Month: December 2022

Wada, Yuuki published the artcileEnantioselective bromination of axially chiral cyanoarenes in the presence of bifunctional organocatalysts, Name: (3-Methoxy-5-methylphenyl)boronic acid, the publication is RSC Advances (2019), 9(54), 31654-31658, database is CAplus and MEDLINE.

Enantioselective bromination of axially chiral cyanoarenes bearing high intrinsic rotational barriers via dynamic kinetic resolution using bifunctional organocatalysts was afforded brominated axially chiral cyanoarenes I [R = H, Me, CF₃, etc.; R¹ = F, Br, OMe, etc.]. Sequential addition of a brominating reagent in several portions at an optimized temperature was effective in accomplishing high enantioselectivities.

RSC Advances 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 C11H22N2O4, Name: (3-Methoxy-5-methylphenyl)boronic acid.

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

Chiba, Takuya published the artcileStructure-activity relationship study of syringolin A as a potential anticancer agent, HPLC of Formula: 77128-73-5, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(21), 4872-4877, database is CAplus and MEDLINE.

A detailed structure-activity relationship of syringolin, which is a promising antitumor natural product, was described. The authors previously developed syringolin A analog I as a potent proteasome inhibitor by the structure-based drug design of syringolin A. The authors synthesized a range of analogs of I, having a different length of the lipophilic chain and substituted aryl group, and their cytotoxicity against human cancer cells was evaluated. It turned out that these modifications greatly affected the cytotoxicity. Further optimization would lead to develop a novel proteasome inhibitor.

Bioorganic & Medicinal Chemistry Letters 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, HPLC of Formula: 77128-73-5.

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

Alonso Doval, David published the artcileIncreasingly twisted push-pull oligothiophenes and their planarization in confined space, Application In Synthesis of 596819-12-4, the publication is Organic & Biomolecular Chemistry (2013), 11(43), 7467-7471, database is CAplus and MEDLINE.

A series of systematically deplanarized push-pull oligothiophenes is designed and synthesized to determine the perfect twist for maximal spectroscopic response to their planarization within lipid bilayer membranes. Weak deplanarization naturally gives weak shifts, but strong deplanarization also gives weak shifts because planarization becomes impossible. Intermediate deplanarization turns out to be ideal. The shifts found in response to chromophore planarization are not as dramatic as with lobsters during cooking but sufficient to discriminate solid-ordered and liquid-disordered membranes with the naked eye.

Organic & Biomolecular Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Application In Synthesis of 596819-12-4.

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

Clemente, Francesca published the artcilePiperidine Azasugars Bearing Lipophilic Chains: Stereoselective Synthesis and Biological Activity as Inhibitors of Glucocerebrosidase (GCase), Name: (2-Methoxyphenyl)methanamine, the publication is Journal of Organic Chemistry (2021), 86(18), 12745-12761, database is CAplus and MEDLINE.

We report a straightforward synthetic strategy for the preparation of trihydroxypiperidine azasugars, e.g. I, decorated with lipophilic chains at both the nitrogen and the adjacent carbon as potential inhibitors of the lysosomal enzyme glucocerebrosidase (GCase), which is involved in Gaucher disease. The procedure relies on the preparation of C-erythrosyl N-alkylated nitrones reaction of aldehyde and primary amines followed by oxidation of the imines formed in situ with the methyltrioxorhenium catalyst and urea hydrogen peroxide. The addition of octyl-MgBr to nitrone provided access to both epimeric hydroxylamines with opposite configuration at the newly created stereo-center in a stereo-divergent and completely stereoselective way, depending on the absence or presence of BF₃·Et₂O, and reductive amination. Hydroxypiperidine I was the best ligand for GCase (IC₅₀ = 15μM), in agreement with MD simulations that allowed us to identify the chair conformation corresponding to the best binding affinity.

Journal of Organic 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

Onda, Yuichi published the artcileConformation-based design and synthesis of apratoxin A mimetics modified at the α,β-unsaturated thiazoline moiety, COA of Formula: C25H23NO4, the publication is Journal of Medicinal Chemistry (2017), 60(15), 6751-6765, database is CAplus and MEDLINE.

We have demonstrated design, synthesis, and biol. evaluation of apratoxin A mimetics. In the first generation, the moCys moiety was replaced with seven simple amino acids as their 3D structures can be similar to that of apratoxin A. Apratoxins M1-M7 were synthesized using solid-phase peptide synthesis and solution-phase macrolactamization. Apratoxin M7, which contains a piperidinecarboxylic acid moiety, exhibited potent cytotoxicity against HCT-116 cells. In the second generation, substitution of each amino acid residue in the tripeptide Tyr(Me)-MeAla-MeIle moiety in apratoxin M7 led to the development of the highly potent apratoxin M16 possessing biphenylalanine (Bph) instead of Tyr(Me), which exhibited an IC₅₀ value of 1.1 nM against HCT-116 cells. Moreover, compared to apratoxin A, apratoxin M16 exhibited a similarly high level of growth inhibitory activity against various cancer cell lines. The results indicate that apratoxin M16 could be a potential candidate as an anticancer agent.

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, COA of Formula: C25H23NO4.

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

Barluenga, J. published the artcileFriedel-Crafts reactions of beta-substituted organomercury(II) compounds, Safety of 2-Isopropylanisole, the publication is Anales de Quimica (1968-1979) (1977), 73(7-8), 1032-4, database is CAplus.

Alkylation of aromatic rings (e.g. in PhOMe) with β-oxymercuric compounds (e.g. AcOCHMeCH₂HgBr) in the presence of a Lewis acid (e.g. AlCl₃) gave, besides alkylarom. compounds (e.g. o-MeOC₆H₄CHMe₂), β-functionalized alkylarom. compounds (e.g. o-MeOC₆H₄CH₂CHMe(OAc)].

Anales de Quimica (1968-1979) published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Safety of 2-Isopropylanisole.

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

Mortazavi, Saeideh-Sadat published the artcileShip-in-bottle preparation of multi-SO₃H functionalized ionic liquid@MIL-100(Fe) for acid-catalyzed ring-opening of epoxides, Recommanded Product: 2-Methoxypropan-1-ol, the publication is Applied Organometallic Chemistry (2021), 35(12), e6424, database is CAplus.

The fact that the homogeneous acid catalysts are usually separated difficulty than heterogeneous catalysts from the reaction media, the opportunity to combine the advantages of both homogeneous and heterogeneous catalytic systems by immobilizing ILs within the pores of a porous solid support host is an alternative method. In this research, a multi-SO₃H functionalized ionic liquid derived from hexamethylenetetramine (HMTA) and 1,3-propane sultone was entrapped inside the pores of MIL-100(Fe) through the ship-in-bottle method and utilized for heterogeneous acid-catalyzed ring-opening of epoxides under solvent-free conditions. The physicochem. properties of prepared catalyst were fully elucidated by various methods. FT-IR spectroscopy and elemental anal. approved the successful incorporation of modified groups within the MIL-100(Fe) cavities. The concentration of acid sites was measured via the acid-base titration which exhibited the 0.9 mmol/g H⁺ in the catalyst structure. Also, thermogravimetric anal. (TGA) profile showed the loosing of modified groups at 300-600°C. Moreover, X-ray diffraction (XRD) anal. showed that the MIL-100(Fe) structure was retained after modification and nitrogen adsorption-desorption anal. (BET method) manifested the decrease in surface area caused by incorporation of ionic liquid The fabricated catalyst exhibited high catalytic efficiency in methanolysis of styrene oxide (99% conversion in 3 h) under ambient conditions and used without a substantial drop in product yield in further rounds.

Applied Organometallic Chemistry 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, Recommanded Product: 2-Methoxypropan-1-ol.

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

Bury, Ross W. published the artcileInteractions between local anesthetics and spasmogens on the guinea-pig ileum, Safety of 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, the publication is Journal of Pharmacology and Experimental Therapeutics (1976), 197(3), 633-40, database is CAplus and MEDLINE.

The effect of various local anesthetics and other substances known to modify Ca fluxes in cells, on submax. responses of guinea pig ileum to substance P [33507-63-0], acetylcholine, histamine, and BaCl2 was determined Procaine-HCl [51-05-8] caused a dose-related depression of the response to all the agonists but the response to substance P was far less susceptible to this depression. Lidocaine-HCl [73-78-9], bupivacaine-HCl [18010-40-7], pramoxine-HCl [637-58-1] and W 6211 [22759-46-2] also caused a lower degree of attenuation of the response to substance P than the responses to acetylcholine, histamine, and BaCl2. Verapamil [52-53-9] caused a dose-related depression of responses to all the agonists equally. The use of Ca-free solutions abolished responses to substance P, acetylcholine, and histamine. The response to BaCl2 was less affected by Ca withdrawal but was reduced markedly. In the presence of 10 mM LaCl, the response to all the agonists was abolished. The relative resistance of the substance P responses to antagonism by local anesthetics suggests that different and more efficient channels for Ca entry into the smooth muscle cell are involved.

Journal of Pharmacology and Experimental Therapeutics 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, Safety of 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride.

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

Sangjan, Worasit published the artcileIdentification of volatile biomarkers for high-throughput sensing of soft rot and Pythium leak diseases in stored potatoes, Recommanded Product: 1,2-Dimethoxybenzene, the publication is Food Chemistry (2022), 130910, database is CAplus and MEDLINE.

Soft rot and Pythium leak are postharvest storage diseases of potato tubers that can cause substantial crop losses in the US. This study focused on detecting volatile organic compounds (VOCs) associated with rot inoculated tubers during storage (up to 21 days) using headspace solid-phase microextraction (SPME) coupled to gas chromatog. (GC) with mass spectrometry (MS) and flame ionization detector (FID) anal. Russet Burbank and Ranger Russet tubers were inoculated with the rot pathogens. Static sampling with 50 min trapping time followed by GC-MS and GC-FID anal. identified 23 and 30 common VOCs from the pathogen inoculated tubers. Overall, n,n-dimethylmethylamine, acetone, 1-undecene, and styrene, occurred frequently and repeatability in inoculated samples based on GC-MS anal., with the latter two found using GC-FID anal. as well. Identification of such biomarkers can be useful in developing high-throughput VOC sensing systems for early disease detection in potato storage facilities.

Food Chemistry 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, Recommanded Product: 1,2-Dimethoxybenzene.

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

Taglang, Celine published the artcileEnantiospecific C-H activation using ruthenium nanocatalysts, Formula: C4H12ClNO, the publication is Angewandte Chemie, International Edition (2015), 54(36), 10474-10477, database is CAplus and MEDLINE.

The activation of C-H bonds has revolutionized modern synthetic chem. However, no general strategy for enantiospecific C-H activation has been developed to date. We herein report an enantiospecific C-H activation reaction followed by deuterium incorporation at stereogenic centers. Mechanistic studies suggest that the selectivity for the α-position of the directing heteroatom results from a four-membered dimetallacycle as the key intermediate. This work paves the way to novel mol. chem. on nanoparticles.

Angewandte Chemie, International Edition published new progress about 1162054-86-5. 1162054-86-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic Chain, name is (S)-1-Methoxypropan-2-amine hydrochloride, and the molecular formula is C18H10F3NO3S2, Formula: C4H12ClNO.

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