Month: October 2022

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

Swier, L. J. Y. M.; Monjas, L.; Reessing, F.; Oudshoorn, R. C.; Aisyah; Primke, T.; Bakker, M. M.; van Olst, E.; Ritschel, T.; Faustino, I.; Marrink, S. J.; Hirsch, A. K. H.; Slotboom, D. J. published the artcile< Insight into the complete substrate-binding pocket of ThiT by chemical and genetic mutations>, SDS of cas: 188813-04-9, the main research area is ThiT gene mutation binding pocket Lactococcus.

Energy-coupling factor (ECF) transporters are involved in the uptake of micronutrients in bacteria. The transporters capture the substrate by high-affinity binding proteins, the so-called S-components. Here, we present the anal. of two regions of the substrate-binding pocket of the thiamine-specific S-component in Lactococcus lactis, ThiT. First, interaction of the thiazolium ring of thiamine with residues Trp34, His125 and Glu84 by π-π-stacking and cation-π is studied, and second, the part of the binding pocket that extends from the hydroxyl group. We mutated either the transported ligand (chem.) or the protein (genetically). Surprisingly, modifications in the thiazolium ring by introducing substituents with opposite electronic effects had similar effects on the binding affinity. We hypothesize that the electronic effects are superseeded by steric effects of the added substituents, which renders the study of isolated interactions difficult. Amino acid substitutions in ThiT indicate that the electrostatic interaction facilitated by residue Glu84 of ThiT and thiamine is necessary for picomolar affinity. Deazathiamine derivatives that explore the subpocket of the binding site extending from the hydroxyl group of thiamine bind with high affinity to ThiT and may be developed into selective inhibitors of thiamine transport by ECF transporters. Mol.-dynamics simulations suggest that two of these derivatives may not only bind to ThiT, but could also be transported.

MedChemComm published new progress about Electrostatic force. 188813-04-9 belongs to class bromides-buliding-blocks, and the molecular formula is C8H7BrO, SDS of cas: 188813-04-9.

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

Mal, Kajal; Mukhopadhyay, Chhanda published the artcile< Chromatography free expeditious green synthesis of 3-hydroxy-2-pyrrolidone derivatives under eco-friendly conditions via the oxidation of benzyl amines without catalyst>, Product Details of C7H8BrN, the main research area is hydroxypyrrolidone preparation green chem; benzyl amine dialkylacetylenedicarboxylate oxidation.

A sustainable and atom economic one-pot synthesis of biol. significant 3-hydroxy-2-pyrrolidone moieties via the reaction of benzyl amine, aniline (or another benzyl amine) and dialkylacetylenedicarboxylate without catalyst in green solvent has been developed. Some remarkable features of this green procedure are aqueous ethanol solvent, reaction without catalyst, no column chromatog. for isolation of the products, higher the value of atom economy (AE) (up to 94.30%) and lower the E-factor value (up to 0.23 g/g). The reaction principally demonstrates the scope of oxidation of benzyl amines followed by cyclization. This synthetic route is also applicable to gram-scale synthesis.

Journal of Molecular Structure published new progress about Aromatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Product Details of C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kashida, Junki; Shoji, Yoshiaki; Fukushima, Takanori published the artcile< Synthesis and Reactivity of Cyclic Borane-Amidine Conjugated Molecules Formed by Direct 1,2-Carboboration of Carbodiimides with 9-Borafluorenes>, Related Products of 576-83-0, the main research area is cyclic borane amidine conjugated preparation carboboration carbodiimide borafluorene; crystal mol structure cyclic borane amidine conjugate; amidines; borafluorenes; carboboration; carbodiimides; heterocycles.

Efficient 1,2-carboboration reactions to the C:N bond of carbodiimides with 9-borafluorenes, which give rise to cyclic borane-amidine conjugates with a seven-membered BNC5 ring, are reported. The resulting cyclic borane-amidine conjugates can be hydrolyzed into an acyclic bifunctional biaryl compound carrying both boronic acid and amidine groups, rendering the utility of the two-step protocol for the synthesis of multi-functionalized mol. systems with a potential as a supramol. building block. Furthermore, the conjugated structure of the cyclic boron-amidine compounds can be changed upon alkylation of the boron atom that increases the coordination number of boron. The combination of Lewis acid (borane) and conjugated base (amidine) provides rich structural diversity of heteroatom-containing π-conjugated systems.

Chemistry – An Asian Journal published new progress about Borylation (carboboration). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Related Products of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Baulu, Nicolas; Poradowski, Marie-Noelle; Verrieux, Ludmilla; Thuilliez, Julien; Jean-Baptiste-dit-Dominique, Francois; Perrin, Lionel; D’Agosto, Franck; Boisson, Christophe published the artcile< Design of selective divalent chain transfer agents for coordinative chain transfer polymerization of ethylene and its copolymerization with butadiene>, Formula: C9H11Br, the main research area is divalent chain transfer agent ethylene butadiene polymerization.

PhMg(CH2)5MgPh and MesMg(CH2)5MgMes – divalent bis-metalated chain transfer agents (CTA) – were designed, synthesized and implemented in the polymerization of ethylene or the copolymerization of ethylene with butadiene mediated by {(Me2Si(C13H8)2)Nd(μ-BH4)[(μ-BH4)Li(THF)]}2. The systems showed coordinative chain transfer (co)polymerization features with a selectivity towards the initiation depending on the CTA used. Whereas PhMg(CH2)5MgPh initiated chain growth both at the alkyl and aryl sides, MesMg(CH2)5MgMes led to an unprecedented selective polymer chain growth from the alcanediyl moiety while the mesityl groups remain as spectators. The mechanism of the polymerization initiation has been investigated computationnaly at the DFT level. The theor. contribution of the study highlights the different intermediates formed upon combination of the neodymium metallocene and the magnesium CTA, and rationalize the specifity confered by the mesityl groups to induce selective initiation on an alkyl moiety.

Polymer Chemistry published new progress about Chain transfer agents. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Formula: C9H11Br.

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

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

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

Xu, Hui; Li, Xia; Hao, Huimin; Dong, Xiaoyun; Sheng, Wenlong; Lang, Xianjun published the artcile< Designing fluorene-based conjugated microporous polymers for blue light-driven photocatalytic selective oxidation of amines with oxygen>, Application In Synthesis of 3959-07-7, the main research area is microporous conjugated polyfluorene polycarbazole blue light photocatalytic amine oxidation.

Conjugated microporous polymers (CMPs) have been showcased with a brilliant prospect in organic semiconductor photocatalysis, attributing to accessible mol. design, chem. stability and environmental friendliness. Here, two novel fluorene-based CMPs were designed and conveniently synthesized with carbazole as an electron donor. Importantly, subtle variation of substituent at the methylene bridge (9-position) of fluorene precursor results in different performances in which di-Me substituent was proven to be more efficient than difluoro substituent for blue light photocatalysis. MFC [9,9′-(9,9-dimethyl-9H-fluorene-2,7-diyl)bis(9H-carbazole)]-CMP has a much larger sp. surface area, a more favorable redox position, and resultantly a superior photocatalytic performance during blue light-driven selective oxidation of amines into imines with oxygen (O2) in an environmentally benign solvent ethanol (C2H5OH). This work suggests that subtle tweaking in electron acceptors could give rise to superior photocatalytic activity for CMPs in selective chem. conversions.

Applied Catalysis, B: Environmental published new progress about Band gap. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application In Synthesis of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary