Tag: M.W=150-200

Mori, Daisuke; Kimura, Hiroyuki; Kawashima, Hidekazu; Yagi, Yusuke; Arimitsu, Kenji; Ono, Masahiro; Saji, Hideo published the artcile< Development of 99mTc radiolabeled A85380 derivatives targeting cerebral nicotinic acetylcholine receptor: Novel radiopharmaceutical ligand 99mTc-A-YN-IDA-C4>, Reference of 39987-25-2, the main research area is technetium 99m A85380 derivative preparation cerebral nicotinic receptor; A85380 derivatives; Docking simulation; Nicotinic acetylcholine receptors; Single-photon emission computed tomography; Technetium-99m.

Nicotinic acetylcholine receptors (nAChRs) are pentameric ligand-gated ion channels that have been implicated in higher brain functions. To elucidate the functional mechanisms underlying nAChRs and contribute significantly to development of drugs targeting neurol. and neuropsychiatric diseases, non-invasive nuclear medical imaging can be used for evaluation. In addition, technetium-99m (99mTc) is a versatile radionuclide used clin. as a tracer in single-photon emission computed tomog. Because A85380 is known as a potent α4β2-nAChR agonist, we prepared A85380 derivatives labeled with 99mTc using a bifunctional chelate system. A computational scientific approach was used to design the probe efficiently. We used non-radioactive rhenium (Re) for a 99mTc analog and found that one of the derivatives, Re-A-YN-IDA-C4, exhibited high binding affinity at α4β2-nAChR in both the docking simulation (-19.3 kcal/mol) and binding assay (Ki = 0.4 ± 0.04 nM). Further, 99mTc-A-YN-IDA-C4 was synthesized using microwaves, and its properties were examined Consequently, we found that 99mTc-A-YN-IDA-C4, with a structure optimized by using computational chem. techniques, maintained affinity and selectivity for nAChR in vitro and possessed efficient characteristics as a nuclear medicine mol. imaging probe, demonstrated usefulness of computational scientific approach for mol. improvement strategy.

Bioorganic & Medicinal Chemistry published new progress about Brain. 39987-25-2 belongs to class esters-buliding-blocks, and the molecular formula is C6H12ClNO4, Reference of 39987-25-2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rice, Scott; Cox, Daniel J.; Marsden, Stephen P.; Nelson, Adam published the artcile< Efficient unified synthesis of diverse bridged polycyclic scaffolds using a complexity-generating 'stitching' annulation approach>, Synthetic Route of 61367-16-6, the main research area is polycyclic compound preparation regioselective diastereoselective; amine arylation cyclization.

Regioselective and stereospecific directed C-H arylation of simple amine substrates e.g., exo-2-aminonorbornane, and cyclisation, delivered three-dimensional scaffolds e.g., (1R,3aR,4R,10bS)-2,3,3a,4,5,10b-hexahydro-1,4-methanobenzo[c]cyclopenta[e]azepin-6(1H)-one. The unified approach significantly expanded the range of bridged ring systems that contain both a nitrogen atom and an aromatic ring.

Chemical Communications (Cambridge, United Kingdom) published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 61367-16-6 belongs to class esters-buliding-blocks, and the molecular formula is C8H16ClNO2, Synthetic Route of 61367-16-6.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rawal, Viresh H.; Cava, Michael P. published the artcile< Photocyclization of pyrrole analogs of stilbene: an expedient approach to antitumor agent CC-1065>, Recommanded Product: Ethyl 5-formyl-1H-pyrrole-2-carboxylate, the main research area is oxidation photochem cyclization pyrrolylethene; pyrroloindole; thienoindole; furoindole; benzindole.

Heterocycles were converted into pyrrole analogs of stilbene and subsequently cyclized to give the tricyclic ring structure necessary for CC-1065 and its analogs. Thus, Wittig reaction of the phosphonium salt I (R = Me) with the aldehydes II (X = NMe, S, O, R1 = H) and 4-MeOC6H4CHO gave 84-90% Wittig olefination products, which underwent oxidative photocyclization to give 38-80% tricyclic product III (X = NMe, S, O, R = Me, R1 = H) and IV. Analogously, Wittig reaction of I (R = CH2Ph) with II (X = NCH2Ph, R1 = CO2Et) gave, after oxidative cyclization, 78% III (X = NCH2Ph, R = CH2Ph, R1 = CO2Et), which on selective reduction of the more electron rich side gave the corresponding tricyclic phosphodiesterase type unit.

Journal of the Chemical Society, Chemical Communications published new progress about Oxidative cyclization. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Recommanded Product: Ethyl 5-formyl-1H-pyrrole-2-carboxylate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Strazzolini, Paolo; Giumanini, Angelo G.; Runcio, Antonio; Scuccato, Massimo published the artcile< Experiments on the Chaperon Effect on the Nitration of Aromatics>, Synthetic Route of 30095-98-8, the main research area is nitration alkylbenzene substituent effect.

A nitro group may be effectively delivered to the ortho position of alkylbenzenes, provided that a suitable chaperon function is located in α-position and a dilute solution of HNO3 in CH2Cl2 is used. The carbonyl function of an aldehyde or ketone is the best choice, but a carboxyl, alkoxycarbonyl, and amide group all work well. The ether function showed a less pronounced ortho orientation effect, whereas the hydroxyl group was too prone to oxidation Side reactions were minimal under the conditions employed. A para chaperon effect was seemingly at work in the CH2Cl2 nitration of benzenepropanenitrile. All the results were compared with the corresponding classical nitration in H2SO4.

Journal of Organic Chemistry published new progress about Nitration. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Synthetic Route of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Xiao, Jun-An; Li, Yu-Chun; Luo, Zhi-Jin; Cheng, Xiu-Liang; Deng, Zhi-Xiong; Chen, Wen-Qiang; Su, Wei; Yang, Hua published the artcile< Construction of Bispirooxindole Heterocycles via Palladium-Catalyzed Ring-Opening Formal [3 + 2]-Cycloaddition of Spirovinylcyclopropyl Oxindole and 3-Oxindole Derivatives>, Electric Literature of 30095-98-8, the main research area is palladium catalyst ring opening formal cycloaddition spirovinylcyclopropyl oxindole isatin; bispirooxindole heterocycle stereoselective preparation.

A palladium-catalyzed ring-opening oxo-formal [3 + 2]-cycloaddition reaction of novel donor-acceptor spirovinylcyclopropyl oxindole with 3-oxindole is described. The developed protocol provides facile access to oxo-bispirooxindole derivatives in good yields (up to 82% yield) with excellent diastereoselectivities (up to 20:1 dr).

Journal of Organic Chemistry published new progress about [3+2] Cycloaddition reaction, stereoselective (formal). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Electric Literature of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Laha, Joydev K.; Bhimpuria, Rohan A.; Mule, Gajanan B. published the artcile< Site-Selective Oxidative C4 Alkenylation of (NH)-Pyrroles Bearing an Electron-Withdrawing C2 Group>, Formula: C8H9NO3, the main research area is pyrrole oxidative alkenylation.

A regioselective method for the oxidative C-H alkenylation of free (NH)-pyrroles with various activated and unactivated alkenes to afford 4-alkenylated (NH)-pyrroles in good to excellent yields was explored. The key features that distinguish this method from those reported in the current literature include: 1) the first report of the oxidative C4 alkenylation of (NH)-pyrroles, 2) utilization of neutral conditions, 3) C2-substituent-controlled oxidative C4 alkenylation irresp. of the nature of the free (NH)-pyrroles or N-protected pyrroles used, 4) scope of using both electron-deficient mono- and disubstituted alkenes and styrenes, and 5) synthesis of novel, enantiomerically pure 4-alkenyl-α-methyl-N-benzylpyrroles bearing a stereocenter. An important application of this process to the synthesis of indoles through tandem C4/C5 double alkenylation followed by electrothermal cyclization was also examined

ChemCatChem published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Formula: C8H9NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Tresadern, Gary; Velter, Ingrid; Trabanco, Andres A.; Van den Keybus, Frans; Macdonald, Gregor J.; Somers, Marijke V. F.; Vanhoof, Greet; Leonard, Philip M.; Lamers, Marieke B. A. C.; Van Roosbroeck, Yves E. M.; Buijnsters, Peter J. J. A. published the artcile< [1,2,4]Triazolo[1,5-a]pyrimidine Phosphodiesterase 2A Inhibitors: Structure and Free-Energy Perturbation-Guided Exploration>, Formula: C8H9NO2, the main research area is triazolopyrimidine preparation selective PDE2A inhibitor; structure triazolopyrimidine inhibition phosphodiesterase selectivity; pharmacokinetics CYP inhibition BBB permeability triazolopyrimidine; free energy perturbation optimization triazolopyrimidine substituent phosphodiesterase inhibitor; crystal structure triazolopyrimidine complex phosphodiesterase 2A.

We describe the hit-to-lead exploration of a [1,2,4]triazolo[1,5-a]pyrimidine phosphodiesterase 2A (PDE2A) inhibitor arising from high-throughput screening. X-ray crystallog. enabled structure-guided design, leading to the identification of preferred substructural components. Further rounds of optimization used relative binding free-energy calculations to prioritize different substituents from the large accessible chem. space. The free-energy perturbation (FEP) calculations were performed for 265 putative PDE2A inhibitors, and 100 compounds were synthesized representing a relatively large prospective application providing unexpectedly active mols. with IC50’s from 2340 to 0.89 nM. Lead compound 46 originating from the FEP calculations showed PDE2A inhibition IC50 of 1.3 ± 0.39 nM, ~100-fold selectivity vs. other PDE enzymes, clean cytochrome P 450 profile, in vivo target occupancy, and promise for further lead optimization.

Journal of Medicinal Chemistry published new progress about Biological permeation. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Formula: C8H9NO2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wang, Xiaoqin; Zhu, Derong; He, Minghua published the artcile< Study on synthesis of drug intermediates (S)-3-hydroxytetrahydrofuran>, Computed Properties of 617-55-0, the main research area is hydroxytetrahydrofuran synthesis malic acid drug intermediate esterification reduction cyclization.

(S)-3-hydroxytetrahydrofuran was synthesized from L-malic acid by esterification, reduction, and cyclization. The chem. structure of the target compound was identified by element anal., IR, NMR and MS spectra. The total yield and the purity of the product were 41% and 99.2%, and the optical purity was 95.8%. This optimal synthetic procedure with lower cost and mild reaction conditions is worthy to have a further pilot manufacture

Huaxue Yanjiu Yu Yingyong published new progress about Cyclization. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Computed Properties of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yang, Jun; Zhu, Shengqing; Wang, Fang; Qing, Feng-Ling; Chu, Lingling published the artcile< Silver-Enabled General Radical Difluoromethylation Reaction with TMSCF2H>, Computed Properties of 151259-38-0, the main research area is silver mediated oxidative difluoromethylation styrene vinyl trifluoroborate TMSCF2H; regioselective synthesis; alkenes; difluoromethylation; heteroarenes; radical fluoroalkylation; silver.

A silver-mediated oxidative difluoromethylation of styrenes and vinyl trifluoroborates with TMSCF2H is reported for the first time. This method enables direct and facile access to CF2H-alkenes from abundant alkenes with excellent functional-group compatibility. Moreover, this Ag/TMSCF2H protocol could further enable a series of radical difluoromethylation reactions of a wide array of substrates, offering a generic and complementary platform for the construction of diversified C-CF2H bonds.

Angewandte Chemie, International Edition published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151259-38-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H19NO2, Computed Properties of 151259-38-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wenkert, Ernest; Chang, Ching-Jer; Chawla, H. P. S.; Cochran, David W.; Hagaman, Edward W.; King, James C.; Orito, Kazuhiko published the artcile< General methods of synthesis of indole alkaloids. 14. Short routes of construction of yohimboid and ajmalicinoid alkaloid systems and their carbon-13 nuclear magnetic resonance spectral analysis>, Computed Properties of 33402-75-4, the main research area is akuammigine synthesis; alstonine tetrahydro synthesis; pseudoyohimbone synthesis; ajmalicine synthesis; indole alkaloid synthesis; configuration indole alkaloid; NMR carbon 13 alkaloid; yohimboid synthesis; ajmalicinoid synthesis.

Conceptually new schemes of synthesis of indole alkaloids are introduced. The yohimboid ring system is constructed by the sequential treatment of 1-tryptophyl-3-(β-oxobutyl)pyridinium bromide with base and acid. Hydrogenation of the product yields (±)-pseudoyohimbone (I). The ajmalicinoid ring system is formed by the exposure of 1-tryptophyl-3-acetylpyridinium bromide to NaCH(CO2Et)2 and then to acid, followed by hydrogenation. Subsequent reduction of dehydration of the products gives the racemates of the alkaloids tetrahydroalstonine (3α,20α-II), akuammigine (3β,20α-II) and isomers of ajmalicine (3α,20β-II). Complete C shift analyses of yohimboid and ajmalicinoid alkaloids of normal, pseudo, allo, and epiallo configuration were executed. Shifts of specific C are of stereochem. diagnostic value. A general shielding γ effect is observed for the interaction of C-H bonds with spatially rigid and directed electron pair orbitals.

Journal of the American Chemical Society published new progress about Alkaloids. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Computed Properties of 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics