Month: October 2022

White, Nicholas A.; Rovis, Tomislav published the artcile< Oxidatively Initiated NHC-Catalyzed Enantioselective Synthesis of 3,4-Disubstituted Cyclopentanones from Enals>, Formula: C9H7BrO, the main research area is NHC catalyst oxidative enantioselective cyclization aryl enal; cyclopentanone stereoselective preparation.

An unprecedented N-heterocyclic carbene (NHC)-catalyzed annulation of enals to form 3,4-disubstituted cyclopentanones, e.g. I, has been discovered. Aryl enals undergo dimerization in the presence of a single-electron oxidant to form C2 sym. cyclopentanones. A cross-reaction has also been developed, allowing for the synthesis of differentially substituted cyclopentanones. Mechanistically, the reaction is thought to proceed through radical intermediates, further establishing the synthetic utility of this class of reactivity.

Journal of the American Chemical Society published new progress about Enantioselective synthesis. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Soucy, C.; Favreau, D.; Kayser, M. M. published the artcile< The regioselectivity of metal hydride reductions of 3-substituted phthalic anhydrides>, Category: bromides-buliding-blocks, the main research area is phthalide substituted; phthalic anhydride substituted hydride reduction; regiochem reduction substituted phthalic anhydride.

The reduction of 3-methoxyphthalide by metal hydrides was reinvestigated. Various effects controlling selectivity of reductions in 3-substituted phthalides were studied, and a qual. interpretation of the results was proposed. Methods for obtaining enhanced yields of one or the other lactonic product were developed.

Journal of Organic Chemistry published new progress about LUMO (molecular orbital). 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kil, Kun-Eek; Poutiainen, Pekka; Zhang, Zhaoda; Zhu, Aijun; Choi, Ji-Kyung; Jokivarsi, Kimmo; Brownell, Anna-Liisa published the artcile< Radiosynthesis and Evaluation of an 18F-Labeled Positron Emission Tomography (PET) Radioligand for Metabotropic Glutamate Receptor Subtype 4 (mGlu4)>, COA of Formula: C8H3BrO3, the main research area is fluorine labeled PET radioligand metabotropic glutamate receptor subtype 4; chlorophenylpicolinamide phthalimide derivative fluorine labeled PET radioligand mGlu4.

Four 4-phthalimide derivatives of N-(3-chlorophenyl)-2-picolinamide were synthesized as potential ligands for the PET imaging of mGlu4 in the brain. Of these compounds, N-(3-chloro-4-(4-fluoro-1,3-dioxoisoindolin-2-yl)phenyl)-2-picolinamide (3, III, KALB001) exhibited improved binding affinity (IC50 = 5.1 nM) compared with ML128 (1, I) and was subsequently labeled with 18F. When finally formulated in 0.1 M citrate buffer (pH 4) with 10% ethanol, the specific activity of [18F]3 at the end of synthesis (EOS) was 233.5 ± 177.8 GBq/μmol (n = 4). The radiochem. yield of [18F]3 was 16.4 ± 4.8% (n = 4), and the purity was over 98%. In vivo imaging studies in a monkey showed that the radiotracer quickly penetrated the brain with the highest accumulation in the brain areas known to express mGlu4. Despite some unfavorable radiotracer properties like fast washout in rodent studies, [18F]3 is the first 18F-labeled mGlu4 radioligand, which can be further modified to improve pharmacokinetics and brain penetrability for future human studies.

Journal of Medicinal Chemistry published new progress about Allosterism. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, COA of Formula: C8H3BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

DeLeon, Chelsea; Pemberton, Kyle; Green, Michael; Kalajdzic, Vanja; Rosato, Martina; Xu, Fenglian; Arnatt, Christopher published the artcile< Novel GPER Agonist, CITFA, Increases Neurite Growth in Rat Embryonic (E18) Hippocampal Neurons>, Recommanded Product: 2-Bromo-4-isopropylaniline, the main research area is GPER GPER30 agonist CITFA neurite growth hippocampus antagonist neurodevelopment; Estrogen; G-protein coupled estrogen receptor (GPER/GPR30); agonist; antagonist neurodevelopment; calcium signaling; embryonic primary culture; hippocampus; neurite outgrowth.

Numerous studies have reported neuroprotective and procognitive effects of estrogens. The estrogen 17β-estradiol (E2) activates both the classical nuclear estrogen receptors ERα and ERβ as well as the G protein-coupled estrogen receptor (GPER). The differential effects of targeting the classical estrogen receptors over GPER are not well-understood. A limited number of selective GPER compounds have been described. In this study, 10 novel compounds were synthesized and exhibited half-maximal effective concentration values greater than the known GPER agonist G-1 in calcium mobilization assays performed in nonadherent HL-60 cells. Of these compounds, 2-cyclohexyl-4-isopropyl-N-((5-(tetrahydro-2H-pyran-2-yl)furan-2-yl)methyl)aniline, referred to as CITFA, significantly increased axonal and dendritic growth in neurons extracted from embryonic day 18 (E18) fetal rat hippocampal neurons. Confirmation of the results was performed by treating E18 hippocampal neurons with known GPER-selective antagonist G-36 and challenging with either E2, G-1, or CITFA. Results from these studies revealed an indistinguishable difference in neurite outgrowth between the treatment and control groups, exhibiting that neurite outgrowth in response to G-1 and CITFA originates from GPER activation and can be abolished with pretreatment of an antagonist. Subsequent docking studies using a homol. model of GPER showed unique docking poses between G-1 and CIFTA. While docking poses differed between the ligands, CIFTA exhibited more favorable distance, bond angle, and strain for hydrogen-bonding and hydrophobic interactions.

ACS Chemical Neuroscience published new progress about Biological ion transport, calcium. 51605-97-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H12BrN, Recommanded Product: 2-Bromo-4-isopropylaniline.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Afewerki, Samson; Breistein, Palle; Pirttila, Kristian; Deiana, Luca; Dziedzic, Pawel; Ibrahem, Ismail; Cordova, Armando published the artcile< Catalytic Enantioselective β-Alkylation of α,β-Unsaturated Aldehydes by Combination of Transition-Metal- and Aminocatalysis: Total Synthesis of Bisabolane Sesquiterpenes>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is bisabolane sesquiterpene curcumene tumerone dehydrocurcumene enantioselective synthesis; unsaturated aldehyde asym beta alkylation.

The first example of enantioselective β-alkylation of α,β-unsaturated aldehydes by combination of aminocatalysis and transition-metal catalysis is reported. The catalyzed asym. 1,4-addition gave the corresponding β-alkyl aldehydes with up to 98:2 e.r. Thus, simple bench stable chiral amines can be used as catalyst in combination with a copper salt without the use of a glove box to achieve catalytic asym. addition of dialkylzinc reagents to enals with high enantioselectivity. The novel co-catalytic reaction was utilized as the key step for the expeditious total synthesis of bisabolane sesquiterpenes, e.g. I.

Chemistry – A European Journal published new progress about 1,4-Addition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Strekalova, Sofia; Kononov, Alexander; Rizvanov, Ildar; Budnikova, Yulia published the artcile< Acetonitrile and benzonitrile as versatile amino sources in copper-catalyzed mild electrochemical C-H amidation reactions>, Formula: C9H11Br, the main research area is acetamide preparation; benzene benzonitrile acetonitrile carbon hydrogen amidation copper catalyst electrochem.

A mild, efficient electrochem. approach to the site-selective direct C-H amidation of benzene and its derivatives with acetonitrile and benzonitrile to form amides RNC(O)R1 [R = Ph, 2-BrC6H4, Bn, etc.; R1 = Me, Ph] was developed. It has been shown that joint electrochem. oxidation of various arenes in the presence of a copper salt as a catalyst and nitriles leads to the formation of N-phenylacetamide from benzene and N-benzylacetamides from benzyl derivatives (up to 78% yield). A favorable feature of the process was mild conditions (room temperature, ambient pressure, no strong oxidants) that meet the criteria of green chem.

