Month: December 2022

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

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

Roviello, Antonio published the artcileHigh quantum yield photoluminescence of new polyamides containing oligo-PPV amino derivatives and related oligomers, Safety of 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2009), 47(10), 2677-2689, database is CAplus.

The synthesis and the chem. phys. characterization of new photoluminescent (PL) chromophores and polymers are reported. Chromophores (oligo-PPV sym. derivatives ending with amino groups) are strong blue emitters with a PL quantum yield of ∼70% in dioxane solution They have been used to prepare polyamides by reaction with aliphatic acyl dichlorides in which emitting and non emitting units are alternated. PL properties of the synthesized polyamides have been evaluated in solution and reveal a strong blue emission (PL quantum yield ∼60%), to increase the solubility of these systems, oligomers have been purposely prepared and then characterized. They show a peculiar white emission when excited in DMF solution; to get insight into this interesting behavior, asym. monoacetylated chromophores have been prepared as model compounds for the chromophoric end groups of the polyamide chains. The emission spectra of these compounds reveal a broad excimeric yellow emission which is responsible, along with the blue emission of the inner chromophoric units, of the overall white emission of the oligomers. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 2677-2689, 2009.

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, Safety of 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

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

Hertweck, Christian published the artcileB-methoxydiisopinocampheylborane (Ipc₂BOMe). A pinene-based auxiliary for asymmetric C-C bond-forming reactions, Quality Control of 99438-28-5, the publication is Journal fuer Praktische Chemie (Weinheim, Germany) (1999), 341(1), 83-87, database is CAplus.

A review with 31 references B-methoxydiisopinocampheylborane is a highly versatile chiral auxiliary that is compatible with a great variety of functional groups, either in the reagent or the substrate. Thus, this reagent allows direct access to complex mols. without extensive use of protecting groups. Of particular advantage is the ability of heteroatom substituents on the B reagents, to affect the stereochem. course of the reaction. This can then be used to yield products of predictable and well defined relative and absolute stereochem.

Journal fuer Praktische Chemie (Weinheim, Germany) 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 C21H37BO, Quality Control of 99438-28-5.

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

Hertweck, Christian published the artcileTandem Reduction-Chloroallylboration of Esters: Asymmetric Synthesis of Lamoxirene, the Spermatozoid Releasing and Attracting Pheromone of the Laminariales (Phaeophyceae), Product Details of C21H37BO, the publication is Journal of Organic Chemistry (2000), 65(8), 2458-2463, database is CAplus and MEDLINE.

Asym. synthesis of all four stereoisomers of lamoxirene (cis-2-cyclohepta-2,5-diene-3-vinyloxirane), the spermatozoid-releasing and -attracting pheromone of the Laminariales (Phaeophyceae), is reported. Chiral Et cyclohepta-2,5-diene carboxylates, prepared by a divinylcyclopropane Cope rearrangement, were effectively alkylated by means of a novel tandem DIBAL-H reduction/asym. α-chloroallylboration using (Z)-γ-chloroallyldiisopinocampheylboranes. The ensuing syn-α-chlorohydrins were transformed into the corresponding vinyloxiranes with DBU, providing all four isomers of the pheromone in good chem. and excellent optical yield (90-97% ee). Spermatozoid-release assays were conducted with the sympatrically growing species L. digitata, L. hyperborea, and L. saccharina and established I as the most active isomer in all cases.

Journal of Organic Chemistry 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 C21H37BO, Product Details of C21H37BO.

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

Hertweck, Christian published the artcileAsymmetric α-Chloroallylboration of Amino Aldehydes: A Novel and Highly Versatile Route to D– and L-erythro-Sphingoid Bases, Name: (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of Organic Chemistry (1999), 64(12), 4426-4430, database is CAplus.

Serinal-derived vinyloxiranes represent versatile building blocks for synthesis of D-(or L-)erythro-sphingosine and its analogs. Asym. α-chloroallylation of the Garner aldehyde with chiral and achiral γ-(Z)-chloroallylboranes, followed by DBU-mediated cyclization of the corresponding chlorohydrins, provides a highly effective route to oxazolidine vinyloxiranes in high yield under mild conditions. Matched and mismatched cases of the double diastereoselective allylation were investigated. The vinyloxirane reacts with a variety of organocuprates by a S_N2′ type nucleophilic substitution, yielding protected sphingoid bases as (E)-allylic alcs. exclusively. By the new approach, a multitude of different sphingoid core structures becomes available, from a uniform protocol, with high yield and efficiency.

Journal of Organic Chemistry 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 C21H37BO, Name: (+)-B-Methoxydiisopinocampheylborane.

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

Barber, Christopher G. published the artcile1-Amido-1-phenyl-3-piperidinylbutanes – CCR5 antagonists for the treatment of HIV: Part 2, Safety of 2-Methoxyacetamide, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(5), 1499-1503, database is CAplus and MEDLINE.

Optimization of a series of 4-piperidinyltriazoles led to the identification of compound 28a which showed good whole cell antiviral activity, excellent selectivity over the hERG ion channel and complete oral absorption.

Bioorganic & Medicinal Chemistry Letters published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Safety of 2-Methoxyacetamide.

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

Le Roux, Antoine published the artcileStructure-Permeability Relationship of Semipeptidic Macrocycles-Understanding and Optimizing Passive Permeability and Efflux Ratio, Recommanded Product: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, the publication is Journal of Medicinal Chemistry (2020), 63(13), 6774-6783, database is CAplus and MEDLINE.

We herein report the first thorough anal. of the structure-permeability relationship of semipeptidic macrocycles. In total, 47 macrocycles were synthesized using a hybrid solid-phase/solution strategy, and then their passive and cellular permeability was assessed using the parallel artificial membrane permeability assay (PAMPA) and Caco-2 assay, resp. The results indicate that semipeptidic macrocycles generally possess high passive permeability based on the PAMPA, yet their cellular permeability is governed by efflux, as reported in the Caco-2 assay. Structural variations led to tractable structure-permeability and structure-efflux relationships, wherein the linker length, stereoinversion, N-methylation, and peptoids site-specifically impact the permeability and efflux. Extensive NMR, mol. dynamics, and ensemble-based three-dimensional polar surface area (3D-PSA) studies showed that ensemble-based 3D-PSA is a good predictor of passive permeability.

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 C25H23NO4, Recommanded Product: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid.

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

Elamin, Khalid published the artcileGlass transition and relaxation dynamics of propylene glycol-water solutions confined in clay, Related Products of ethers-buliding-blocks, the publication is Journal of Chemical Physics (2014), 141(3), 034505/1-034505/8, database is CAplus and MEDLINE.

The mol. dynamics of aqueous solutions of propylene glycol (PG) and propylene glycol methylether (PGME) confined in a two-dimensional layer-structured Na-vermiculite clay has been studied by broadband dielec. spectroscopy and differential scanning calorimetry. As typical for liquids in confined geometries the intensity of the cooperative α-relaxation becomes considerably more suppressed than the more local β-like relaxation processes. In fact, at high water contents the calorimetric glass transition and related structural α-relaxation cannot even be observed, due to the confinement. Thus, the intensity of the viscosity related α-relaxation is dramatically reduced, but its time scale as well as the related glass transition temperature T_g are for both systems only weakly influenced by the confinement. In the case of the PGME-water solutions it is an important finding since in the corresponding bulk system a pronounced non-monotonic concentration dependence of the glass transition related dynamics has been observed due to the growth of hydrogen bonded relaxing entities of water bridging between PGME mols. [J. Sjostrom, J. Mattsson, R. Bergman, and J. Swenson, Phys. Chem. B 115, 10013 (2011)]. The present results suggest that the same type of structural entities are formed in the quasi-two-dimensional space between the clay platelets. It is also observed that the main water relaxation cannot be distinguished from the β-relaxation of PG or PGME in the concentration range up to intermediate water contents. This suggests that these two processes are coupled and that the water mols. affect the time scale of the β-relaxation. However, this is most likely true also for the corresponding bulk solutions, which exhibit similar time scales of this combined relaxation process below T_g. Finally, it is found that at higher water contents the water relaxation does not merge with, or follow, the α-relaxation above T_g, but instead crosses the α-relaxation, indicating that the two relaxation processes are independent of each other. This can only occur if the two processes do not occur in the same parts of the confined solutions Most likely the hydration shell of the interlayer Na⁺ ions is causing this water relaxation, which does not participate in the α-relaxation at any temperature (c) 2014 American Institute of Physics.

Journal of Chemical Physics 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, Related Products of ethers-buliding-blocks.

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