Tag: M.W=250-300

Murahashi, Shunsuke published the artcile< New derivatives of o-xylene>, Category: esters-buliding-blocks, the main research area is .

The present work concerns itself with the synthesis of o-hydroxymethylphenylacetic acid (II), HOCH2C6H4CH2CO2H, and its derivatives which hitherto have not been prepared The simplest method for preparation of II from o-C6H4(CH2Br)2 (I) seemed to be a displacement of a Br atom by means of a nitrile group and then hydrolysis of the resulting compound This method was found to be unsatisfactory. The reaction mixture consisted of a colorless oil, N-free and containing 0.8% Br, which reacted with the Grignard reagent with the evolution of CH4. 20.8 g. I was dissolved in a mixture of 60 cc. EtOH and 20 cc. H2O and brought to boiling. KCN (5.2 g. in 20 cc. H2O) was added in small portions with shaking. After 2-2.5 hrs. heating the mixture was poured into 1 l. H2O and extracted with Et2O. The ether solution after drying and removal of the solvent was fractionated; 9 g. colorless liquid, b17 122-135°. On refractionation, a fraction was obtained, b17 122-4°, which consisted largely of o-ethoxymethylbenzyl alc. (III) and a small quantity of I. This fraction was dissolved in Et2O and decomposed with freshly cut pieces of Na and allowed to stand several days with occasional removal of the precipitate formed at the surface of the Na. The precipitate was dissolved in H2O, washed with Et2O, acidified and extracted with Et2O. On distilling, a colorless liquid, b1 130-40°, was obtained. Later it solidified and m. 85-6°. Analysis showed it to be o-ethoxymethylbensoic acid (IV), C10H12O3. This is accounted for through an oxidation of a -CH2OH group in III to a carboxyl group. o-Dimethoxymethylbenzene (V), C6H4(CH2OMe)2, prepared from 39.6 g. I and MeONa (from 11 g. Na), in 20 g. yield, b25 117-19°, b16 109-11°. o-Methoxymethylbenzyl chloride (VI), was prepared by dissolving 20 g. V in 16 cc. anhydrous CCl4 and treating with a solution of 6.6 g. (0.7 mol.) AcCl. Reaction started with addition of a trace of fused ZnCl2. After cooling to room temperature, diluting with Et2O and washing with H2O, the ether layer was dried and fractionated. A colorless oil strongly irritating to the eyes, b22 116-21°, and consisting of a mixture containing more than 0.5 its weight of V was obtained. This oil was treated with a KCN solution in quantity corresponding with the AcCl consumed (5.8 g. KCN + 30 cc. EtOH + 10 cc. H2O). After 3 hrs. heating the reaction mixture was cooled, poured into H2O and fractionated, after extraction with Et2O. The product, o-methoxymethylphenacetonitrile (VII), was a colorless oil b17 151-3°. The regenerated V can be reemployed after purification with alc. KOH. From 212 g. V, 198 g. of a mixture of V and VI was obtained and this yielded 84.9 g. VII. The lactone (VIII) of o-hydroxymethylphenylacetic acid, prepared by hydrolysis of VII under varying conditions (constant boiling HBr, 1:1 and 1:2 H2SO4), m. 82.5-3.5°. A by-product of o-bromomethylphenacetonitrile (IX), m. 92-2.5°, also forms when HBr is the hydrolytic reagent. When VII is hydrolyzed with concentrated HCl o-chloromethylphenylacetic acid (X), m. 118-18.5°, was obtained. o-Methoxymethylphenylacetic acid (XI) was prepared by refluxing 20 g. VII with 60 g. KOH + 300 cc. alc. on a water bath for 11 hrs. and then working up the product in the usual manner. Yield, 76% of a colorless oil b2 136-49°. Two recrystallizations from petr. ether gave prisms m. 52-4°. The Cu, Ag and Pb salts were prepared The 1st 2 mentioned salts are difficultly soluble in H2O. o-Methoxymethylphenylacetamide (XII) was prepared by dissolving 15 g. VII in the calculated weight of absolute EtOH and saturating the solution with dry HCl gas. Recrystallization of the solid which appeared on long standing from CHCl3-CCl4 yielded crystals m. 117-18°. Hydrolysis of XII with alc. KOH yields XI. The corresponding Et ester of X was obtained by dissolving 4.25 g. VIII in 30 cc. absolute EtOH and passing dry HCl gas into the mixture for 30 min. with warming. Following removal of the solvent, the residue was diluted with H2O and extracted with Et2O, the latter washed with dilute NaOH, dried with CaCl2 and distilled 4.5 g. colorless oil, b23 163-4°, was obtained. Saponification of the latter compound, Et o-chloromethylphenylacetate, yielded VIII. A byproduct from the saponification which was not identified m. 124-4.5°. 15 g. XI, when warmed cautiously with 18 g. SOCl2, yielded 10 g. yellow oil, b4 126-36°, and a large fraction of black residue. The oil analyzed 16.8% Cl and became dark at its surface on standing. 4.48 g. of the latter oil on hydrolysis with 40 cc. 2 N KOH yielded 1.25 g. precipitate The filtrate on acidification yielded 1.4 g. VIII. The previously mentioned precipitate was dissolved in Et2O, the insoluble matter filtered off and the filtrate concentrated Several recrystallizations of the resulting crystals from petroleum ether and MeOH yielded a product soluble in Me2CO, CHCl3, C6H6, Et2O, which m. 126-6.3° and whose analysis and mol. weight corresponded closely with C20H20O4. From the Et2O mother liquor another batch of crystals was isolated which upon recrystallization first from MeOH and then EtOH m. 198-9°. Analysis and mol.-weight determinations indicated the latter was C28H36O6. The interaction of XI with POCl3 is also unusual. Although POCl3 did not react with the carboxyl group it was impossible to detect unchanged acid in the C6H6-reaction mixture Besides a small quantity of VIII, 2 neutral liquids (a) and (b) were isolated. The former, b1 200-210° and does not react with alkali. The latter b1 140-150°, and reacts with alkali, whereby a monobasic acid m. 93.5-4.5° is formed, and which analyzes for C15H14O2. Although this acid is not described in the literature it must be o-benzylphenylacetic acid and thus the reaction of XI with POCl3 in C6H6 proceeds in an unusually complicated manner; removal of a Me group, condensation with the solvent, esterification, and an unknown step leading to the formation of (a) occur one after the other.

Scientific Papers of the Institute of Physical and Chemical Research (Japan) published new progress about 112-63-0. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Category: esters-buliding-blocks.

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

Senichev, V. Yu.; Strelnikov, V. N.; Perepada, M. V.; Slobodinyuk, A. I. published the artcile< A New Method to Identify Rubbers and Elastomers using Swelling in Various Solvents>, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is elastomer swelling solvent.

A method to identify crosslinked rubbers and elastomers is presented in this report. Three series of polyurethane elastomers with various chem. structures were swollen in selected solvents. The obtained results on the swelling degree of the studied elastomers Q, depended on the values of the solvent solubility parameters (δ1). It was found that the plots of the function Q = f(δ1) could be expressed in the forms of original diagrams useful for fast identification of rubbers and crosslinked elastomers. These diagrams were compared with each other and with the one for butyl rubber. The characteristic features of these diagrams (so-called swellograms) that were useful for the rubber identification are discussed.

Polymer Science, Series A: Polymer Physics published new progress about Butadiene rubber, hydroxy-terminated Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (reaction products with Scuranate T 100 and trimethylolpropane). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

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

Fuoco, Tiziana; Nguyen, Tran Tam; Kivijaervi, Tove; Finne-Wistrand, Anna published the artcile< Organocatalytic strategy to telechelic oligo(ε-caprolactone-co-p-dioxanone): Photocurable macromonomers for polyester networks>, Reference of 112-63-0, the main research area is organocatalytic telechelic oligocaprolactone dioxanone photocurable macromonomer polyester.

We have designed photocurable, telechelic macromonomers consisting of random oligo(ε-caprolactone-co-p-dioxanone), oligo(CL-co-DX), and demonstrated their suitability for preparing pliable polyester networks whose properties resemble those of gels. A versatile and effective metal-free co-oligomerization, catalyzed by di-Ph phosphate, was developed in bulk and at room temperature A high rate of conversion of monomers was achieved and oligo(CL-co-DX)s with different composition and topol. were obtained with controlled molar mass, approx. 2000 g mol-1, low dispersity and a random distribution of the two monomeric units. Kinetics anal. of the reaction disclosed a faster incorporation rate for the p-dioxanone (DX) than ε-caprolactone (CL). The extrapolated rate constant, kDX, was 0.030 min-1 against a kCL of 0.013 min-1. The reactivity ratios were resp. 2.7 (rDX) and 0.28 (rCL). A detailed NMR anal. was performed to elucidate the structure of the co-oligomers, which could be precisely controlled by varying the monomer feed ratio and initiator. Depending on the composition, amorphous to semicrystalline oligomers with m.ps. close to room temperature were obtained, which after acrylation of the chain-end gave polyester networks with high swelling capacity up to 700%, and water uptake up to 70%.

European Polymer Journal published new progress about Biodegradable materials. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Reference of 112-63-0.

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

Karthikkeyan, Gayathree; Behera, Santosh Kumar; Upadhyay, Shubham Sukerndeo; Pervaje, Ravishankar; Prasad, Thottethodi Subrahmanya Keshava; Modi, Prashant Kumar published the artcile< Metabolomics analysis highlights Yashtimadhu (Glycyrrhiza glabra L.)-mediated neuroprotection in a rotenone-induced cellular model of Parkinson′s disease by restoring the mTORC1-AMPK1 axis in autophagic regulation>, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is rotenone neuroprotective agent metabolome Glycyrrhiza mTORC1 AMPK1 parkinson disease; complementary and alternative medicine; complex-I inhibition; metabolic stress; multiple reaction monitoring; oxidative stress.

Parkinsons disease (PD) is an age-associated progressive neurodegenerative movement disorder, and its management strategies are known to cause complications with prolonged usage. We aimed to explore the neuroprotective mechanism of the Indian traditional medicine Yashtimadhu, prepared from the dried roots of Glycyrrhiza glabra L. (licorice) in the rotenone-induced cellular model of PD. Retinoic acid-differentiated IMR-32 cells were treated with rotenone (PD model) and Yashtimadhu extract Mass spectrometry-based untargeted and targeted metabolomic profiling was carried out to discover altered metabolites. The untargeted metabolomics anal. highlighted the rotenone-induced dysregulation and Yashtimadhu-mediated restoration of metabolites involved in the metabolism of nucleic acids, amino acids, lipids, and citric acid cycle. Targeted validation of citric acid cycle metabolites showed decreased α-ketoglutarate and succinate with rotenone treatment and rescued by Yashtimadhu co-treatment. The dysregulation of the citric acid cycle by rotenone-induced energetic stress via dysregulation of the mTORC1-AMPK1 axis was prevented by Yashtimadhu. Yashtimadhu co-treatment restored rotenone-induced ATG7-dependent autophagy and eventually caspases-mediated cell death. Our anal. links the metabolic alterations modulating energy stress and autophagy, which underlies the Yashtimadhu-mediated neuroprotection in the rotenone-induced cellular model of PD.

Phytotherapy Research published new progress about Apoptosis. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

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

Pirrung, Michael C.; Park, Kaapjoo; Tumey, L. Nathan published the artcile< 19F-Encoded Combinatorial Libraries: Discovery of Selective Metal Binding and Catalytic Peptoids>, Reference of 112-63-0, the main research area is aryl fluoride preparation labeling solid support combinatorial chem; fluorine 19 encoded combinatorial peptoid library solid phase synthesis; metal binding screening combinatorial peptoid library; acylation autocatalyst screening combinatorial peptoid library; amine cyclic anhydride coupling solid phase combinatorial library.

A 19F NMR method for encoding of combinatorial libraries has been developed. Aryl fluorides whose chem. shifts are modified by aromatic substituents were prepared and attached to resin support beads that were used in the split-pool synthesis of peptoids. The detection of the 19F NMR signal of tags derived from a single “”big bead”” was demonstrated. The library diversity arises from amines and the cyclic anhydrides used in their acylation. The resulting 90-compound library was examined for metal ion binding, whereupon novel ligands for iron and copper were discovered. The metal-binding constants of some of these peptoids were in the low micromolar range. The library was also examined for catalysis of self-acylation.

Journal of Combinatorial Chemistry published new progress about Amines Role: CMB (Combinatorial Study), RCT (Reactant), RACT (Reactant or Reagent). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Reference of 112-63-0.

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

Cheng, Jiajia; Huang, Zhijian; Chi, Yonggui Robin published the artcile< NHC Organocatalytic Formal LUMO Activation of α,β-Unsaturated Esters for Reaction with Enamides>, Application of C19H34O2, the main research area is ester unsaturated enantioselective addition rearrangement imine carbene catalyst enamide; pyridinone dihydro asym synthesis; LUMO activation; N-heterocyclic carbenes; esters; lactams; organocatalysis.

Stable α,β-unsaturated esters, e.g. R1CH:CHCO2R2 (R1 = Me, Et, Ph, 4-MeC6H4, 1-naphthyl, 2-thienyl, etc.; R2 = 4-O2NC6H4), were activated by the addition of a chiral N-heterocyclic carbene organocatalyst, and the resulting Michael acceptor intermediates readily reacted with enamide nucleophiles, generated in situ from the corresponding ketone-derived imines, e.g. R3CH2CR4:NTs (R3 = H, Me, n-Pr, H2C:CHCH2; R4 = Ph, 4-FC6H4, 2-naphthyl, 2-thienyl, etc.), to furnish optically active dihydropyridinones, e.g. I. The products can be converted into bioactive δ-lactams, piperidines and their derivatives

Angewandte Chemie, International Edition published new progress about Enantioselective synthesis. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Application of C19H34O2.

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

Kertmen, Ahmet; Przysiecka, Lucja; Coy, Emerson; Popenda, Lukasz; Andruszkiewicz, Ryszard; Jurga, Stefan; Milewski, Slawomir published the artcile< Emerging Anticancer Activity of Candidal Glucoseamine-6-Phosphate Synthase Inhibitors upon Nanoparticle-Mediated Delivery>, Reference of 112-63-0, the main research area is antitumor glucoseamine phosphate synthase inhibitor antifungal.

Numerous glutamine analogs have been reported as irreversible inhibitors of the glucosamine-6-phosphate (GlcN-6-P) synthase in pathogenic Candida albicans in the last 3.5 decades. Among the reported inhibitors, the most effective N3-(4-methoxyfumaroyl)-L-2,3-diaminopropanoic acid (FMDP) has been extensively studied in order to develop its more active analogs. Several peptide-FMDP conjugates were tested to deliver FMDP to its subcellularly located GlcN-6-P synthase target. However, the rapid development of fungal resistance to FMDP-peptides required development of different therapeutic approaches to tackle antifungal resistance. In the current state of the global antifungal resistance, subcellular delivery of FMDP via free diffusion or endocytosis has become crucial. In this study, we report on in vitro nanomedical applications of FMDP and one of its keto acid analogs, N3-trans-4-oxo-4-phenyl-2-butenoyl-L-2,3-diaminopropanoic acid (BADP). FMDP and BADP covalently attached to polyethylene glycol-coated iron oxide/silica core-shell nanoparticles are tested against intrinsically multidrug-resistant C. albicans. Three different human cancer cell lines potentially overexpressing the GlcN-6-P synthase enzyme are tested to demonstrate the immediate inhibitory effects of nanoparticle conjugates against mammalian cells. It is shown that nanoparticle-mediated delivery transforms FMDP and BADP into strong anticancer agents by inhibiting the growth of the tested cancer cells, whereas their anti-Candidal activity is decreased. This study discusses the emerging inhibitory effect of the FMDP/BADP-nanoparticle conjugates based on their cellular internalization efficiency and biocompatibility.

Langmuir published new progress about Antitumor agents. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Reference of 112-63-0.

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

Lee, Yong-Pyo; Jung, Hyun Ae; Lee, Min-Sang; Choi, Jung Won; Kong, Doo-Sik; Seol, Ho Jun; Nam, Do-Hyun; Lee, Jung-Il; Lee, Se-Hoon published the artcile< Bevacizumab plus irinotecan with or without gamma knife radiosurgery after failure of concurrent chemo-radiotherapy for high-grade glioma>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is bevacizumab irinotecan anticancer agent high grade glioma; Bevacizumab; Gamma knife radiosurgery; High-grade glioma; Irinotecan.

Introduction: Concurrent chemo-radiotherapy (CCRT) with temozolomide (TMZ) is a standard first-line treatment for high-grade glioma. However, if CCRT with TMZ treatment fails, second-line treatment options have limited value. Bevacizumab plus irinotecan is the only available treatment option for such patients. The role of gamma knife radiosurgery (GKS) in patients with high-grade gliomas is not well-established. In this study, we evaluated the efficacy and safety of bevacizumab plus irinotecan with or without GKS in the treatment of high-grade glioma patients who progressed after initially being treated with CCRT with TMZ. We collected clin. data of patients with biopsy-proven high-grade glioma (glioblastoma multiforme (GBM) or anaplastic astrocytoma) who were treated at Samsung Medical Center from Jan. 2015 to Dec. 2020, retrospectively. We evaluated the overall survival (OS), progression-free survival (PFS), and safety of bevacizumab plus irinotecan with or without GKS. In total, 203 patients were diagnosed with high-grade glioma, including GBM and anaplastic astrocytoma. The median OS was 8.73 mo (95% confidence interval [CI]: 7.27-10.18), and the median PFS was 4.36 mo (95% CI: 3.75-4.97). Sixty-eight (33.4%) patients underwent GKS prior to bevacizumab plus irinotecan treatment, which led to a significantly prolonged OS (10.13 mo, 95% CI: 8.65-11.60 vs. 8.26 mo, 95% CI: 7.01-9.51, p = 0.012). The most common adverse events of any grade were neutropenia (36.9%) and thrombocytopenia (22.6%). However, the incidence of adverse events in patients who underwent GKS prior to bevacizumab plus irinotecan was not different compared with those in patients who did not undergo GKS. Bevacizumab plus irinotecan was well-tolerated and moderately effective in patients with high-grade gliomas. The addition of GKS prior to bevacizumab plus irinotecan led to a significant OS benefit with a manageable safety profile. GKS prior to bevacizumab plus irinotecan can therefore be considered a potential treatment option for these patients.

Journal of Neuro-Oncology published new progress about Anaplastic astrocytoma. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

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

Westerberg, Goran; Langstrom, Bengt published the artcile< Online production of [11C]cyanogen bromide>, Computed Properties of 112-63-0, the main research area is cyanogen bromide 11C labeled preparation.

The electrophilic labeling precursor [11C]cyanogen bromide was produced in 95% radiochem. yield (decay-corrected) from hydrogen [11C]cyanide within 3 min from the end of bombardment using a simple and convenient solid-phase online procedure. The [11C]cyanogen bromide was used in the synthesis of a number of labeled compounds for use in positron emission tomog.

Applied Radiation and Isotopes published new progress about 112-63-0. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Computed Properties of 112-63-0.

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

Zhao, Bing; Hu, Xiongtao; Hu, Xiaofeng; Hu, Libin; Ma, Wencheng; Li, Wenrong; Liu, Xiaoyu; Zhang, Jiujun; Jiang, Yong published the artcile< Thermal initiation/ultraviolet cross-linking process in polyethylene oxide@Li6·75La3Zr1·75Ta0·25O12-based composite electrolyte with high room-temperature ionic conductivity and long life cycle>, Category: esters-buliding-blocks, the main research area is solid state lithium metal battery polymer electrolyte.

Organic-inorganic composite electrolytes (PL-SCEs) based on polyethylene oxide (PEO) and Li6·75La3Zr1·75Ta0·25O12 (LLZTO) are considered to be one of the most promising solid electrolytes. However, the low room-temperature ionic conductivity caused by the inherent high crystallinity of PEO severely hinders its practical application. Herein, a novel PL-SCE is synthesized through a facile thermal induction and UV crosslinking process, using fluoroethylene carbonate (FEC) and 4-methylbenzophenone as thermal/UV triggers, and tetraethylene glycol di-Me ether (TEGDME) as an ion conductive plasticizer. The F atom in the FEC can attack the C-O bond in the PEO chain and abstract the hydrogen attached to the C atom to form an active site, prompt TEGDME and PEO to achieve a higher degree of crosslinking, thus endowing PL-SCE with high Li-ion conductivity of 5.35 x 10-4 S cm-1 at 25°C. Besides, the obtained PL-SCE exhibits excellent wettability and compatibility with Li metal anodes, the interfacial impedance is only 44 Ω cm2. The LiFePO4||Li full cell based on the proposed PL-SCE exhibits an excellent room-temperature cycling performance with a capacity retention rate up to 88% and the average Coulombic efficiency above 98% upon 450 cycles at 1 C. Prospectively, this work provides a promising alternative method for the practical application of PL-SCEs.

Journal of Power Sources published new progress about Crosslinking. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Category: esters-buliding-blocks.

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