RSC Advances published new progress about Acetamides Role: SPN (Synthetic Preparation), PREP (Preparation). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Formula: C9H11Br.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Mintao; Zang, Wenqing; Wei, Yin; Shi, Min published the artcile< A highly efficient method for the construction of cyclopropane-containing dihydroindole derivatives from indolemethylenecyclopropanes with DIAD and DEAD>, Quality Control of 1530-33-2, the main research area is cyclopropane dihydroindole derivative preparation indolemethylenecyclopropane DIAD DEAD.

A highly efficient method for the construction of cyclopropane-containing dihydroindole derivatives from indolemethylenecyclopropanes with DIAD and DEAD was disclosed. The transformation could occur under catalyst-free conditions at ambient temperature to afford dihyroindole derivatives in good yields. The strained moiety of methylenecyclopropane in the substrate of indolemethylenecyclopropane is critical and DFT calculations reveal that the reaction proceeds through a two-step pathway.

Organic & Biomolecular Chemistry published new progress about Crystal structure. 1530-33-2 belongs to class bromides-buliding-blocks, and the molecular formula is C21H22BrP, Quality Control of 1530-33-2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Boontiem, Phongsakorn; Kiatisevi, Supavadee published the artcile< Facile and economical Miyaura borylation and one-pot Suzuki-Miyaura cross-coupling reaction>, Related Products of 576-83-0, the main research area is biaryl preparation green chem; aryl bromide arylpinacol ester Miyaura borylation Suzuki coupling.

Facile and economical method for Miyaura borylation reaction between B2pin2 and aryl bromides is reported. The catalytic system containing 2 mol% PdCl2(PPh3)2 and KOAc serves to enable borylations to occur under solvent-free and atm. conditions. The developed protocol can be applied to synthesize sym. and unsym. biaryls via one-pot two-step Suzuki-Miyaura cross-coupling reaction and also offers the up-scalability.

Inorganica Chimica Acta published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Liu, Jingbo; Shi, Yabing; Tian, Zhicheng; Li, Fengyun; Hao, Zesheng; Wen, Wen; Zhang, Li; Wang, Yuanhong; Li, Yuxin; Fan, Zhijin published the artcile< Bioactivity-Guided Synthesis Accelerates the Discovery of Evodiamine Derivatives as Potent Insecticide Candidates>, HPLC of Formula: 20776-50-5, the main research area is evodiamine derivative preparation insecticide Mythimna Plutella Helicoverpa ryanodine receptor; evodiamine; insecticidal activity; insecticidal mechanism of action, molecular docking; structure−activity relationship.

Pests threaten worldwide food security by decreasing crop yields and damaging their quality. Natural product-based mol. design and structural optimization have been one of the most effective ways to innovate pesticides for integrated insect management. To continue our previous studies on the discovery of insecticidal lead, a series of evodiamine derivatives were designed, synthesized, and evaluated for their insecticidal activities. The bioassay results demonstrated that compounds (I) and (II) exhibited 90 and 80% insecticidal activities against Mythimna separata at 2.5 mg/L, resp., which were superior to evodiamine (10% at 10 mg/L), matrine (45% at 600 mg/L), and rotenone (30% at 200 mg/L). Compounds I, II and (III) showed 90% insecticidal activities against Plutella xylostella at 1.0 mg/L, far more potent than those of evodiamine, matrine, and rotenone. Compound I displayed 60% insecticidal activity against Helicoverpa armigera at 5.0 mg/L, while evodiamine, matrine, and rotenone showed very poor activities. The study on the insecticidal mechanism of action by a calcium imaging experiment indicated that the insect ryanodine receptors (RyRs) could be the potential target of I. Furthermore, the mol. docking indicated that I anchored in the binding site of the RyR of P. xylostella. The above results manifested the potential of evodiamine derivatives as potent insecticide candidates.

Journal of Agricultural and Food Chemistry published new progress about Helicoverpa armigera. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, HPLC of Formula: 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary