020) 106922]>, Reference of 82-73-5, the main research area is polemic neutral silver line transition probability OES technique.

A polemic in response to Alhijry et al. In this comment we pointed out an error in the identification of the neutral silver line at 768.77 that invalidates some of the results reported in the paper ”Measurement of deviations of transition probability of the neutral silver lines at 827.35 and 768.77 nm using OES-technique” by Alhijry et al., recently published on JQSRT.

Journal of Quantitative Spectroscopy & Radiative Transfer published new progress about Emission spectroscopy. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Reference of 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mori, Mattia; Dasso Lang, Maria Chiara; Saladini, Francesco; Palombi, Nastasja; Kovalenko, Lesia; De Forni, Davide; Poddesu, Barbara; Friggeri, Laura; Giannini, Alessia; Malancona, Savina; Summa, Vincenzo; Zazzi, Maurizio; Mely, Yves; Botta, Maurizio published the artcile< Synthesis and Evaluation of Bifunctional Aminothiazoles as Antiretrovirals Targeting the HIV-1 Nucleocapsid Protein>, Application In Synthesis of 20099-90-5, the main research area is aminothiazole preparation antiretroviral HIV 1 nucleocapsid protein inhibitor; structure activity aminothiazole antiretroviral nucleocapsid protein inhibitor.

Small mol. inhibitors of the HIV-1 nucleocapsid protein (NC) are considered as promising agents in the treatment of HIV/AIDS. In an effort to exploit the privileged 2-amino-4-phenylthiazole moiety in NC inhibition, here we conceived, synthesized, and tested in vitro 18 NC inhibitors (NCIs) bearing a double functionalization. In these NCIs, one part of the mol. is designed to interact noncovalently with the NC hydrophobic pocket, while the second portion is designed to interact with the N-terminal domain of NC. This binding hypothesis was verified by mol. dynamics simulations, while the linkage between these two pharmacophores was found to enhance antiretroviral activity both on the wild-type virus and on HIV-1 strains with resistance to currently licensed drugs. The two most interesting compounds, I and II, showed no cytotoxicity, thus becoming valuable leads for further investigations.

ACS Medicinal Chemistry Letters published new progress about Anti-HIV agents. 20099-90-5 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO3, Application In Synthesis of 20099-90-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Auti, Prashant S.; Nandi, Arijit; Kumari, Vijeta; Paul, Atish T. published the artcile< Design, synthesis, biological evaluation and molecular modelling studies of oxoacetamide warhead containing indole-quinazolinone based novel hybrid analogues as potential pancreatic lipase inhibitors>, Category: bromides-buliding-blocks, the main research area is obesity indole quinazolinone mol modeling pancreatic lipase inhibitor antiobesity.

A novel series of indolyl oxoacetamide-quinazolinone hybrid analogs (9aa-9df) were designed, synthesized, and evaluated for their in vitro pancreatic lipase (PL) inhibitory potential which may lead to efficient anti-obesity agents. All the synthesized hybrid analogs exhibited moderate to potent PL inhibitory activity (IC50 = 32.51 to 4.86 μM). Among all the analogs, 9ak, 9af, 9aj, and 9ah were found to have the most potent PL inhibitory activity (IC50 = 4.86, 5.73, 5.83, and 5.94 μM resp.), as compared to orlistat (IC50 = 0.86 μM). The most potent analogs 9af and 9ak were found to inhibit PL competitively with an inhibition constant (Ki) of 2.136, 1.648 μM. Furthermore, the docking study confirmed the binding of analogs 9ak and 9af (MolDock score of -161.25, -133.67 kcal mol-1) that exhibited docking interactions with important active site amino acids, namely Phe 77, Tyr 114, Ser 152, Arg 256, His 263, etc. Also, the anal. of analog 9ak and 9af in SeeSAR revealed the covalent inhibition of PL. In mol. dynamics simulations of 100 ns, the complex between each analog (9ak & 9af) and PL was found to be stable (RMSD < 1.5 Å). The present work highlights the importance of a hybrid drug design approach for the development of indole and quinazolinone containing hybrids as potential PL inhibitors. New Journal of Chemistry published new progress about Antiobesity agents. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary