Tag: M.W=100-150

Lui, Yuen Wai published the artcileMethylation with Dimethyl Carbonate/Dimethyl Sulfide Mixtures: An Integrated Process without Addition of Acid/Base and Formation of Residual Salts, COA of Formula: C8H10O2, the publication is ChemSusChem (2022), 15(3), e202102538, database is CAplus and MEDLINE.

Di-Me sulfide, a major byproduct of the Kraft pulping process, was used as an inexpensive and sustainable catalyst/co-reagent (Me donor) for various methylations with di-Me carbonate (as both reagent and solvent), which afforded excellent yields of O-methylated phenols and benzoic acids, and mono-C-methylated arylacetonitriles. Furthermore, these products could be isolated using a remarkably straightforward workup and purification procedure, realized by di-Me sulfide’s neutral and distillable nature and the absence of residual salts. The likely mechanisms of these methylations were elucidated using exptl. and theor. methods, which revealed that the key step involves the generation of a highly reactive trimethylsulfonium methylcarbonate intermediate. The phenol methylation process represents a rare example of a Williamson-type reaction that occurs without the addition of a Bronsted base.

ChemSusChem published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

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

Chen, Zekun published the artcileUV-Visible Absorption Spectra of Solvated Molecules by Quantum Chemical Machine Learning, HPLC of Formula: 91-16-7, the publication is Journal of Chemical Theory and Computation (2022), 18(8), 4891-4902, database is CAplus and MEDLINE.

Predicting UV-visible absorption spectra is essential to understand photochem. processes and design energy materials. Quantum chem. methods can deliver accurate calculations of UV-visible absorption spectra, but they are computationally expensive, especially for large systems or when one computes line shapes from thermal averages Here, we present an approach to predict UV-visible absorption spectra of solvated aromatic mols. by quantum chem. (QC) and machine learning (ML). We show that a ML model, trained on the high-level QC calculation of the excitation energy of a set of aromatic mols., can accurately predict the line shape of the lowest-energy UV-visible absorption band of several related mols. with less than 0.1 eV deviation with respect to reference exptl. spectra. Applying linear decomposition anal. on the excitation energies, we unveil that our ML models probe vertical excitations of these aromatic mols. primarily by learning the at. environment of their Ph rings, which align with the phys. origin of the π →π* electronic transition. Our study provides an effective workflow that combines ML with quantum chem. methods to accelerate the calculations of UV-visible absorption spectra for various mol. systems.

Journal of Chemical Theory and Computation published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, HPLC of Formula: 91-16-7.

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

Luxenburger, Andreas published the artcileDiscovery of AL-GDa62 as a Potential Synthetic Lethal Lead for the Treatment of Gastric Cancer, Synthetic Route of 6850-57-3, the publication is Journal of Medicinal Chemistry (2021), 64(24), 18114-18142, database is CAplus and MEDLINE.

Diffuse gastric cancer and lobular breast cancer are aggressive malignancies that are frequently associated with inactivating mutations in the tumor suppressor gene CDH1. Synthetic lethal (SL) vulnerabilities arising from CDH1 dysfunction represent attractive targets for drug development. Recently, SLEC-11 (1) emerged as a SL lead in E-cadherin-deficient cells. Here, we describe our efforts to optimize 1. Overall, 63 analogs were synthesized and tested for their SL activity toward isogenic mammary epithelial CDH1-deficient cells (MCF10A-CDH1^-/-). Among the 26 compounds with greater cytotoxicity, AL-GDa62 (3)(I) was four-times more potent and more selective than 1 with an EC₅₀ ratio of 1.6. Furthermore, 3 preferentially induced apoptosis in CDH1^-/- cells, and Cdh1^-/- mammary and gastric organoids were significantly more sensitive to 3 at low micromolar concentrations Thermal proteome profiling of treated MCF10A-CDH1^-/- cell protein lysates revealed that 3 specifically inhibits TCOF1, ARPC5, and UBC9. In vitro, 3 inhibited SUMOylation at low micromolar concentrations

Journal of Medicinal Chemistry 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, Synthetic Route of 6850-57-3.

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

Mechouche, N. published the artcileSynthesis and evaluation of the pharmacological activity of open analogues of cromakalim carrying urea and thiourea moieties, Name: (2-Methoxyphenyl)methanamine, the publication is International Journal of Research in Pharmacy and Chemistry (2022), 12(1), 6-24, database is CAplus.

Some new ring-opened analogs of cromakalim I [R¹ = Me, Et, Bn; R² = H, Me; R³ = i-Pr, t-Bu, Ph, etc.; X = H, OMe, Br; Y = O, S] bearing urea and thiourea moieties were synthesized and tested as vasodilators rat trachea and aorta of resp., and as stimulators of elastin synthesis from isolated humain vascular smooth muscle cells. Cromakalim, pinacidil, diazoxide, and verapamil were used as refrences compounds in the vasodilating experiments while diazoxide was used as a reference in the elastin experiments Furthur investigations were undertaken to determine the mechanism of action of the vasodilator activity. The pharmacol. results on rat aorta rings revealed that the most active vasodilator compound was I [R¹ = Et, R² = Me, R³ = 4-CNC₆H₅, X = Br, Y = S] and was almost 15-fold more active than diazoxide, but was 4-fold and 11 folds less active than pinacidil and cromakalim resp. FInvestigations on elastin synthesis showed that diazoxide significantly elevated elastin quantity by 34%.

International Journal of Research in Pharmacy and Chemistry 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, Name: (2-Methoxyphenyl)methanamine.

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

Tremblay, Marie-Helene published the artcileHybrid Organic Lead Iodides: Role of Organic Cation Structure in Obtaining 1D Chains of Face-Sharing Octahedra vs 2D Perovskites, Formula: C8H11NO, the publication is Chemistry of Materials (2022), 34(3), 935-946, database is CAplus.

R(CH₂)_nNH₃⁺ cations (R = aryl, substituted cyclohexyl; n = 1, 2) can form hybrid lead iodides that include both 2D layered perovskites of formula [R(CH₂)_nNH₃]₂PbI₄ and 1D structures consisting of 1D wires of face-sharing PbI₆ octahedra and having the formula [R(CH₂)_nNH₃]PbI₃ (face-sharing lead-iodide chains, FSLICs). Using a series of such cations we find that 1D FSLIC formation is favored when hydrogen bonding is possible between the ammonium moiety of one cation and a hydrogen-bond acceptor substituent of the same or another cation. A total of 16 new hybrid organic lead iodide crystal structures, 11 of which are FSLICs, are reported. The FSLIC structures can be further categorized according to the arrangement of neighboring wires. The optical properties of these materials are largely insensitive to the identity of the organic cations and to the resulting structural details. However, there is a correlation between the exciton energy and the pattern in which the wires are arranged relative to one another. D. functional theory calculations indicate that the dispersion at the top of the valence band varies depending on the relative wire arrangement.

Chemistry of Materials 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 C7H8BFO2, Formula: C8H11NO.

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

Kori, Santosh published the artcileRoom temperature HFIP/Ag-promoted palladium-catalyzed C-H functionalization of benzothiazole with iodoarenes, Product Details of C8H10O2, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(6), 847-850, database is CAplus and MEDLINE.

A versatile synthetic protocol involving the room temperature direct arylation of benzothiazoles I (R = H, Me, Cl, F) with a wide variety of iodoarenes R¹I (R¹ = C₆H₅, 4-ClC₆H₄, 2-naphthyl, etc.) under Ag-promoted Pd-catalyzed conditions in HFIP as the reaction solvent has been presented. A sequential HFIP-promoted selective iodination of arenes followed by Pd-catalyzed direct arylation of benzothiazoles I has also been disclosed. The utility of the developed protocol has been demonstrated by the synthesis of anti-tumor agents II, PMX-610 and CJM-126 (precursor).

Chemical Communications (Cambridge, United Kingdom) published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, Product Details of C8H10O2.

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

Penthala, Narsimha R. published the artcileAntitumor properties of novel sesquiterpene lactone analogs as NFκB inhibitors that bind to the IKKβ ubiquitin-like domain (ULD), SDS of cas: 6850-57-3, the publication is European Journal of Medicinal Chemistry (2021), 113675, database is CAplus and MEDLINE.

Melampomagnolide B (MMB) is a parthenolide (PTL) based sesquiterpene lactone that has been used as a template for the synthesis of a plethora of lead anticancer agents owing to its reactive C-10 primary hydroxyl group. Such compounds have been shown to inhibit the IKKβ subunit, preventing phosphorylation of the cytoplasmic IκB inhibitory complex. The present study focuses on the synthesis and in vitro antitumor properties of novel benzyl and phenethyl carbamates of MMB. Screening of these MMB carbamates identified analogs with potent growth inhibition properties against a panel of 60 human cancer cell lines (71% of the mols. screened had GI₅₀ values < 2μM). Two analogs, the 4-methoxybenzyl carbamate (I) and the 4-bromophenethyl carbamate, were the most active compounds Lead compound I inhibited cell proliferation in M9 ENL AML cells, and in TMD-231, OV-MD-231 and SUM149 breast cancer cell lines. Interestingly, mechanistic studies showed that I did not inhibit p65 phosphorylation in M9 ENL AML and OV-MD-231 cells, but did inhibit phosphorylation of both p65 and IκBα in SUM149 cells. 4-Methoxybenzyl carbamate also reduced NFκB binding to DNA in both OV-MD-231 and SUM149 cells. Mol. docking studies indicated that I and the 4-bromophenethyl carbamate are both predicted to interact with the ubiquitin-like domain (ULD) of the IKKβ subunit. These data suggest that in SUM149 cells, I is likely acting as an allosteric inhibitor of IKKβ, whereas in M9 ENL AML and OV-MD-231 cells. 4-Methoxybenzyl carbamate is able to inhibit an event after IκB/p65/p50 phosphorylation by IKKβ that leads to inhibition of NFκB activation and reduction in NFκB-DNA binding. The 4-methoxybenzyl carbamate analog I was by far the most potent compound in either carbamate series, and was considered an important lead compound for further optimization and development as an anticancer agent.

European Journal of Medicinal Chemistry 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, SDS of cas: 6850-57-3.

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

Bolt, Yaroslav V. published the artcileNovel Benzothiophene-Based Fluorescent Dye Exhibiting a Large Stokes Shift, Name: 1,2-Dimethoxybenzene, the publication is Synlett (2021), 32(20), 2059-2062, database is CAplus.

We report a simple two-step method for the synthesis of a novel highly fluorescent benzothiophene-based dye comprising five fused rings and exhibiting a large Stokes shift (Δλ = 152 nm or Δν = 5482 cm^-1 in ethanol). Structural features of the obtained compound allow easy functionalization of the carbon core and open new possibility for the development of a series of new classes of fluorescent dyes.

Synlett published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, Name: 1,2-Dimethoxybenzene.

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

Singh, Bara published the artcilePd-Catalyzed Nazarov-Type Cyclization: Application in the Total Synthesis of β-Diasarone and Other Complex Cyclopentanoids, Synthetic Route of 91-16-7, the publication is Organic Letters (2022), 24(4), 1043-1048, database is CAplus and MEDLINE.

Author describe the palladium-catalyzed Nazarov-type cyclization of easily accessible (hetero)arylallyl acetates to pentannulated (hetero)arenes. This method provides ready access to various types of bi-, tri-, tetra-, and pentacyclic cyclopentanoids under neutral conditions. The synthetic utility is further demonstrated in the first total synthesis of β-diasarone (I) and several other complex cyclopentanoids relevant to medicinal chem. and materials science.

Organic Letters published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C5H10N2OS, Synthetic Route of 91-16-7.

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

Yerien, Damian E. published the artcileRose Bengal-photocatalyzed perfluorohexylation reactions of organic substrates in water. Applications to late-stage syntheses, Application In Synthesis of 91-16-7, the publication is Photochemical & Photobiological Sciences (2022), 21(5), 803-812, database is CAplus and MEDLINE.

Rose Bengal-photocatalyzed perfluorohexylation of olefins, alkynes and electron-rich aromatic compounds in water was achieved employing perfluorohexyl iodide as fluoroalkyl source and TMEDA as sacrificial donor under green LED irradn to afford perfluoro compounds R¹CHICH₂C₆F₁₃ [R¹ = CH₂OPh, CHOH(CH₂)₅], R²HC=CHC₆F₁₃ [R² = Ph, n-pentyl, (D)-(-)Norgestreyl] and I [R³ = 4-Me, 4-NO₂, 2,6-(Me)₂, etc.; R⁴ = OMe, NH₂]. Alkenes and alkynes rendered products derived from the atom transfer radical addition (ATRA) pathway, and in the case of alkynes, exclusively as E-stereoisomers. These were the first examples of photocatalyzed ATRA reactions carried out excursively in water alone. The reactions of aromatic compounds under the current protocol in water present the advantage of employing a perfluoroalkyl iodide (C₆F₁₃-I) as source of perfluorohexyl radicals. Examples of photocatalytic late-stage incorporations of fluoroalkyl moieties into two com. drugs of widespread used were reported.

Photochemical & Photobiological Sciences published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C2H10Cl2N2, Application In Synthesis of 91-16-7.

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