Tag: M.W=200-250

Singh, Atul K.; Chawla, Ruchi; Rai, Ankita; Yadav, Lal Dhar S. published the artcile< NHC-catalysed diastereoselective synthesis of multifunctionalised piperidines via cascade reaction of enals with azalactones>, Category: bromides-buliding-blocks, the main research area is NHC catalyst enal azalactone ring opening piperidine closing reaction; diastereoselective preparation multifunctionalized piperidine.

NHC-catalyzed azalactone ring-opening and piperidine ring-closing cascade with α,β-unsaturated aldehydes (enals) in a one-pot operation is reported. The present reaction cascade offers a convenient method for a highly diastereoselective synthesis of multifunctionalised piperidines, e.g. I, in excellent yields under mild conditions.

Chemical Communications (Cambridge, United Kingdom) published new progress about Azlactones Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nakamura, Shinji; Kamaura, Masahiro; Akao, Yuichiro; Nakamura, Natsuko; Mizukami, Atsushi; Goto, Akihiko; Furuyama, Naoki; Cho, Nobuo; Kasai, Shizuo published the artcile< Discovery of phenylpyrrolidine derivatives as a novel class of retinol binding protein 4 (RBP4) reducers>, Recommanded Product: 3-Bromobenzotrifluoride, the main research area is trifluoromethyl phenyl oxazolyl propanoic acid preparation RBP4 reducer SAR; pyrrolidinyloxy acetic acid trifluoromethyl phenyl preparation RBP4 reducer SAR; Age-related macular degeneration (AMD); Diabetes; Protein–protein interaction (PPI); Retinol-binding protein 4 (RBP4); Transthyretin (TTR).

Retinol-binding protein 4 (RBP4) is a potential drug target for metabolic and ophthalmol. diseases. A high-throughput screening of compound library has identified a small-mol. RBP4 reducer compound I, as a hit compound Aiming to provide a suitable tool for investigating the pharmacol. effects of RBP4 reducers, we conducted a structure-activity relationship study of compound I. Exploration of the aryl head, oxazole core, and propanoic acid tail of compound I resulted in the discovery of novel, potent, and orally available phenylpyrrolidine derivatives ({(3S)-1-[3,5-bis(trifluoromethyl)phenyl]pyrrolidin-3-yl}oxy)acetic acid and ({(3R)-1-[3,5-bis(trifluoromethyl)phenyl]pyrrolidin-3-yl}oxy)acetic acid. Compound ({(3S)-1-[3,5-bis(trifluoromethyl)phenyl]pyrrolidin-3-yl}oxy)acetic acid had a potent and long-lasting blood RBP4-level-reducing effect when orally administered to mice at a dose as low as 0.3 mg/kg.

Bioorganic & Medicinal Chemistry published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (Human RBP4 Gene). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Recommanded Product: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Sida; Picci, Cristina; Ustinova, Kseniya; Benoy, Veronick; Kutil, Zsofia; Zhang, Guiping; Tavares, Mauricio T.; Pavlicek, Jiri; Zimprich, Chad A.; Robers, Matthew B.; Van Den Bosch, Ludo; Barinka, Cyril; Langley, Brett; Kozikowski, Alan P. published the artcile< Tetrahydroquinoline-Capped Histone Deacetylase 6 Inhibitor SW-101 Ameliorates Pathological Phenotypes in a Charcot-Marie-Tooth Type 2A Mouse Model>, Computed Properties of 128577-47-9, the main research area is tetrahydroquinoline phenylhydroxamate synthesis SW101 HDAC6 neurodegenerative disorder; Charcot Marie Tooth disease tetrahydroquinoline Structure activity.

Histone deacetylase 6 (HDAC6) is a promising therapeutic target for the treatment of neurodegenerative disorders. SW-100 (1a), a phenylhydroxamate-based HDAC6 inhibitor (HDAC6i) bearing a tetrahydroquinoline (THQ) capping group, is a highly potent and selective HDAC6i that was shown to be effective in mouse models of Fragile X syndrome and Charcot-Marie-Tooth disease type 2A (CMT2A). In this study, we report the discovery of a new THQ-capped HDAC6i, termed SW-101 (1s), that possesses excellent HDAC6 potency and selectivity, together with markedly improved metabolic stability and druglike properties compared to SW-100 (1a). X-ray crystallog. data reveal the mol. basis of HDAC6 inhibition by SW-101 (1s). Importantly, we demonstrate that SW-101 (1s) treatment elevates the impaired level of acetylated α-tubulin in the distal sciatic nerve, counteracts progressive motor dysfunction, and ameliorates neuropathic symptoms in a CMT2A mouse model bearing mutant MFN2. Taken together, these results bode well for the further development of SW-101 (1s) as a disease-modifying HDAC6i.

Journal of Medicinal Chemistry published new progress about Charcot-Marie-Tooth disease. 128577-47-9 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8BrFO2, Computed Properties of 128577-47-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Michael, William R.; King, William R.; Wakim, J. M. published the artcile< Metabolism of disodium ethane-1-hydroxy-1,1-diphosphonate (disodium etidronate) in the rat, rabbit, dog, and monkey>, Recommanded Product: 4-Bromoisobenzofuran-1,3-dione, the main research area is etidronate disodium metabolism; absorption etidronate disodium.

After administration by intragastric cannula, the absorption of disodium etidronate [7414-83-7] (10-20 mg/kg) from the gastrointestinal tract of adult rats, weanling rats, rabbits, monkeys, adult dogs, and young dogs was 3, 10.5, 3.8, 6, 14, and 21% resp. Absorption was primarily from the stomach. I was not metabolized by the rat or dog, and there was virtually no enterohepatic circulation of I in the rat. Approx. half of the absorbed I was excreted in the urine, while the remaining half was deposited in the skeleton. The half-life of I the skeleton of the rat was 12 days.

Toxicology and Applied Pharmacology published new progress about Bone. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Recommanded Product: 4-Bromoisobenzofuran-1,3-dione.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Tiexin; Huang, Xian; Wu, Luling published the artcile< A Facile Synthesis of 2H-Chromenes and 9-Functionalized Phenanthrenes through Reactions between α,β-Unsaturated Compounds and Arynes>, Quality Control of 3893-18-3, the main research area is chromene preparation; phenanthrene preparation; annulation aryne unsaturated compound.

Facile syntheses of 2H-chromenes or 9-functionalized phenanthrenes under mild conditions in moderate to good yields have been developed. They each involve annulations of arynes with α,β-unsaturated compounds bearing different electron-withdrawing groups (EWGs). Depending on the natures of the different EWGs, the reactions proceed by different pathways: enals react with arynes through a tandem [2+2] cycloaddition/thermal electrocyclic ring-opening/6e-electrocyclization sequence to afford 2H-chromenes, whereas acyl-/ethoxycarbonyl-/cyano-substituted styrenes undergo Diels-Alder reactions with arynes followed by aromatization to afford 9-functionalized phenanthrenes. The scope, limitations, regioselectivities and mechanisms have been studied and are discussed in detail.

European Journal of Organic Chemistry published new progress about [2+2] Cycloaddition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Quality Control of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Messina, Cynthia; Ottenwaelder, Xavier; Forgione, Pat published the artcile< Programmed Synthesis of Tetra-Aryl Thiophenes with Stepwise, Ester-Controlled Regioselectivity>, HPLC of Formula: 5751-83-7, the main research area is tetraaryl thiophene preparation.

Herein, a modular synthetic route to access tetra-arylated thiophene compounds with four different substituents with programmed chem. control provided by an ester activating/directing group was reported. This method enables the functionalization of individual positions of thiophene sequentially via regioselective halogenations and cross-coupling reactions. The reaction sequence described provides tetra-arylated thiophenes in higher yields than previous routes and employs practical reaction protocols, simple catalytic systems and short reaction times.

Organic Letters published new progress about Bromination, regioselective. 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, HPLC of Formula: 5751-83-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Zhan-Yong; Liu, Qingling; Wang, Kai-Kai; Liu, Menghan; Han, Yafei; Sun, Aili; Ma, Xueji published the artcile< NHC-Catalyzed Oxidative Annulation of α,β-unsaturated Aldehydes with Benzyl Ketones: Direct Access to 4,5,6-Trisubstituted Dihydropyranones>, Reference of 3893-18-3, the main research area is trisubstituted dihydropyranone preparation green chem; unsaturated aldehyde benzyl ketone oxidative cyclization NHC catalyst.

A novel and efficient access to polysubstituted dihydropyranones I (R = Ph, 4-MeOC6H4, 2-furyl, n-Pr, etc.; Ar = Ph, 4-MeC6H4, 4-ClC6H4; Ar1 = Ph, 2-naphthyl, 4-NCC6H4, etc.) was developed by N-heterocyclic carbene catalyzed annulation reaction of α,β-unsaturated aldehydes and benzyl ketones under oxidative conditions. Various α,β-unsaturated aldehydes with long-chain aliphatic and aromatic substitution groups were compatible in this transformation, giving the corresponding products in good to excellent yields under mild conditions. This strategy features simple and readily available materials and mild reaction conditions and provides a green and practical method for the rapid synthesis of functionalized dihydropyranones.

Asian Journal of Organic Chemistry published new progress about [3+3] Cycloaddition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Reference of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gustafson, Jeffrey L.; Lim, Daniel; Miller, Scott J. published the artcile< Dynamic Kinetic Resolution of Biaryl Atropisomers via Peptide-Catalyzed Asymmetric Bromination>, Application of C9H9BrO3, the main research area is dynamics kinetics resolution biaryl atropisomer peptide catalyzed asym bromination.

Despite the widespread use of axially chiral, or atropisomeric, biaryl ligands in modern synthesis and the occurrence of numerous natural products exhibiting axial chirality, few catalytic methods have emerged for the direct asym. preparation of this compound class. Here, the authors present a tripeptide-derived small-mol. catalyst for the dynamic kinetic resolution of racemic biaryl substrates. The reaction proceeds via an atropisomer-selective electrophilic aromatic substitution reaction using simple bromination reagents. The result is an enantioselective synthesis that delivers chiral nonracemic biaryl compounds with excellent optical purity and good isolated chem. yields (in most cases a >95:5 enantiomer ratio and isolated yields of 65 to 87%). A mechanistic model is advanced that accounts for the basis of selectivity observed

Science (Washington, DC, United States) published new progress about Atropisomers. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Application of C9H9BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Skrzynska, Anna; Romaniszyn, Marta; Pomiklo, Dominika; Albrecht, Lukasz published the artcile< The Application of 2-Benzyl-1,4-naphthoquinones as Pronucleophiles in Aminocatalytic Synthesis of Tricyclic Derivatives>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is benzylnaphthoquinone organocatalytic cascade reaction; aminocatalytic synthesis tricyclic derivative.

This study demonstrates an unprecedented reactivity of 2-substituted-1,4-naphthoquinones. By applying the principle of vinylogy, they have been employed as vinylogous pronucleophiles in the organocatalytic cascade reaction for the first time. This novel catalytic activation of 1,4-naphthoquinones enables access to carboannulated naphthalen-1(4H)-one derivatives of biol. importance. The site-selectivity and stereoselectivity of a process proved possible to control by the proper choice of reaction conditions.

Journal of Organic Chemistry published new progress about Cyclization catalysts, stereoselective. 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