Month: November 2022

Kostenko, Alexey A.; Kucherenko, Alexander S.; Zlotin, Sergei G. published the artcile< Recyclable C2-symmetric tertiary amine-squaramide organocatalysts: Design and application to asymmetric synthesis of γ-nitrocarbonyl compounds>, Product Details of C19H34O2, the main research area is sym tertiary amine squaramide organocatalyst preparation; gamma nitrocarbonyl compound enantioselective preparation; beta dicarbonyl compound nitroolefin Michael addition sym squaramide organocatalyst.

Simple C2-sym. chiral tertiary amines I [R = Ph, 2-pyridyl, (CH2)4; stereo = R,R or S,S] bearing squaramide fragments along with the 1,2-di-(pyridin-2-yl)ethane spacer group were synthesized. Among them, amine I [R = 2-pyridyl, stereo = S,S] efficiently catalyzed asym. additions of β-dicarbonyl compounds to nitroolefins in H2O/DCM, affording corresponding adducts II [R1 = Me, MeO, O(CH2)2O; R2 = C6H5, 2-BrC6H4, 2-furyl, etc.] in up to 99% yield and 94% ee. The developed procedure was scalable. Due to poor solubility in organic solvents and water, catalyst could be readily separated from the reaction mixture and reused without compromising enantiomeric enrichment and yield of product.

Tetrahedron published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Product Details of C19H34O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

zur Borg, Lisa; Domanski, Anna L.; Berger, Ruediger; Zentel, Rudolf published the artcile< Photoinduced Charge Separation of Self-Organized Semiconducting Superstructures Composed of a Functional Polymer-TiO2 Hybrid>, Computed Properties of 71195-85-2, the main research area is polyphenylenevinylene acrylic diblock copolymer titanium dioxide gel charge separation.

The incorporation of TiO2 nanoparticles into long (several micrometers) fibers of a gel-forming poly(para-phenylene vinylene) (PPV) derivative is described. For that purpose, a PPV-block-dopamine polymer is synthesized, which is used to coat TiO2 nanoparticles leading to well-dispersed nanoparticles and fluorescence quenching of the polymer. Independently, the homopolymer gels in various organic solvents are observed to form long fibers. By mixing the PPV homopolymer with the TiO2-PPV hybrid, we are able to incorporate the nanoparticles into the fibrous network, as shown in transmission electron microscopy (TEM) images. Photoinduced charge separation is measured by Kelvin probe force microscopy. Upon illuminating the polymer fibers, pos. charges are observed, even at distances of around 300 nm. From these results, charge transport along the polymer fibers is inferred.

Macromolecular Chemistry and Physics published new progress about Gels, thermally reversible. 71195-85-2 belongs to class esters-buliding-blocks, and the molecular formula is C9H3F5O2, Computed Properties of 71195-85-2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Saito, Seiki; Hasegawa, Takashi; Inaba, Masami; Nishida, Ryosuke; Fujii, Toshikazu; Nomizu, Seiya; Moriwake, Toshio published the artcile< Combination of borane-dimethyl sulfide complex with catalytic sodium tetrahydroborate as a selective reducing agent for α-hydroxy esters. Versatile chiral building block from (S)-(-)-malic acid>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is butanoate dihydroxy preparation lactonization; borane sulfide reduction malate; borohydride dimethyl sulfide reductant; hydroxy ester selective reduction; butanolide hydroxy; butanal dihydroxy isopropylidene ketal.

BH3-Me2S complex in combination with NaBH4 is an efficient and selective reducing agent for α-hydroxy esters. Thus, reduction of di-Me (S)-(-)-malate with this agent afforded 80% (S)-HOCH2CH(OH)CH2CO2Me, which was converted into chiral building blocks I and II.

Chemistry Letters published new progress about Hydroxy esters Role: RCT (Reactant), RACT (Reactant or Reagent). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rauen, H. M.; Nonhof, R. published the artcile< Pattern of anticytogenic activity of pyrimidine derivatives on Neurospora crassa>, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is .

The anticytogenic activity of 71 pyrimidine derivatives on N. crassa was determined in the horizontal proliferation test. Of these, the following 12 were found to meet the criteria of the Cancer Chemotherapy National Service Center; i.e., their inhibitory doses (H.D.50) were under the limit of 10 mg./ml. of culture medium: 2-ethylmercapto-4-chloro-5-carbethoxypyrimidine, 0.025; bis(4-methylpyrimidyl-2-disulfide, 0.044; 4,6-dichloropyrimidine, 0.060; 4-methylpyrimidyl-2-sulfenmorpholide, 0.086; 2-ethylmercapto-4-amino-4-carbethoxypyrimidine, 0.130; 2-ethylmercapto-4-hydroxycarbethoxypyrimidine, 0.85; 4-phenylpyrimidine ,0.200; 2,4,5,6-tetraaminopyrimidine sulfate, 0.350; 2-amino-4-chloro-6-methylpyrimidine, 0.370; 2,4-dimercaptopyrimidine, 0.400; 2-mercapto-4-methylpyrimidine-HCl, 0.500; 2-mercapto-4,6-dimethylpyrimidine, 0.550 mg. Combinations of 2 or more inhibitory materials showed additive, synergistic, or diminished effects. The possible inhibitory mechanism is discussed. Relations are shown between the structures of the compounds and their cytotoxic action.

Arzneimittel-Forschung published new progress about Neurospora crassa. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Luo, Ziwei; Tsui, Gavin Chit published the artcile< Radical cyclization/bis(pentafluoroethylation) of 1,6-dienes using HCF2CF3-derived CuCF2CF3>, Application of C11H19NO2, the main research area is pyrrolidine pentafluoropropyl preparation diastereoselective; diallylamine copper pentafluoroethyl radical cyclization pentafluoroethylation; pentafluoropropyl cyclopentane preparation diastereoselective; diallyl malonate copper pentafluoroethyl radical cyclization pentafluoroethylation.

A domino radical cyclization/bis(pentafluoroethylation) of 1,6-dienes CH2=CHCH2N(R)CH2C(=CH2)R1 (R = H, 4-H3CC6H4SO2, 2,6-bis(propan-2-yl)phenyl, CH2CH=CH2, etc.; R1 = H, Me), and CH2=CHCH2C(R2)(R3)CH2CH=CH2 [R2 = R3 = C(O)OEt, C(O)OPh, C(O)Bn, etc. R2R3 = -C(O)(CH2)3C(O)-] for the synthesis of new classes of pyrrolidine I and cyclopentane derivatives II containing two C2F5 groups was described. This reaction is efficient for constructing three carbon-carbon bonds in one step. The reagent [CuCF2CF3] is prepared from inexpensive pentafluoroethane and the reactions conveniently run at room temperature in open air. Moderate to good diastereoselectivities can be obtained favoring the cis products I with X-ray structural proof.

Organic Chemistry Frontiers published new progress about Alkadienes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151259-38-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H19NO2, Application of C11H19NO2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wan, Feifei; Yang, Bo; Zhu, Jiekun; Jiang, Dabo; Zhang, Huanhuan; Zhang, Qiao; Chen, Shuainan; Zhang, Chao; Liu, Yachun; Fu, Zaihui published the artcile< The transfer hydrogenation of high concentration levulinic acid to γ-valerolactone catalyzed by glucose phosphate carbamide zirconium>, Product Details of C19H34O2, the main research area is glucose phosphate carbamide zirconium levulinic acid transfer hydrogenation catalyst; gamma valerolactone turnover frequency.

Zr-Based catalysts have been extensively applied in Meerwein-Ponndorf-Verley type catalytic transfer hydrogenation (CTH) reactions, but they are easily deactivated in the CTH conversion of high concentrations of levulinic acid (LA) to γ-valerolactone (γ-GVL). This work discloses that by using cheap glucose and ZrCl4 as two main raw materials, glucose phosphate carbamide zirconium (GluPC-Zr) is easily synthesized at large scale and low cost via a simple two-step conversion. The constructed GluPC-Zr has enhanced Lewis acid-base properties and good porosity, thus exhibiting outstanding activity for the CTH reactions of LA or its esters with isopropanol (IPA), providing 95-98% γ-GVL yields. Because of the excellent esterification performance of the introduced acidic phosphate groups, GluPC-Zr also works well at high LA concentrations, achieving a much higher turnover frequency (TOF, 8.2 mmol γ-GVL per g catalyst per h) than previously reported Zr-based catalysts (TOF, 0.2-2.4). And it shows excellent reusability in the reaction of LA with IPA, still providing ca. 95% γ-GVL yield after the seventh cycle run. This work provides a preferential esterification strategy for LA to hamper catalyst deactivation, which is of special significance for the large-scale production of γ-GVL from biomass-derived LA and a low-cost GluPC-Zr catalyst.

Green Chemistry published new progress about Bronsted acidity. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Product Details of C19H34O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Choi, Inkyu; Park, Yujin; Ryu, Il Young; Jung, Hee Jin; Ullah, Sultan; Choi, Heejeong; Park, Chaeun; Kang, Dongwan; Lee, Sanggwon; Chun, Pusoon; Young Chung, Hae; Moon, Hyung Ryong published the artcile< In silico and in vitro insights into tyrosinase inhibitors with a 2-thioxooxazoline-4-one template>, Recommanded Product: Ethyl 2-hydroxyacetate, the main research area is thioxooxazolineone template tyrosinase inhibitor insilico invitro insight; 2-thioxooxazoline-4-one; Anti-melanogenesis; Docking simulation; Kojic acid; Tyrosinase; β-phenyl-α,β-unsaturated carbonyl scaffold.

The β-phenyl-α,β-unsaturated carbonyl (PUSC) scaffold confers tyrosinase inhibitory activity, and in the present study, 16 (Z)-5-(substituted benzylidene)-3-phenyl-2-thioxooxazolidin-4-one analogs containing this scaffold were synthesized. Mushroom tyrosinase inhibitory activities were examined Compound 1c (IC50 = 4.70 ± 0.40 μM) and compound 1j (IC50 = 11.18 ± 0.54 μM) inhibited tyrosinase by 4.9 and 2.1-fold, resp., and did so more potently than kojic acid (IC50 = 23.18 ± 0.11 μM). Kinetic anal. of tyrosinase inhibition revealed that 1c and 1j inhibited tyrosinase competitively. Results of docking simulation with mushroom tyrosinase using four docking programs suggested that 1c and 1j bind more strongly than kojic acid to the active site of tyrosinase and supported kinetic findings that both compounds are competitive inhibitors. The docking results of human tyrosinase homol. model indicated that 1c and 1j can also strongly inhibit human tyrosinase. EZ-cytox assays revealed 1c and 1j were not cytotoxic to B16F10 melanoma cells. The effects of 1c and 1j on cellular tyrosinase activity and melanin production were also investigated in α-MSH- and IBMX-co-stimulated these cells. Both compounds significantly and dose-dependently reduced tyrosinase activity, and at 10 μM were more potent than kojic acid at 20μM. Compounds 1c and 1j also inhibited melanogenesis, which suggested that the inhibitory effects of these compounds on melanin production were mainly attributable to their inhibitions of tyrosinase. These results indicate that compounds 1c and 1j with the PUSC scaffold have potential use as whitening agents for the treatment of hyperpigmentation-associated diseases.

Computational and Structural Biotechnology Journal published new progress about Carbonyl compounds (organic), α,β-unsaturated Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 623-50-7 belongs to class esters-buliding-blocks, and the molecular formula is C4H8O3, Recommanded Product: Ethyl 2-hydroxyacetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Liu, Yu-Qi; Luo, Min; Shi, Yu; Guo, Ying; Zhang, Hua; Yang, Kai-Di; Li, Tian-Ran; Yang, Liu-Qing; Liu, Ting-Ting; Huang, Bo; Liu, Qing; He, Zhi-Cheng; Zhang, Xiao-Ning; Wang, Wen-Ying; Wang, Shuai; Zeng, Hui; Niu, Qin; Zhang, Xia; Cui, You-Hong; Zhang, Zhi-Ren; Bian, Xiu-Wu; Ping, Yi-Fang published the artcile< Dicer deficiency impairs proliferation but potentiates anti-tumoral effect of macrophages in glioblastoma>, Formula: C19H34O2, the main research area is glioblastoma cell proliferation macrophage phagocytosis dicer anti tumor immunotherapy.

Glioblastoma is a lethal primary brain tumor with abundant immune-suppressive glioblastoma-associated macrophage (GAM) infiltration. Skewing immune suppressive GAMs towards an immune-activating phenotype represents a promising immunotherapeutic strategy against glioblastoma. Herein, we reported that genetic deletion of miRNA-processing enzyme Dicer in macrophages inhibited the growth of GL261 murine glioblastoma xenografts and prolonged survival of tumor-bearing mice. Single cell RNA sequencing (scRNA-seq) of the tumor-infiltrating immune cells revealed that Dicer deletion in macrophages reduced the proportion of cell-cycling GAM cluster and reprogramed the remaining GAMs towards a proinflammatory activation state (enhanced phagocytotic and IFN-producing signature). Dicer-deficient GAMs showed reduced level of cyclin-dependent kinases (CDK1 and CDK2) and increased expression of CDK inhibitor p27 Kip1, thus manifesting impaired proliferation. Dicer knockout enhanced phagocytotic activity of GAMs to eliminate GL261 tumor cells. Increased proinflammatory GAM clusters in macrophage Dicer-deficient mice actively interacted with tumor-infiltrating T cells and NK cells through TNF paracrine signaling to create a pro-inflammatory immune microenvironment for tumor cell elimination. Our work identifies the role of Dicer deletion in macrophages in generating an immune-activating microenvironment, which could be further developed as a potential immunotherapeutic strategy against glioblastoma.

Oncogene published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (Ereg). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Formula: C19H34O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Li, Jian-Yuan; Miklossy, Gabriella; Modukuri, Ram K.; Bohren, Kurt M.; Yu, Zhifeng; Palaniappan, Murugesan; Faver, John C.; Riehle, Kevin; Matzuk, Martin M.; Simmons, Nicholas published the artcile< Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis>, SDS of cas: 112-63-0, the main research area is palladium catalyzed hydroxycarbonylation heteroaryl halide DNA encoded library synthesis.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry published new progress about Carbonylation. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, SDS of cas: 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Liu, Bin; Hu, Longqin published the artcile< 5'-(2-Nitrophenylalkanoyl)-2'-deoxy-5-fluorouridines as potential prodrugs of FUDR for reductive activation>, COA of Formula: C9H9NO4, the main research area is FUDR nitro containing prodrug preparation reduction cyclization; aminophenylalkanoate ester FUDR prodrug preparation reduction cyclization.

Four 5′-(2-nitrophenylalkanoyl)-2′-deoxy-5-fluorouridines (1a-d) were designed and synthesized as potential prodrugs of FUDR for reductive activation. Two Me groups were introduced α to the ester carbonyl to increase both the rate of cyclization activation and the stability of the conjugates towards serum esterases. Chem. reduction of the nitro group into an amino leads to cyclization and release of the active FUDR. Kinetic anal. of the cyclization activation process indicates that the two Me groups α to the ester carbonyl restrict the rotational freedom of ground state mol. and promote the cyclization reaction. However, the two Me groups also were found to render the conjugates as poor substrates of E. coli B nitroreductase. Conjugate 1c, without the two Me groups, was reduced by E. coli B nitroreductase (t1/2 = 8 h) to give two products, a N-hydroxyl lactam and the drug FUDR, suggesting that the enzymic reduction and subsequent cyclization activation proceeded through the hydroxylamine intermediate. These results indicate that cyclization activation will occur once the nitro group is reduced either to an amino or to a hydroxylamino group. The fact that the amino intermediates cyclized easily to release the incorporated drug FUDR suggests the feasibility of using peptide-linked acyl 2-aminophenylalkanoic acid esters as potential prodrugs for proteolytic activation.

Bioorganic & Medicinal Chemistry published new progress about Blood serum (prodrugs stability in human blood serum). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, COA of Formula: C9H9NO4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics