Category: 112-63-0

Yoshida, Shigeru; Unoki, Makoto published the artcile< Compounds allied to vitamin B1. I. Synthesis of 3-(2-methyl-4-amino-5-pyrimidylmethyl)-4-methyl-5-(2-hydroxyethylthio)-2-thiazolone>, Application of C19H34O2, the main research area is .

RCH2NH2.HCl (I, R = C(NH2):N.CMe:N.CH:C-) (2.1 g.) and 0.8 g. NaOH (II) in 10 ml. MeOH heated a while, filtered (to remove NaCl), mixed with 0.5 g. CS2, filtered, and washed with MeOH give 1.4 g. RCH2NHCS2NH3CH2R (III), needles, m. 235° (from hot water), less soluble in cold water, soluble in dilute acid, alkali hydroxide, and carbonate. AcCHCl(CH2)2OH (IV) prepared by boiling 0.7 g. α-aceto-α-chlorobutyrolactone (V) with 2.5 ml. 5% HCl for 1 hr., and neutralized with NaHCO3, added into 1.4 g. III in 6 ml. MeOH, heated 2-5 hrs. at 100°, filtered, washed with water, the filtrate treated with 0.21 g. Na2CO3 and 0.2 g. CS2 gives 1.2 g. VI, and the filtrate treated with IV prepared from 0.35 g. V gives 0.6 g. RCH2NHCS2-CHAc(CH2)2OH (VI), m. 255°; or treating 1.4 g. III and 0.42 g. Na2CO3 in 6 ml. water with aqueous IV (from 1.4 g. V) in 6 ml. MeOH and 0.4 g. CS2 on a water bath for several min., filtering, and washing with water give 2.4 g. VI, decompose 255°. III and AcCHCl(CH2)2OAc (VII) heated in the same way as in the preparation of VI give RCH2NHCS2-CHAc(CH2)2OAc (VIII), decompose 250°. VIII (1 g.) and 0.6 g. NaHSO4 or 0.2 g. AlCl3 heated on an oil bath 1 hr. at 140°, taken up with 5 ml. hot water, NaOH added in excess, and the product filtered and washed with water give 0.92 g. S.CS.N(CH2R).CMe:C(CH2)2OAc (IX), m. 169-70° (from dilute alc.), also prepared by refluxing the above mixture with 10 volumes dioxane. VI (1 g.) and 0.6 g. NaHSO4 or 0.2 g. AlCl3 fused on an oil bath or refluxed in dioxane give 0.8 g. S.CS.N(CH2R).CMe:C(CH2)2OH (X), m. 237-8° (from dilute alc.); hydrolysis of 1 g. IX with 0.2 g. NaOH in 13 ml. 60% alc. 10 min. on a water bath give X.

Yakugaku Zasshi published new progress about 112-63-0. 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

Veerabhadraswamy, B. N.; Bhat, Sachin A.; Hiremath, Uma S.; Yelamaggad, Channabasaveshwar V. published the artcile< Light-emitting chiral nematic dimers with anomalous odd-even effect>, Category: esters-buliding-blocks, the main research area is liquid crystal chiral oligomers microphase dimer Schiff base; chiral nematic phase; dimers; liquid crystals; odd-even effect; photoluminescence.

In this report, based on the results derived from the extensive study into the thermal and photophys. properties, an anomalous mesomorphic behavior of photoluminescent, chiral nematic (N*) liquid crystalline dimers, belonging to two different series has been revealed. They comprise cholesterol and fluorescent three-ring Schiff base or salicylaldimine core interlinked via an ω-oxyalkanoyloxy spacer of varying length and parity. The effect of mol. structure on the liquid crystal (LC) behavior and photophys. properties of both the series has been probed by varying the length of the terminal n-alkoxy tails for a fixed (odd or even) parity of the spacer. The detailed investigations using complementary techniques not only evidenced the existence of the N* phase in all the dimers synthesized but also the occurrence of an intriguing odd-even effect; blue phases (BPs) exist in all the dimers comprising even-membered spacer, which surprisingly remains totally absent in their odd-membered counterparts. While the results reported hitherto are exactly opposite to the aforesaid findings, this atypical behavior has been interpreted in terms of the over-all shape of the dimers rendered by the orientation of terminal tails. Photophys. studies carried out clearly revealed the intrinsic light emitting feature of the dimers not only in their dilute solutions but also in their three condensed states viz., solid, N* phase, and isotropic liquid state; the emission intensities of the N* phase varies with the change in temperature, as expected. CD spectra of the N* phase recorded as a function of temperature show bisignate CD band characteristically, signifying large chiral correlations in the mol. self-assembly, while the origin of bands from pos. to neg. region suggests a right-handed twist of the N* helix.

ChemPhysChem published new progress about Cholesteric liquid crystals. 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

Wang, Wenjuan; Li, Jing; Jin, Qianwen; Liu, Yanyu; Zhang, Yongguang; Zhao, Yan; Wang, Xin; Nurpeissova, Arailym; Bakenov, Zhumabay published the artcile< Rational Construction of Sulfur-Deficient NiCo2S4-x Hollow Microspheres as an Effective Polysulfide Immobilizer toward High-Performance Lithium/Sulfur Batteries>, SDS of cas: 112-63-0, the main research area is hollow microsphere nickel cobalt sulfide polysulfide immobilizer; lithium sulfur battery.

The synergistic strategy combining architectural design with defect engineering in transition-metal sulfides offers a promising opportunity to realize high-efficiency polysulfide adsorption/conversion surface catalysis in lithium/sulfur (Li/S) batteries. Here, defect-rich yolk-shell hollow spheres composed of ultrafine NiCo2S4-x nanoparticles as sulfur hosts prepared by an anion-exchange method are reported. The elaborate design of sulfur defects endows the NiCo2S4-x hollow spheres with significantly enhanced electronic conductivity and superior affinity for polysulfides as well as expedited sulfur conversion. Meanwhile, the unique yolk-shell NiCo2S4-x hollow sphere structure provides large cavities that not only increase sulfur storage but also relieve the electrode volume expansion during cycling. Combining these favorable features, the NiCo2S4-x-hosted sulfur cathode revealed enhanced cycling stability, corresponding to a negligible capacity fading rate of 0.0754% per cycle after 500 cycles at 1 C, and achieved an outstanding rate capability (628.9 mA-h g-1 up to 5 C).

ACS Applied Energy Materials published new progress about Carbon black Role: TEM (Technical or Engineered Material Use), USES (Uses). 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

Hua, Wuxing; Li, Huan; Pei, Chun; Xia, Jingyi; Sun, Yafei; Zhang, Chen; Lv, Wei; Tao, Ying; Jiao, Yan; Zhang, Bingsen; Qiao, Shi-Zhang; Wan, Ying; Yang, Quan-Hong published the artcile< Selective Catalysis Remedies Polysulfide Shuttling in Lithium-Sulfur Batteries>, Reference of 112-63-0, the main research area is indium catalyst polysulfide electrolyte selective catalysis lithium sulfur battery; lithium polysulfides; lithium-sulfur batteries; selective catalysis; shuttle effect.

The shuttling of soluble lithium polysulfides between the electrodes leads to serious capacity fading and excess use of electrolyte, which severely bottlenecks practical use of Li-S batteries. Here, selective catalysis is proposed as a fundamental remedy for the consecutive solid-liquid-solid sulfur redox reactions. The proof-of-concept Indium (In)-based catalyst targetedly decelerates the solid-liquid conversion, dissolution of elemental sulfur to polysulfides, while accelerates the liquid-solid conversion, deposition of polysulfides into insoluble Li2S, which basically reduces accumulation of polysulfides in electrolyte, finally inhibiting the shuttle effect. The selective catalysis is revealed, exptl. and theor., by changes of activation energies and kinetic currents, modified reaction pathway together with the probed dynamically changing catalyst (LiInS2 catalyst), and gradual deactivation of the In-based catalyst. The In-based battery works steadily over 1000 cycles at 4.0 C and yields an initial areal capacity up to 9.4 mAh cm-2 with a sulfur loading of ∼9.0 mg cm-2.

Advanced Materials (Weinheim, Germany) published new progress about Activation energy. 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

Mu, Anthony U.; Kim, Yeon-Ju; Miranda, Octavio; Vazquez, Mariela; Strzalka, Joseph; Xu, Jie; Fang, Lei published the artcile< Hydrogen-Bond-Promoted Planar Conformation, Crystallinity, and Charge Transport in Semiconducting Diazaisoindigo Derivatives>, Application of C19H34O2, the main research area is semiconducting diazaisoindigo derivative field effect transistor hydrogen bond conjugation.

Conformational control of π-conjugated mols. using intramol. noncovalent bonds represents a promising strategy to tailor the solid-state mol. packing and electronic properties of these materials. Here, we report the design and synthesis of two model compounds featuring intramol. hydrogen bonds formed between a center diazaisoindigo unit (the acceptor) and flanking indole units (the donor). Computational and exptl. investigations show that these hydrogen bonds enthalpically stabilize the coplanar mol. conformation by >10 kcal/mol. The formation of these hydrogen bonds is also slightly favorable in terms of entropy, ensuring the high-temperature stability of the planar conformation. Thermal annealing of thin films of these compounds imparts high crystallinity and orientation in the solid state, while the non-hydrogen bond control only gave an amorphous solid. Field-effect transistor devices fabricated from these thin films exhibit hole mobilities up to 0.270 cm2 V-1 s-1, in contrast to the lack of measurable charge carrier mobility for the non-hydrogen bond control. This work demonstrates an efficient synthetic strategy to incorporate robust intramol. hydrogen bonds into conjugated π-systems and elucidates the mechanism on how such hydrogen bonds promote the desired mol. conformation, solid-state packing, and electronic performances of conjugated organic materials.

ACS Materials Letters published new progress about Annealing. 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

Tanabe, Tadashi; Okuda, Kazuo; Izumi, Yoshiharu published the artcile< Asymmetric hydrogenation of carbon-oxygen double bond with modified Raney nickel catalyst. XXV. Contributions of pH-adjusting reagents in asymmetric hydrogenation>, SDS of cas: 112-63-0, the main research area is asymmetric hydrogenation nickel; Raney asymmetric hydrogenation; pH Raney asymmetric hydrogenation.

In the asymmetric hydrogenation of Me acetoacetate with modified Raney Ni catalysts, the effect of pH-adjusting reagents were studied using DS-tartaric acid, Ls-2-hydroxyiosovaleric acid, L-glutamic acid, and L-aspartic acid as the modifying reagents. The effects of metal ions and ammonium ion were examined at pH 5.0. The asymmetric activity of the catalyst modified with the 2-hydroxy monocarboxylic acid or 2-amino dicarboxylic acid was not affected by the pH-adjusting reagents. However, 2-hydroxy dicarboxylic acid was markedly influenced by the reagents. The univalent metal ion was more effective than divalent or ammonium ions. Sodium hydroxide was the best pH-adjusting reagent. The adsorption state of the modifying reagent was discussed on the basis of the effects of the pH-adjusting reagent.

Bulletin of the Chemical Society of Japan published new progress about Hydrogenation. 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

Kim, Min Jeong; Kang, Hyun-Hee; Seo, Yeung Jin; Kim, Kyung-Min; Kim, Young-Jun; Jung, Sung Keun published the artcile< Paeonia lactiflora Root Extract and Its Components Reduce Biomarkers of Early Atherosclerosis via Anti-Inflammatory and Antioxidant Effects In Vitro and In Vivo>, SDS of cas: 112-63-0, the main research area is Paeonia atherosclerosis methyl gallate root biomarkers anti inflammatory antioxidant; NF-κB; Paeonia lactiflora; VCAM-1; atherosclerosis; monocyte adhesion; vascular inflammation.

Although various physiol. activities of compounds obtained from Paeonia lactiflora have been reported, the effects of P. lactiflora extract (PLE) on early atherosclerosis remain unclear. Therefore, in this study, we investigated the in vitro and in vivo antiatherosclerosis and in vitro antioxidant effects of PLE and its compounds PLE suppresses the tumor necrosis factor (TNF)-α-induced capacity of THP-1 cells to adhere to human umbilical vein endothelial cells (HUVECs), vascular cell adhesion mol. (VCAM)-1 expression, and nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) signaling in HUVECs. PLE also suppresses TNF-α-induced nuclear translocation of NF-κB p65 from cytosol as well as the enhanced TNFA and C-C motif chemokine ligand 2 (CCL2) mRNA expression in HUVECs. We identified and quantified the following PLE compounds using high-performance liquid chromatog. with diode array detection: Me gallate, oxypaeoniflorin, catechin, albiflorin, paeoniflorin, benzoic acid, benzoylpaeoniflorin, and paeonol. Among these, Me gallate had the strongest inhibitory effect on monocyte adherence to TNF-α-induced HUVECs and the VCAM-1 expression. Reverse transcriptase real-time quant. polymerase chain reaction showed that PLE compounds had a dissimilar inhibition effect on TNF-α-induced mRNA expression levels of CCL2, TNFA, and IL6 in HUVECs. Except for paeonol, the compounds inhibited lipopolysaccharide (LPS)-induced reactive oxygen species production in RAW264.7 cells. In vivo, oral administration of PLE improved TNF-α-induced macrophage infiltration to the vascular endothelium and expression of VCAM-1, as well as IL6 and TNFA gene expression in the main artery of mice. PLE could be useful as a nutraceutical material against early atherosclerosis via the combined effects of its components.

Antioxidants published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (TNFA). 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

Onodera, Kou; Takashima, Ryo; Suzuki, Yumiko published the artcile< Selective Synthesis of Acylated Cross-Benzoins from Acylals and Aldehydes via N-Heterocyclic Carbene Catalysis>, Application of C19H34O2, the main research area is acetoxyketone preparation chemoselective; acylal aldehyde cross benzoin reaction nitrogen heterocyclic carbene catalyst.

The utility of acylals as building blocks for selective cross-benzoin synthesis was explored in this study. The synthesis of α-acetoxyketones (O-acyl cross-benzoins) I (R1 = Ph, 2-FC6H4, 2-ClC6H4, etc.; R2 = Me; R3 = Ph, 2-furyl, CH2CH2Ph, etc.) was achieved via selective N-heterocyclic carbene-catalyzed cross-benzoin reactions using acylals as aldehyde equivalent Thus, the combination of ortho-substituted Ph acylals and aromatic/aliphatic aldehydes as coupling substrates using bicyclic triazolium salts as precatalysts and potassium carbonate as a base in THF at reflux temperature selectively yielded O-acyl cross-benzoins.

Organic Letters published new progress about Acetals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

Mayer, Fritz; English, Frank Albert published the artcile< Pschorr's phenanthrene synthesis. II>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is .

The preparation of ethylphenanthrenes is desirable in order to clear the constitution of the α- and β-ethylphenanthrenes of Pschorr (Ber. 39, 3124(1918). This would perhaps enable one to decide between the two morphine formulas of Knorr and Freund. I. Condensation experiments with o-ethylphenylacetic acid and o-ethvibenzaldehyde. I-Ethyl-z-hydroxymethylbenzene (ethylbenzyl alcohol), EtC6H4CH2OH, is obtained by the electrolytic reduction of a dilute H2SO4 solution of EtC6H4CO2H, using a Pb electrode, 28 amp. and a temperature of 50-60°. After 6 hrs. the operation is interrupted, the product diluted with H2O, shaken with Et2O, the acid removed by NH4OH and the alc. distilled It is a colorless liquid with a slight aromatic odor, b. 229°. 68.5 g. alc. and 120 cc. cold saturated HBr, shaken 1.5 hrs., gave the bromide EtC6H4CH2Br, slightly bluish green liquid, b. 225°, m. 34°. It attacks the mucous membranes. The nitrile EtC6H4CH2CN is obtained in 86% yield by heating 18.8 g. NaCN in 280 cc. 80% alc. with 50 g. of bromide in 50 g. 96% alc. for 1 hr., oil with the odor of HCN, b. 257-8°. Upon saponification this yields the acid EtC6H4CH2CO2H, m. 83.5°. Ethyl ester, colorless, odorless oil. The aldehyde cannot be prepared from the acid by Mettler’s method (C. A. 3,540). Piria’s method (Ber. 13, 1413(1880) gave a 25% yield (distillation of the Ca salts of the acids). Oxidation with K2Cr2O7 gave a 67% yield, while Sommelet’s method (D. R. P. 268,786, heating the urotropine addition product of the bromide in absolute alc. for 2 hrs.) gave 33.6%. o-Ethylbenzaldehyde is an odorless oil, b753 210°. Further experiments were also made with Sommelet’s reaction. o-O2NC6H4CH2Cl and urotropine form an addition product by boiling with CHCl3 for 45 min., turns brown at 180°, m. 184° (decomposition). Heated 1 hr. with 60% alc., it forms tri-[o-nitrobenzyl]trimethylenetriamine, yellowish white crystals, m. 112°. When heated 9 hrs. with concentrated HCl, HCHO is given off and o-nitrobenzylamine is formed, of which the hydrochloride and the picrate were analyzed. In the same way, p-O2NC6H4CH2Cl and urotropine form an addition product, decompose 186°, which yields tri-[p-nitrobenzyl]trimethylenetriamine, m. 161°. 2-ClC6H4CH2Cl and urotropine form an addition product which decomposes 203°, and which yields o-ClC6H4CHO, b. 213-4°. o-EtC6H4CHO (4.5 g.), o-O2NC6H4CH2CO2Na (6.5 g.), Ac2O and ZnCl2 were heated for 10 hrs. at 120°. Only about 1/3 g. of material was obtained, which, crystallized from H2O, forms light yellow crystals, m. 183.5°. The product C9H9O3N is soluble in alkali, does not react with NH4OH and FeSO4 or with H2SO4. α-o-Ethylphenyl-β-o-nitrophenylacrylic acid, C17H15O4N, is formed from 5.1 g. of EtC6H4CH2CO2K and 3.8 g. of o-O2NC6H4CHO by heating at 100° with 0.5 g. ZnCl2 and 20 cc. Ac2O for 48 hrs. Crystallized from C6H6 it m. 194°. Reduced with FeSO4 and NH4OH, it forms α-o-ethylphenyl-β- o-aminophenylacrylic acid, crystals, m. 178-9°. Upon diazotizing and pouring into H2O, the HO acid results, instead of 8-ethylphenanthrenecarboxylic acid. II. Condensation experiments with m-ethylphenylacetic acid. 3-EtC6H4NH2 was prepared by heating 1.35 g. m-H2NC6H4COMe with 60 g. N2H44.H2O for 8 hrs. at 160° and then heating 100 g. of the resulting mixture with 120 g. N2H4-H2O 15 hrs. at 210°. The yield is about 50%. When diazotized, treated with CuCN and the nitrile saponified, I-ethylbenzene-3-carboxylic acid results, m. 40-44°. I-Hydroxymethyl-3-ethylbenzene (ethylbenzyl alcohol), EtC6H4CH2OH, is obtained by reducing the acid in alc. H2SO4 with 35 amp. at 55° for 6 hrs.; it is a slightly aromatic oil, b758 at 227°. The bromide is formed by the action of cold saturated HBr and is changed into the cyanide by the action of KCN, b761 250-4°. Saponified with 80% KOH in the presence of 30% H2O2, 3-ethylphenylacetic acid results in 97% yield, white scales, m. 62-4°. When 5.4 g. of the alc. are oxidized with 4 g. K2Cr2O7 in 6o cc. 10% H2SO4, and the reaction product is shaken with Et2O, 67% of the aldehyde results, b762 200-14°. α-m-Ethylphenyl-β-o-nitrophenylacrylic acid, EtC6H4C(CO2H): CHC6H4NO2, from the aldehyde and the K salt, m. 138°, crystallized from C6H6-ligroin. Reduced with FeSO4 and NH4OH, the amino acid results, m. 150-50.5°. When diazotized and poured into H2SO4, or when the diazo solution is shaken with mol. Cu, a mixture of acids is obtained which is separated by crystallization from AcOH and then from C6H6-ligroin; 5-ethylphenanthrene-9-carboxylic acid is obtained as the insoluble fraction, m. 147-9°. From the mother liquor α-m-ethylphenyl-β-o-hydroxyphenylacrytic acid seps., m. 203° (decomposition).

Annalen der Chemie, Justus Liebigs published new progress about 112-63-0. 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

Fan, Yan-Hua; Ding, Huai-Wei; Liu, Dan-Dan; Song, Hong-Rui; Xu, Yong-Nan; Wang, Jian published the artcile< Novel 4-aminoquinazoline derivatives induce growth inhibition, cell cycle arrest and apoptosis via PI3Kα inhibition>, Synthetic Route of 112-63-0, the main research area is aminoquinazoline derivative preparation cancer; 4-Aminoquinazoline; Antiproliferative effects; Apoptosis; Cell cycle arrest; PI3K inhibitor.

Phosphatidylinositol 3-kinase (PI3K) signaling pathway has diverse functions, including the regulation of cellular survival, proliferation, cell cycle, migration, angiogenesis and apoptosis. Among class I PI3Ks (PI3Kα, β, γ, δ), the PIK3CA gene encoding PI3K p110α is frequently mutated and overexpressed in a large portion of human cancers. Therefore, the inhibition of PI3Kα has been considered as a promising target for the development of a therapeutic treatment of cancer. In this study, we designed and synthesized a series of 4-aminoquinazoline derivatives and evaluated their antiproliferative activities against six cancer cell lines, including HCT-116, SK-HEP-1, MDA-MB-231, SNU638, A549 and MCF-7. Compound 6b with the most potent antiproliferative activity and without obvious cytotoxicity to human normal cells was selected for further biol. evaluation. PI3K kinase assay showed that 6b has selectivity for PI3Kα distinguished from other isoforms. The western blot assay and PI3K kinase assay indicated that 6b effectively inhibited cell proliferation via suppression of PI3Kα kinase activity with an IC50 of 13.6 nM and subsequently blocked PI3K/Akt pathway activation in HCT116 cells. In addition, 6b caused G1 cell cycle arrest owing to the inhibition of PI3K signaling and induced apoptosis via mitochondrial dependent apoptotic pathway. Our findings suggested that 6b has a therapeutic value as an anticancer agent via PI3Kα inhibition.

Bioorganic & Medicinal Chemistry published new progress about Antiangiogenic agents. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Synthetic Route of 112-63-0.

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