Tag: M.W=200-250

Ahmed, Syed T. published the artcileEngineered Ammonia Lyases for the Production of Challenging Electron-Rich L-Phenylalanines, Formula: C11H12O4, the publication is ACS Catalysis (2018), 8(4), 3129-3132, database is CAplus.

Engineered variants of phenylalanine ammonia lyase from Planctomyces brasiliensis were developed through rational design efforts focusing on the aryl binding pocket of the active site, guided by structural and phylogenetic inference. Inherent problems traditionally associated with the biocatalytic hydroamination of acrylic acids, such as low conversion and poor regioselectivity with alkyl and methoxy derivatives, could be overcome. The PbPAL variants described here represent a valuable addition to the biocatalytic toolbox, allowing previously inaccessible amino acid building blocks to be obtained regio- and enantioselectively on preparative scale.

ACS Catalysis published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Formula: C11H12O4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Lenin, Dandamudi V. published the artcile¦Â-Nitrostyrenes as a valuable precursor for the synthesis of ¦Â-aryl-¦Ã-lactam and 2-oxo-1,2-dihydroquinoline derivatives, Formula: C10H11NO4, the publication is Journal of Heterocyclic Chemistry (2022), 59(3), 588-596, database is CAplus.

Two different reaction pathways for the synthesis of ¦Â-aryl-¦Ã-lactam and 2-oxo-1,2-dihydroquinoline derivatives I (R = H, 2-Cl, 3,4-dimethoxy, 4-Et, etc.) and II (R¹ = H, Cl, Br) using ¦Â-nitrostyrenes R²CH=CHNO₂ (R² = Ph, 3,4-dimethoxyphenyl, 2-nitrophenyl, etc.) were successfully demonstrated. The reaction strategy involves the Michael addition followed by reduction and cyclization reactions. Michael adducts containing two different nitro group such as one on aryl ring and another on side chain, selectively take the path to involve nitro group on aryl to form 2-oxo-1,2-dihydroquinoline derivatives II as cyclized product. Michael adducts with nitro group on side chain alone forms ¦Â-aryl-¦Ã-lactam derivatives I as cyclized product. This methodol. is appealing with reliability and scalability with gram scale products that can be synthesized. These heterocyclic compounds can be exploited for their biol. activity.

Journal of Heterocyclic Chemistry published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C10H11NO4, Formula: C10H11NO4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Heathcote, Dean A. published the artcileA Novel Pyrazolo[1,5-a]pyrimidine is a Potent Inhibitor of Cyclin-Dependent Protein Kinases 1, 2, and 9, Which Demonstrates Antitumor Effects in Human Tumor Xenografts Following Oral Administration, Name: 2-(2-((tert-Butyldimethylsilyl)oxy)ethoxy)ethan-1-amine, the publication is Journal of Medicinal Chemistry (2010), 53(24), 8508-8522, database is CAplus and MEDLINE.

Cyclin-dependent protein kinases (CDKs) are central to the appropriate regulation of cell proliferation, apoptosis, and gene expression. Abnormalities in CDK activity and regulation are common features of cancer, making CDK family members attractive targets for the development of anticancer drugs. Here, we report the identification of a pyrazolo[1,5-a]pyrimidine derived compound, 4k (BS-194, I), as a selective and potent CDK inhibitor, which inhibits CDK2, CDK1, CDK5, CDK7, and CDK9 (IC₅₀ = 3, 30, 30, 250, and 90 nmol/L, resp.). Cell-based studies showed inhibition of the phosphorylation of CDK substrates, Rb and the RNA polymerase II C-terminal domain, down-regulation of cyclins A, E, and D1, and cell cycle block in the S and G₂/M phases. Consistent with these findings, 4k demonstrated potent antiproliferative activity in 60 cancer cell lines tested (mean GI₅₀ = 280 nmol/L). Pharmacokinetic studies showed that 4k is orally bioavailable, with an elimination half-life of 178 min following oral dosing in mice. When administered at a concentration of 25 mg/kg orally, 4k inhibited human tumor xenografts and suppressed CDK substrate phosphorylation. These findings identify 4k as a novel, potent CDK selective inhibitor with potential for oral delivery in cancer patients.

Journal of Medicinal Chemistry published new progress about 215297-17-9. 215297-17-9 belongs to catalysis-chemistry, auxiliary class Linker,PROTAC Linker, name is 2-(2-((tert-Butyldimethylsilyl)oxy)ethoxy)ethan-1-amine, and the molecular formula is C10H25NO2Si, Name: 2-(2-((tert-Butyldimethylsilyl)oxy)ethoxy)ethan-1-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tsirigotis-Maniecka, Marta published the artcileThe polyphenolic-polysaccharide complex of Agrimonia eupatoria L. as an indirect thrombin inhibitor – isolation and chemical characterization, Category: catalysis-chemistry, the publication is International Journal of Biological Macromolecules (2019), 124-132, database is CAplus and MEDLINE.

The polyphenolic-polysaccharide complex was isolated from the dried aerial parts of the medicinal plant Agrimonia eupatoria L. using a multi-step process involving the degreasing of the plant material by extraction with organic solvents, followed by extraction with hot alkali, neutralization, further separation with organic solvents and dialysis. The complex was homogeneous with a mol. weight of about 55 ¡Á 103 g/mol and consisted mainly of carbohydrates and polyphenols matrix, composed of lignin-related units, with the dominance of dimethoxyphenyl structures. The carbohydrate moiety consists mostly of arabinogalactan associated with highly esterified rhamnogalacturonan. In vitro anticoagulant studies revealed the ability of the A. eupatoria complex to inhibit plasma clot formation, mainly in the intrinsic pathway of the blood coagulation cascade. Further studies on the mechanisms of this anticoagulant activity revealed that the isolate was primarily an indirect inhibitor of thrombin, mediated by antithrombin or by heparin cofactor II. Such mechanism of action is characteristic for highly sulfated glycosaminoglycans.

International Journal of Biological Macromolecules published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C7H5Cl2NO, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bhagat, Ujjawal Kumar published the artcileRegiospecific Aza-Michael Addition of 4-Aryl-1H-1,2,3-triazoles to Chalcones: Synthesis of 2,4-Disubstituted 1,2,3-Triazoles in Basic Medium, Synthetic Route of 4230-93-7, the publication is Synlett (2018), 29(1), 99-105, database is CAplus.

A novel metal-free and base-mediated method to display the donor ability of 1,2,3-triazoles for the synthesis of 2,4-disubstituted 1,2,3-triazoles was developed. A DABCO-promoted aza-Michael addition of 4-aryl NH-1,2,3-triazoles to ¦Á,¦Â-unsaturated ketones (chalcones) is presented. The reactions proceeded with complete regiospecificity in a 3:1 mixture of acetonitrile and methanol at 85¡ã to provide 2,4-disubstituted 1,2,3-triazoles as Michael adducts, and the addition products 1,3-diaryl-(4-aryl-2 H-1,2,3-triazol-2-yl)propan-1-ones were isolated in high yields.

Synlett published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C10H11NO4, Synthetic Route of 4230-93-7.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kraynack, Erica A. published the artcileIntermolecular pinacol coupling of sulfur-substituted aldehydes by vanadium-zinc complex [V₂Cl₃(THF)₆]₂(Zn₂Cl₆). The effect of the substitution at sulfur on the stereochemical outcome of the coupling reaction, Category: catalysis-chemistry, the publication is Journal of Organic Chemistry (1993), 58(22), 6114-17, database is CAplus.

Pinacol cross-couplings of sulfur-substituted aldehydes with aliphatic aldehydes have been investigated. Addition of the sulfur aldehyde to a solution of [V₂Cl₃(THF)₆]₂(Zn₂Cl₆) and the aliphatic aldehyde provides unsym. 1,2-diols in good yield (55-97%). Stereoselectivity in these reactions is influenced by changing the substituent R³ in sulfonyl (R³SO₂)-substituted aldehydes.

Journal of Organic Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wang, Xiu published the artcileControllable Single and Double Difluoromethylene Insertions into C-Cu Bonds: Copper-Mediated Tetrafluoroethylation and Hexafluoropropylation of Aryl Iodides with TMSCF₂H and TMSCF₂Br, Related Products of catalysis-chemistry, the publication is Journal of the American Chemical Society (2022), 144(27), 12202-12211, database is CAplus and MEDLINE.

The selective difluoromethylene insertion into a C-Cu bond is a challenging task and is currently limited to either a single CF₂ insertion into CuCF₃ or double CF₂ insertions into CuC₆F₅ (or (Z)-CF₃CF = CFCu). Achieving both selective single and double CF₂ insertions into the same C-Cu bond is even more difficult. Herein, highly controllable single and double CF₂ insertions into CuCF₂H species with a TMSCF₂Br reagent have been described, affording two previously unknown fluoroalkylcopper species “Cu(CF₂)_nCF₂H” (n = 1 and 2) independently under different reaction conditions. This work represents the first example of both single and double CF₂ insertions into the same C-Cu bond in a highly selective manner. The synthetic value of the obtained “Cu(CF₂)_nCF₂H” (n = 1 and 2) species is demonstrated by their reactions with aryl iodides, halogenation agents, and cinnamyl chloride, which enables the direct transfer of HCF₂CF₂ and HCF₂CF₂CF₂ moieties into organic mols. The key to controllable fluorocarbon chain elongation from C₁ to C₂ and from C₁ to C₃ is presumably attributed to the different reactivities of “Cu(CF₂)_nCF₂H” species (n = 0, 1, 2 and 3) and the loading of the TMSCF₂Br reagent.

Journal of the American Chemical Society published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C3H5BN2O2, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tejo, Ciputra published the artcileDearylation of arylphosphine oxides using a sodium hydride-iodide composite, COA of Formula: C15H15OP, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(14), 1782-1785, database is CAplus and MEDLINE.

A new protocol for the dearylation of arylphosphine oxides was developed using sodium hydride (NaH) in the presence of lithium iodide (LiI). Reaction of triarylphosphine oxides Ar₂PPh with NaH/LiI afforded sodium phosphinites Ar₂PONa, which were trapped with alkyl halides RX to give diarylalkylphosphine oxides Ar₂P(O)R in good to excellent yields. The transient sodium phosphinite could be functionalized with a range of electrophiles in a one-pot fashion.

Chemical Communications (Cambridge, United Kingdom) published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C17H19N3O6, COA of Formula: C15H15OP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wang, Dawei published the artcileProbing strigolactone perception mechanisms with rationally designed small-molecule agonists stimulating germination of root parasitic weeds, Synthetic Route of 163839-73-4, the publication is Nature Communications (2022), 13(1), 3987, database is CAplus and MEDLINE.

The development of potent strigolactone (SL) agonists as suicidal germination inducers could be a useful strategy for controlling root parasitic weeds, but uncertainty about the SL perception mechanism impedes real progress. Here we describe small-mol. agonists that efficiently stimulate Phelipanchce aegyptiaca, and Striga hermonthica, germination in concentrations as low as 10-8 to 10-17 M. We show that full efficiency of synthetic SL agonists in triggering signaling through the Striga SL receptor, ShHTL7, depends on the receptor-catalyzed hydrolytic reaction of the agonists. Addnl., we reveal that the stereochem. of synthetic SL analogs affects the hydrolytic ability of ShHTL7 by influencing the probability of the privileged conformations of ShHTL7. Importantly, an alternative ShHTL7-mediated hydrolysis mechanism, proceeding via nucleophilic attack of the NE2 atom of H246 to the 2¡äC of the D-ring, is reported. Together, our findings provide insight into SL hydrolysis and structure-perception mechanisms, and potent suicide germination stimulants, which would contribute to the elimination of the noxious parasitic weeds.

Nature Communications published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C10H11N3O3S, Synthetic Route of 163839-73-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Irshad Ahamed, J. published the artcileSynthesis and computational studies of 2-nitro-3-phenyl-3- (phenylthio)propan-1-ol and their derivatives, Name: 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, the publication is DJ Journal of Engineering Chemistry and Fuel (2017), 2(2), 9-24, database is CAplus.

Michael addition of thiols to nitro-olefins was performed in Lewis base DABCO (1,4-diazabicyclo[2.2.2]octane) with THF (THF) at room temperature 2-Nitro-3- phenyl-3-(phenylthio)propan-1-ols, compounds I [R = H, 4-Et, 3-Cl, etc.] were obtained at appreciable purity of compounds which was ascertained by m.p. and thin-layer chromatog. and was characterized by ¹H and ¹³C NMR. The synthesized compounds were subjected to mol. docking studies through com. software using Discovery Studio 4.0. Further the pharmacokinetics properties were studied by ADMET. DMol³ properties and B3LYP functions were also studied. Among the six derivative compound I [R = 4-Et] showed the higher docking energy of the score -88.1382 and promising mol. interaction against the target protein cytochrome P 450 17A1 (steroid 17 alpha – hydroxylase/17,20 lyase) which is primarily involved in the steroid biosynthesis pathway. Compounds I were explored against the target 3SWZ (CYP17A1). Compounds I [R = 4-Et] exhibited desirable pharmacokinetic and higher reactivity, hence could be proposed for further in-vitro anticancer activity.

DJ Journal of Engineering Chemistry and Fuel published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C10H11NO4, Name: 1,2-Dimethoxy-4-(2-nitrovinyl)benzene.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia