Month: December 2022

Wang, Zi-Long published the artcileStructure-Based Optimization of Multifunctional Agonists for Opioid and Neuropeptide FF Receptors with Potent Nontolerance Forming Analgesic Activities, Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, the publication is Journal of Medicinal Chemistry (2016), 59(22), 10198-10208, database is CAplus and MEDLINE.

The opioid and neuropeptide FF pharmacophore-containing chimeric peptide 0 (BN-9) was recently developed and produced potent nontolerance forming analgesia. In this study, 11 analogs of 0 were designed and synthesized. An in vitro cAMP assay demonstrated that these analogs behaved as multifunctional agonists at both opioid and NPFF receptors. In mouse tail-flick test, most of the analogs produced potent nontolerance forming antinociception. Notably, 11 (DN-9) was 33-fold more potent than 0 at analgesic effects, which was mediated by μ- and κ-opioid receptors. In addition, 11 also produced powerful analgesic effects in the formalin pain and CFA-induced chronic inflammatory pain models. Strikingly, following its repeated administration for 6 days, 11 did not produce antinociceptive tolerance in the tail-flick test and CFA-induced pain model. The present work indicates that it is reasonable to design multifunctional peptide ligands for opioid and NPFF receptors in a single mol. producing effective nontolerance forming antinociception.

Journal of Medicinal Chemistry published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C6H3ClFNO2, Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Prieto, Alejandro published the artcileOne-pot two-step process for direct propylene oxide production catalyzed by bi-functional Pd(Au)@TS-1 materials, Application of 2-Methoxypropan-1-ol, the publication is Applied Catalysis, A: General (2016), 73-84, database is CAplus.

Different bi-functional materials (Pd(Au)@TS-1) based on metallic nanoparticles supported onto active nanocrystalline titanium silicalite (TS-1) zeolites were synthesized, characterized and used as recyclable heterogeneous catalysts for direct propylene oxide production from hydrogen, oxygen and propylene through one-pot two-step consecutive process. These catalysts allowed carrying out the combined reaction where metallic nanoparticles catalyzed the formation of in situ H₂O₂ that was the necessary intermediate for propylene epoxidation catalyzed by active TS-1 nanocrystalline support. Several variables were considered such as use of supercritical CO₂ conditions, modifiable content of metallic species, and presence of addnl. co-solvents, surface acidity inhibitors and H₂O₂ stabilizers. Reusability and stability of the bi-functional catalyst was showed through consecutive catalytic cycles.

Applied Catalysis, A: General published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C4H10O2, Application of 2-Methoxypropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Dalai, Pallaba Ganjan published the artcileGeneration of Dimethyl Sulfoxide Coordinated Thermally Stable Halogen Cation Pools for C-H Halogenation, Application In Synthesis of 93-04-9, the publication is Advanced Synthesis & Catalysis (2022), 364(5), 1031-1038, database is CAplus.

A method to generate halogen cation pools from the reaction of 1,2-dihaloethanes (hal=Br, I) and DMSO (DMSO) for C-H halogenation of arenes and heteroarenes was reported. The initial reaction of DMSO and 1,2-dihaloethane generates the sulfur ylide, which undergoes pyrolytic elimination of ethylene by affording halonium ions. These ions were accumulated and stabilized by DMSO through coordination by forming halogen cation pools for the halogenation reaction. This protocol was selective for electrophilic monohalogenation of arenes at room temperature; however, polyhalogenated products were formed by raising the reaction temperature Late-stage halogenation of heteroarenes and some commonly marketed drugs signifies the synthetic utility of this protocol in pharmaceutical chem. Unlike the classical methods, the in-situ generated electrophilic bromonium ion was further exploited for the direct synthesis of α-diketones from the alkenes under base-free conditions.

Advanced Synthesis & Catalysis published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Application In Synthesis of 93-04-9.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Misal, Balu published the artcileSulfated polyborate-H₂O assisted tunable activation of N-iodosuccinimide for expeditious mono and diiodination of arenes, Formula: C11H10O, the publication is Tetrahedron Letters (2021), 153154, database is CAplus.

Owing to both Lewis and Bronsted acid active sites on sulfated polyborate under homogeneous conditions, iodination protocol of arenes was developed, which can meet the requirement of regioselectivity and higher yield. The sulfated polyborate activated N-iodosuccinimide for mono iodination of highly activated substrates viz. phenols, anilines under anhydrous condition. Water tuned sulfated polyborate to generate more Bronsted acid sites resulting in rapid activation of NIS for diiodination. The protocol was equally applicable to diiodination of 4-hydroxyphenylacetic acid to synthesize 4-hydroxy-3,5-diiodophenylacetic acid, an intermediate of tiratricol, a thyroid treatment drug. This protocol was further integrated via one-pot sequential iodination and Sonogashira coupling to synthesize aryl acetylenes, building blocks for the synthesis of a variety of specialty chems., API and natural products.

Tetrahedron Letters published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Formula: C11H10O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ratajczak, H. M. published the artcilePolarographic studies on aqueous formamidine disulfide solutions. I, Category: ethers-buliding-blocks, the publication is Electrochimica Acta (1975), 20(6-7), 427-9, database is CAplus.

The polarog. reduction of [H2NC(:NH)S]2 (I) in aqueous solution, prepared by oxidation of CS(NH2)2 with H2O2 and by in situ polarog. oxidation of CS(NH2)2 with Ce(IV), was dependent on the acidity of the solution and 3 reduction waves were observed The wave at lowest limiting current was assigned to reduction of the protonated formamidine disulfide [(NH2)2CS]22+ and the second wave to the reduction of a less protonated form. The wave at highest limiting current was due to the reduction of a polysulfide compound formed by reaction of S, from the minor decomposition of I, with I.

Electrochimica Acta published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Yigit, Beyhan published the artcileActive ruthenium(II)-NHC complexes for alkylation of amines with alcohols using solvent-free conditions, Computed Properties of 52818-63-0, the publication is Polyhedron, database is CAplus.

A series of new ruthenium(II) complexes bearing N-heterocyclic carbene ligands with benzylic groups were prepared by transmetallation reactions between silver(I) N-heterocyclic carbene complexes and [RuCl₂(p-cymene)]₂. All of the obtained complexes were characterized by FT-IR, ¹H NMR and ¹³C NMR spectroscopy, and the mol. structure of compound 3c was also determined by x-ray crystallog. These ruthenium complexes were tested for the alkylation of aromatic amines with a wide range of primary alcs. under solvent-free conditions using the hydrogen borrowing strategy. All of the compounds tested here showed excellent catalytic activity for these reactions and N-monoalkylated products were obtained selectively using 2.5 mol% of the ruthenium complexes.

Polyhedron published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C39H35N5O8, Computed Properties of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tatematsu, Ryoichi published the artcilePreparation and properties of some fluoroalcohol-ethylene oxide adducts, Application In Synthesis of 2358-54-5, the publication is Yukagaku (1977), 26(6), 367-71, database is CAplus.

Surfactants such as CF3CF2CH2O(C2H4O)3H (I) [63693-17-4] and CF3CH2OCH2CH2OH [2358-54-5] were prepared A mixture of 10 g CF3CF2CH2OH [422-05-9], 11.9 g ethylene oxide [75-21-8], and 0.3 mL 50% aqueous NaOH was heated at 80-5° for 2 h to prepare 32.8% I.

Yukagaku published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C40H35N7O8, Application In Synthesis of 2358-54-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Sato, Ryota published the artcileInvestigation for the cyclization efficiency of linear tetrapeptides: Synthesis of tentoxin B and dihydrotentoxin, Computed Properties of 77128-73-5, the publication is Tetrahedron (2018), 74(42), 6173-6181, database is CAplus.

Investigation of the cyclization efficiency of N-Me linear tetrapeptides using a mol. modeling study and chem. synthesis is described. The linear peptide with two N-Me groups, MeAla-Leu-MePhe-Gly, forms γ-turn like conformation with the amine at N-terminus and the carbonyl at C-terminus in closer proximity to give the desired cyclic tetrapeptide, dihydrotentoxin. In addition, synthesis of tentoxin B by the combination of Fmoc solid-phase peptide synthesis (Fmoc = 9-fluorenylmethoxycarbonyl) and cyclization in solution phase has been reported. An unusual amino acid, an L-N-methyl-β-hydroxyphenylalanine derivative, which was assembled on solid support, was prepared from Et cinnamate. Cyclic tetrapeptide formation and cleavage of benzyl ether were optimized with DIPCI/HOBt/DIPEA and Et₃SiH/Pd(OH)₂, resp.

Tetrahedron published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, Computed Properties of 77128-73-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tao, Duan-Jian published the artcileSynthesis of Tetrabutylphosphonium Carboxylate Ionic Liquids and Its Catalytic Activities for the Alcoholysis Reaction of Propylene Oxide, Application of 2-Methoxypropan-1-ol, the publication is Industrial & Engineering Chemistry Research (2013), 52(48), 17111-17116, database is CAplus.

Four tetrabutylphosphonium carboxylate ionic liquids ([P₄₄₄₄]-[CA]) were prepared, characterized, and used as catalysts for the synthesis of propylene glycol Me ether (PGME) from the alcoholysis reaction of propylene oxide (PO) with methanol. The effects of various parameters such as the kind of ILs, temperature, reaction time, catalyst loading, and molar ratio of the reactants on PGME yield and selectivity were also studied in detail. The results indicated that tetrabutylphosphonium butyrate ([P₄₄₄₄]-[Buty]) exhibited the best catalytic activity in comparison to three other carboxylate ILs, and PGME was produced in nearly 94% yield under mild conditions. In addition, [P₄₄₄₄]-[Buty] was found to exhibit good catalytic activities and selectivities in other alcoholysis reactions of epoxides with various alcs., such as PO with n-propanol, PO with n-butanol, 1-(allyloxy)-2,3-epoxypropane with methanol, and 1,2-epoxybutane with methanol. [P₄₄₄₄]-[Buty] could also be recovered easily and used repetitively at least 10 times without an obvious decrease in activity and quantity. Therefore, [P₄₄₄₄]-[Buty] proved to be an effective recyclable homogeneous catalyst for the synthesis of PGME and showed potential application in industry.

Industrial & Engineering Chemistry Research published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C8H5IO, Application of 2-Methoxypropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Smith, Amos B. III published the artcileTotal Syntheses of (-)-Macrolactin A, (+)-Macrolactin E, and (-)-Macrolactinic Acid: An Exercise in Stille Cross-Coupling Chemistry, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of the American Chemical Society (1998), 120(16), 3935-3948, database is CAplus.

The total syntheses of the potent antiviral agent (-)-macrolactin A (I; R¹ = OH, R² = H) and two related family members, (+)-macrolactin E (I; R¹R² = O) and (-)-macrolactinic acid (II; X = CH₂CH₂CH₂), have been achieved, exploiting a unified, convergent, and highly stereocontrolled strategy. Extensive use of the palladium-catalyzed Stille cross-coupling reaction for the stereospecific construction of the three isolated dienes including macrocyclization formed the cornerstone of the successful strategy. The total syntheses of these natural products, no longer available via fermentation, confirm their relative and absolute stereochemistries and provide access to possible analogs for further biol. study.

Journal of the American Chemical Society published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C5H10O, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem