Month: December 2022

Binder, Randall J. published the artcileFacile synthesis of 1,2-dione-containing abietane analogs for the generation of human carboxylesterase inhibitors, Application of (3-Methoxy-5-methylphenyl)boronic acid, the publication is European Journal of Medicinal Chemistry (2018), 79-89, database is CAplus and MEDLINE.

Recently, a series of selective human carboxylesterase inhibitors have been identified based upon the tanshinones, with biol. active mols. containing a 1,2-dione group as part of a naphthoquinone core. Unfortunately, the synthesis of such compounds is complex. Here we describe a novel method for the generation of 1,2-dione containing diterpenoids using a unified approach, by which boronic acids are joined to vinyl bromo-cyclohexene derivatives via Suzuki coupling, followed by electrocyclization and oxidation to the o-phenanthroquinones. This has allowed the construction of a panel of miltirone analogs containing an array of substituents (Me, iso-Pr, fluorine, methoxy) which have been used to develop preliminary SAR with the two human carboxylesterase isoforms. As a consequence, we have synthesized highly potent inhibitors of these enzymes (K_i < 15 nM), that maintain the core tanshinone scaffold. Hence, we have developed a facile and reproducible method for the synthesis of abietane analogs that have resulted in a panel of miltirone derivatives that will be useful tool compounds to assess carboxylesterase biol.

European Journal of Medicinal Chemistry published new progress about 725251-81-0. 725251-81-0 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Methoxy-5-methylphenyl)boronic acid, and the molecular formula is C8H11BO3, Application of (3-Methoxy-5-methylphenyl)boronic acid.

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

Hoque, Emdadul Md published the artcileRemarkably Efficient Iridium Catalysts for Directed C(sp²)-H and C(sp³)-H Borylation of Diverse Classes of Substrates, COA of Formula: C11H17BO3S, the publication is Journal of the American Chemical Society (2021), 143(13), 5022-5037, database is CAplus and MEDLINE.

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp³)-H bond borylations. Heterocyclic mols. are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp²)-H and C(sp³)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chem.

Journal of the American Chemical Society published new progress about 1073339-22-6. 1073339-22-6 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(4-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, COA of Formula: C11H17BO3S.

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

Diem Ferreira Xavier, Mauricio Carpe published the artcileDitelluride-Catalyzed synthesis of phosphoramidates: A design of experiment approach, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Tetrahedron (2022), 132879, database is CAplus.

Di-Ph ditelluride Ph₂Te₂ in aerial oxidative conditions catalyzes amidation of hydrophosphonates HP(O)(OR²)₂ (R² = Et, Me, Bu) with primary and secondary amines RR¹NH (R¹ = H, R = alkyl, aralkyl; R = R¹ = Et, RR¹NH = pyrrolidine, morpholine), giving phosphoramidates RR¹NP(O)(OR²)₂ with high yields in mild conditions (50°, 13 mol% of Ph₂Te₂). In this contribution, we describe a selective synthesis of phosphoramidates employing di-Ph ditelluride as a simple and readily available organic catalyst. To optimize the reaction conditions, a full factorial design was carried out, demonstrating that the temperature is the critical factor for the P(O)-N bonding formation. The products were obtained in moderate to excellent yields, in mild conditions. Addnl., ³¹P and ¹²⁵Te NMR spectroscopies were used to characterize the intermediate, confirming the reaction mechanism.

Tetrahedron published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Recommanded Product: (2-Methoxyphenyl)methanamine.

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

Mardjan, Muhammad Idham Darussalam published the artcileUltrasonic-assisted-synthesis of isoindolin-1-one derivatives, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is RSC Advances (2022), 12(29), 19016-19021, database is CAplus and MEDLINE.

A small library of 3-hydroxyisoindolin-1-ones were prepared from 3-alkylidenephthalides under ultrasonic irradiation This practical synthesis was featured by group tolerance, high efficiency and yields. The reaction was also performed in multigram scale and can be further extended to access other motifs of isoindolin-1-ones in a one-pot fashion.

RSC Advances published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Recommanded Product: (2-Methoxyphenyl)methanamine.

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

Seki, Rin published the artcileSelective C-O Bond Reduction and Borylation of Aryl Ethers Catalyzed by a Rhodium-Aluminum Heterobimetallic Complex, Recommanded Product: 2-Methoxynaphthalene, the publication is Journal of the American Chemical Society (2021), 143(17), 6388-6394, database is CAplus and MEDLINE.

We report the catalytic reduction of a C-O bond and the borylation by a rhodium complex bearing an X-type PAlP pincer ligand. We have revealed the reaction mechanism based on the characterization of the reaction intermediate and deuterium-labeling experiments Notably, this novel catalytic system shows steric-hindrance-dependent chemoselectivity that is distinct from conventional Ni-based catalysts and suggests a new strategy for selective C-O bond activation by heterobimetallic catalysis.

Journal of the American Chemical Society 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 C16H14O6, Recommanded Product: 2-Methoxynaphthalene.

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

Xia, Cencen published the artcileVisible-Light-Mediated Direct Amidation of Arenes and Heteroarenes with N -Aminopyridinium Salts, Application of 2-Methoxynaphthalene, the publication is Synlett, database is CAplus.

A novel photoinduced strategy has been developed for the C-H amidation of aromatics and heteroaromatics by using benzamide radicals such as 1,3,5-trimethylbenzene, 1-methoxynaphthalene, 1-methyl-1H-indole, 1-methyl-1H-pyrrole, etc. with free NH groups generated from N-amidopyridinium salts such as as 1-benzamido-2,4,6-triphenylpyridin-1-ium tetrafluoroborate under visible-light irradiation The new mode of activation of N-amidopyridinium salts proceeds efficiently under mild conditions to give various benzamide derivatives RNHC(O)C₆H₅ (R = 2,4,6-trimethylphenyl, 1-methoxynaphthalen-2-yl, 1-methyl-1H-indol-3-yl, etc.) with free NH groups. In addition, oxazoline analogs, synthesized by the reaction with styrene, demonstrate a substantial range of prospective applications for this versatile protocol.

Synlett 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 C5H5NO3S, Application of 2-Methoxynaphthalene.

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

Dong, Xiaoyun published the artcileCadmium sulfide/titanate hybrid green light photocatalysis for selective aerobic oxidative homocoupling of amines, Related Products of ethers-buliding-blocks, the publication is Journal of Colloid and Interface Science (2021), 387-395, database is CAplus and MEDLINE.

Semiconductor photocatalysis can carry out selective chem. transformations under ambient conditions, mitigating the associated environmental consequences. However, a single semiconductor photocatalyst usually cannot perform the transformations satisfactorily from the aspects of light-absorption, efficiency, and selectivity, etc. To address these challenges, cadmium sulfide (CdS)/titanate hybrid was fabricated by simultaneously growing titanate and CdS and had been comprehensively characterized. The optimized CdS/titanate hybrid can power the highly selective oxidative homocoupling of amines under the irradiation of green light-emitting diodes (LEDs). Specifically, CdS with a narrow bandgap captures green light; the conduction band of titanate activates mol. oxygen (O₂). The valence band of CdS could ensure the selective oxidative homocoupling of amines in methanol (CH₃OH). The hybridization between CdS and titanate accounts for the expeditious oxidative homocoupling of amines into imines and the improved stability. Reactive oxygen species (ROS) quenching experiments and in situ ESR (EPR) tests suggest that superoxide anion (O·^-2) and benzylamine radical are intermediates en route to imines. This work highlights the viability of hybridization of dual semiconductor nanostructures in implementing visible light-powered selective conversions.

Journal of Colloid and Interface Science published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Related Products of ethers-buliding-blocks.

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

Park, Lee Soon published the artcileSynthesis of conjugated polymers containing anthracene moiety and their electro-optical properties, HPLC of Formula: 146370-51-6, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2000), 38(17), 3173-3180, database is CAplus.

Both fully conjugated polymer poly[2-methoxy-5-(2-ethylhexyloxy)-1,4-phenylene vinylene-alt-9,10-anthrylene vinylene] [poly(MEHPV-AV)] and conjugated/non-conjugated block copolymers poly(alkanedioxy-2-methoxy-1,4-phenylene-1,2-ethenylene-9,10-anthrylene-1,2-ethenylene-3-methoxy-1,4-phenylene)[poly(BFMPx-AV), (x = 4, 8, and 12)] were synthesized by Horner-Emmons reaction utilizing potassium tert-butoxide. Of these synthesized polymers poly(BFMP4-AV) and poly(BFMP8-AV), which has four and six methylene groups as solubility spacer in the main chain exhibited liquid crystalline to isotropic transition in addition to the two first order transitions. Light-emitting diode (LED)s made from the organic solvent soluble poly(BFMP12-AV) as emitting layer showed blue shift in the emission spectrum compared to the one made from fully conjugated poly(MEHPV-AV). Although poly(BFMP12-AV) had higher barrier to the electron injection from cathode than poly(MEHPV-AV), the luminance efficiency of LED made from poly(BFMP12-AV) was about 25 times higher than the one made from poly(MEHPV-AV), which had fully conjugated structure. LEDs fabricated by both poly(BFMP12-AV) and poly(MEHPV-AV) exhibited Stoke’s shift in the range of 155 to 168 nm from the absorption maximum due to the excimer formation between the ground and excited state anthracene groups.

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, HPLC of Formula: 146370-51-6.

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

Park, Lee Soon published the artcileSynthesis of conjugated copolymers containing biphenyl group and their electroluminescence characteristics, Quality Control of 146370-51-6, the publication is Kongop Hwahak (2000), 11(4), 439-445, database is CAplus.

Poly(2-methoxy-5-(2-ethylhexyloxy)-1,4-phenylene vinylene) (MEH-PPV) and poly(2-methoxy-5-(2-ethylhexyloxy)-1,4-phenylene vinylene-co-1,1′-biphenyl-4,4′-xylene vinylene) [poly(MEHPV-co-BPV)] with a different feed ratio of biphenyl group in the main chain were synthesized by α-elimination reaction. Poly(2-methoxy-5-(2-ethylhexyloxy)-1,4-phenylene vinylene-alt-1,1′-biphenyl-4,4′-xylene vinylene) [poly(MEHPV-alt-BPV)], which has alternating repeat unit, and poly(1,8-octanedioxy-2-methoxy-,4-phenylene-1,2-ethenylene-,1′-biphenyl-4,4′-xylene-1,2-ethenylene-3-methoxy-1,4- phenylene)[poly(BFMP8-BPV)] and poly(1,12-dodecanedioxy-2-ethoxy-1,4-phenylene-1,2-ethenylene 1,1′-biphenyl-4,4′-xylene-1,2-ethene-3-thoxy-1,4-phenylene) [poly(BFMP12-BPV)] containing both conjugated and non-conjugated group in the main chain were synthesized by the Honer-Emmons reaction Single layer type light-emitting diode (LED)s were fabricated utilizing the prepared polymers as the emitting layer and their electrooptical properties were examined The solubility of poly(MEHPV-co-BPV)s in common organic solvents decreased rapidly with the increasing amount of BPV units in the copolymer. Emission spectrum of poly(MEHPV-co-BPV)s had two peaks corresponding to MEHPV (586 nm) and BPV (469, 495 nm) moiety, resp. However, LED fabricated with poly(MEHPV-alt-BPV) showed relatively sharp single peak (544 nm) in the middle of the two peaks.

Kongop Hwahak published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Quality Control of 146370-51-6.

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

Kim, Min published the artcileEffects of drugs on the stability of phospholipid liposomal membranes, Product Details of C17H28ClNO3, the publication is Yakhak Hoechi (1994), 38(6), 637-45, database is CAplus.

The effect of various drugs on the stability of the liposomal membrane of phosphatidylcholine and cholesterol was studied, employing the fluorescence self-quenching method. Calcein was entrapped into the phospholipid small unilamellar vesicles and the leakage of the fluorescence probe was monitored on adding the drug to the system. Phenothiazine derivatives, some potent local anesthetics and surface active agents were very effective in inducing the leakage of calcein from the liposome. The leakage-inducing activity of these drug substances has been ascribed to their surface activity and the pertubation of the liposomal membrane by these substances. On the other hand a drug with low surface activity or without amphiphilic moieties did not show any effect or only a small effect on the leakage of calcein from the liposomes. The effect of lipid concentration on the stability of the liposomes was also investigated to show that the higher concentrations of lipid more drug was required to induce the leakage. The effect of surface charges of vesicles was also studied, and the results showed that the charge on the liposomes enhanced the stability of the liposomes against the leakage-inducing activity of these drug substances.

Yakhak Hoechi published new progress about 637-58-1. 637-58-1 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, and the molecular formula is C17H28ClNO3, Product Details of C17H28ClNO3.

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