• Title/Summary/Keyword: Carbonate derivatives

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Efficient and Selective Construction of Pyrrolo[3,2-d]pyrimidine Derivatives

  • He, Ping;Wu, Jing;Hu, Yang-Gen;Li, Zai-Fang;Hou, Qiu-Fei;Wang, Yan-Ling;Zhao, Kun;Zhang, Erli
    • Bulletin of the Korean Chemical Society
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    • v.35 no.2
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    • pp.617-621
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    • 2014
  • An efficient and selective method for the synthesis of ethyl 2-amino/aryloxy-3-aryl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidine-7-carboxylate derivatives has been developed. The main process involved the reaction of diethyl 1-phenyl-3-((triphenylphosphoranylidene)amino)-1H-pyrrole-2,4-dicarboxylate and aromatic isocyanates, followed by addition of amines/phenols in the presence of catalytic amount of sodium ethoxide or solid potassium carbonate.

Modulation of Phosphoenolpyruvate Metabolism of Anaerobiospirillum succiniciproducens ATCC 29305

  • Yoo, Jin Young;J. Gregory Zeikus
    • Journal of Microbiology and Biotechnology
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    • v.6 no.1
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    • pp.43-49
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    • 1996
  • Modulation of the catabolic PEP-pathway of Anaerobiospirillum succiniciproducens was tried using some enzymatic inhibitors such as gases and chemicals in order to enhance succinic acid production. 10$\%$ CO increased the succinic acid/acetic acid (S/A) ratio but inhibited growth as well as production of succinic and acetic acid. Hydrogen gas also increased the S/A ratio and inhibited the synthesis of pyruvate: ferredoxin oxidoreductase when used in mixture with $CO_2$, Catabolic repression by acetic, lactic and formic acid was not recognized and other modulators such as glyoxylate, pyruvate derivatives, arsenic salt, phosphate and sulfate were shown not to be effective. Magesium carbonate was shown effective for repressing acetate production. Palmitic acid, myristic acid and phenylalanine did not affect acetate production but carprylic acid completely inhibited growth.

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The Crystal Structure of Cholesteryl Carbonates (콜레스테롤 카보네이트 결정구조에 관한 연구)

  • 박영자;신정미
    • Korean Journal of Crystallography
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    • v.7 no.1
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    • pp.8-19
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    • 1996
  • Cholestryl Methyl and Propyl Carbonate(CH3OCOOC27H45, C3H7OCOOC27H45) are monoclinic, space group P21, with a=17.014(1), b=7.682(1), c=10.612(1)Å, β=103.05(1)°, Z=2, V=1351.16Å3, Dc=1.09 g/cm3 for methyl carbonate, and with a=13.683(1), b=11.864(2), c=18.904(2)Å, β=106.30(1)°, Z=4, V=2945.4Å3, Dc=1.06 g/cm3, Dm=1.06 g/cm3 for propyl carbonate. The intensity data were collected on an Enraf-Nonius CAD-4 diffractometer with a graphite monochromated Cu-Kα radiation. The structure was solved by direct methods and refined by full matrix least-squares methods. The final R factor was 0.051 for 2323 observed reflections for methyl carbonate and 0.074 for 3323 observed reflections for propyl carbonate. Compared with other cholesteryl derivatives, the cholesteryl ring and tail region of the molecules are normal. The molecules are stacked in clearly separated layers. At center of the layer, there are cholesteryl-C(17) side chain interactions. The interface region between layers is occupied by the loosely packed methyl carbonate chains. The structure of cholesteryl propyl carbonates have two propyl carbonates have two molecules(A, B) that are not related by crystal symmetry and have their tetracyclic system almost parallel to each other. Cholesteryl-cholesteryl interactions between symmetry related A-molecules, and cholesteryl-C(17) side chain interactions between symmetry related B-molecules occur at the center of the layers and these molecules stack along 2₁ screw axes. There are also C(17)chain-carbonate chain and C(17)chain-C(17)chain interactions in the interface region between layers. There is efficient packing between cholesteryl ring systems in propyl carbonates. Temperature ranges of cholesteric mesophases of cholesteryl alkyl cargonates are narrow for methyl, pentyl and hexyl carbonates, and rather broader for ethyl and propyl carbonates. Cholesteryl-isotropic transitions change very little with chain length.

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Novel Syntheses of 5-Aminothieno[2,3-c]pyridazine, Pyrimido[4',5':4,5]thieno[2,3-c]pyridazine, Pyridazino[4',3':4,5]thieno-[3,2-d][1,2,3]triazine and Phthalazine Derivatives

  • El Gaby, Mohamed S.A.;Kamal El Dean, Adel M.;Gaber, Abd El Aal M.;Eyada, Hassan A.;Al Kamali, Ahmed S.N.
    • Bulletin of the Korean Chemical Society
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    • v.24 no.8
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    • pp.1181-1187
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    • 2003
  • Condensation of 4-cyano-5,6-dimethyl-3-pyridazinone 1 with aromatic aldehydes gave the novel styryl derivatives 2a-c. Refluxing of compound 2a with phosphorus oxychloride furnished 3-chloropyridazine derivative 3. Compound 3 was reacted with thiourea and produced pyridazine-3(2H)thione 4. Thieno[2,3-c]- pyridazines 5a-e were achieved by cycloalkylation of compound 4 with halocompounds in methanol under reflux and in the presence of sodium methoxide. Also, refluxing of compound 4 with N-substituted chloroacetamide in the presence of potassium carbonate afforded thienopyridazines 6a-e. Cyclization of compound 6 with some electrophilic reagents as carbon disulfide and triethyl orthoformate furnished the novel pyrimido[4',5':4,5]thieno[2,3-c]pyridazines 12 and 13a-c, respectively. Diazotisation of compound 6 with sodium nitrite in acetic acid produced the pyridazino[4',3':4,5]thieno[3,2-d][1,2,3]triazines 14a-c. Ternary condensation of compound 1, aromatic aldehydes and malononitrile in ethanol containing piperidine under reflux afforded the novel phthalazines 16a-c. Compound 3 was subjected to some nucleophilic substitution reactions with amines and sodium azide and formed the aminopyridazines 17a, b and tetrazolo[1,5-b]-pyridazine 19, respectively. The structures of the synthesized compounds were established by elemental and spectral analyses.

Inclusion Extraction of Alkali Metals by Emulsion Liquid Membranes and Nano-baskets of p-tert-Calix[4]arene Bearing Di-[N-(X)sulfonyl Carboxamide] and Di-(1-propoxy) in ortho-cone Conformation

  • Mokhtari, Bahram;Pourabdollah, Kobra
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1509-1516
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    • 2012
  • Nano-assisted inclusion separation of alkali metals from basic solutions was reported by inclusion-facilitated emulsion liquid membrane process. The novelty of this study is application of nano-baskets of calixarene in the selective and efficient separation of alkali metals as both the carrier and the surfactant. For this aim, four derivatives of $p-tert-calix$[4]arene bearing different sulfonamide moieties were synthesized and their inclusion-extraction parameters were optimized including the calixarene scaffold $\mathbf{3}$ (4 wt %) as the carrier/demulsifier, the commercial kerosene as diluent in membrane, sulphonic acid (0.2 M) and ammonium carbonate (0.4 M) as the strip and the feed phases, the phase and the treat ratios of 0.8 and 0.3, mixing speed (300 rpm), and initial solute concentration (100 mg/L). The selectivity of membrane over more than ten interfering cations was examined and the results reveled that under the optimized operating condition, the degree of inclusion-extraction of alkali metals was as high as 98-99%.

Electrochromic Properties of Symmetric and Asymmetric Viologens (대칭, 비대칭 Viologen 유도체의 전기변색특성)

  • Kim, Sung Hoon;Bae, Jin Seok;Hwang, Seok Hwan;Gwon, Tae Sun;Do, Myung Ki;Park, Chul
    • Journal of the Korean Chemical Society
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    • v.40 no.11
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    • pp.686-691
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    • 1996
  • Several kind of viologen derivatives were synthesized and the electrochromic property of these compounds was examined by cyclovoltametric and chronoamperometric method, relating to the mechanisum of coloring reaction. The electrochromic properties of 1,1'-diethyl-4,4'-bipyridinium dibromide(EV), 1,1'-dipropyl-4,4'-bipyridinium dibromide(PV), 1,1'-dibuthyl-4,4'-bipyridinium dibromide(BV) and 1-ethyl-1'-butyl-4,4'-bipyridinium dibromide(EBV) are studied by using an propylenecarbonate/methanol solution with $Bu_4NBF_4$ as supporting electrolyte. A monomer-dimer equilibrium was proposed to explain the related observation that EV and EBV cation radical solutions are violet at an applied voltage of 1.7∼3.0V but become blue in open-circuit condition.

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Synthesis of New Hydantoin-3-Ethanethioi Derivatives

  • Oh, Chang-Hyun;Lee, Ki-Soo;Roh, Eun-Joo;Kwon, Soon-Kyung;Cho, Jung-Hyuck
    • Archives of Pharmacal Research
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    • v.17 no.4
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    • pp.281-283
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    • 1994
  • 5-sec-butylthiomethyl-5-alkyl (methyl or phenyl) hydantoins (3-x) were prepared by the reaction of sec-buylthiomethyl alkyl (methyl or phenyl) ketone (1-2), potassium cyanide and ammonium carbonate. 3-(2-Bromoethyl) hydantoins (5-6) were the reaction products of 5-sec-buythiomethyl-5-alkyl (methyl or phenyl) hydantoin and 1, 2-dibromothane in the presence of potassium hydroxide. Alkylation of 5 and 6 with an excess of alkyl (methyl or ethyl iodide in THF with sodium hydride as base gave three 1-alkyl (methyl or ethyl)-3-(2-bromoethyl) hydantoins (7-9). Treatment of the 2-bromothyl group with potassium thioacelate and triethylamine gave three 1-alkyl (methyl or ethyl)-3-92-acetylthioethyl) hydantoins (10-12). Hydrolysis of the 2-acetylthiuoethyl group with sodium hydroxide in methanol afforded the three 1-alkyl (methyl or ethyl)-3-(2-mercaptorthyl) hydantoins.

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Microwave Assisted Synthesis of New N1-Substituted 5-Cyano-pyrimidine Derivatives as Potent Antimicrobial Agents (마이크로파를 이용한 강한 항균제인 새로운 N1-치환된 5-Cyano-pyrimidine 유도체의 합성)

  • Pore, Yogesh;Patil, Gaurav;Tamboli, Ijaj;Chavan, Vaibhav;Kamble, Kirti;Nikam, Shital;Kuchekar, Bhanudas
    • Journal of the Korean Chemical Society
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    • v.52 no.1
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    • pp.30-35
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    • 2008
  • purpose of the study was to synthesize new series of 5-cyano substituted pyrimidine analogues with different substitutions at N1 and 6 positions and to evaluate them for antibacterial and antifungal activities. The desired compounds were synthesized by tertiary condensation of ethylcyanoacetate, substituted thioureas and suitable aldehyde in presence of potassium carbonate using MORE technique. The antibacterial and antifungal activities were evaluated by cup plate method in the concentration of 25 mg. The zone of inhibition was measured in mm. All the compounds have shown significant antibacterial and antifungal activities. The maximum activity was shown by P1 and P5 against S.aureus and E.coli respectively, while P6 has shown significant activity against all types of microorganisms. The compound P8 has been found to be significantly effective against C. albicans. Norfloxacin and griseofulvin were used as standards to compare the activites of synthesized compounds. It is concluded that analogues containing p-hydroxy, p-methoxy substituted phenyl moiety at 6 position have been found to be more potent against gram-positive microorganisms, while analogues lacking these substituents on phenyl moiety possessed gram-negative activity. The compounds having p-dimethylamino substituent on phenyl moiety at 6 positions have shown moderate activity. Further, only fluorine containing analogue at N1 position was found to possess appreciable antifungal activity. This suggests that electron donating substituent on aryl moiety as well as electron withdrawing substituent at N1 plays important role in determining potency of the compounds.

Properties of Acetyl-CoA Synthetase from Pseudomonas fluorescens

  • Kim, Yu-Sam;An, Jae-Hyung;Yang, Bu-Hyun;Kim, Kyu-Wan
    • BMB Reports
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    • v.29 no.4
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    • pp.277-285
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    • 1996
  • In Pseudomonas fluorescens grown on malonate as sole carbon source, acetyl-CoA synthetase was induced, suggesting that malonate is metabolized through acetate and then acetyl-CoA. Acetyl-CoA synthetase was purified 18.6-fold in 4 steps to apparent homogeneity. The native molecular mass of the enzyme estimated by a native acrylamide gel electrophoresis was 130 kDa. The enzyme was composed of two identical subunits with a molecular mass of 67 kDa. Optimum pH was 70. The acetyl-CoA synthetase showed typical Michaelis-Menten kinetics for the substrates, acetate, ATP and CoA, whose $K_m$ values were calculated to be 33.4, 74.8, and 40.7 mM respectively. Propionate. butyrate and pentanoate were also used as substrates by the enzyme, but the rate of the formation of the CoA derivatives was decreased in the order of the increase in carbon number. The enzyme was inhibited by the group-specific reagents diethylpyro-carbonate, 2,3-butanedione, pyridoxal-5'-phosphate and N-bromosuccinimide. In the presence of substrates the inactivation rate of the enzyme, by all of the group-specific reagents mentioned above decreased, indicating the presence of catalytically essential histidine, arginine, lysine and tryptophan residues at or near the active site. Preincubation of the enzyme with ATP, $Mg^{2+}$ resulted in the increase of its susceptibility to diethylpyrocarbonate, suggesting that ATP, $Mg^{2+}$ may induce a conformational change in the active site exposing the essential histidine residue to diethylpyrocarbonate. The enzyme was acetylated in the presence of acetyl-CoA, indicating that this is one of acyl-enzyme.

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Hydrodesulfurization of Diesel for Molten Carbonate Fuel Cell Applications (용융탄산염 연료전지용 디젤의 수소첨가탈황)

  • Kim, Minsoo;Kim, Hyun Koo;Jang, Seong-Cheol;Kim, Yeongcheon;Choi, Sun Hee;Yoon, Sung Pil;Han, Jonghee;Nam, Suk Woo;Choi, Dae-Ki;Chul, Hyung
    • Transactions of the Korean hydrogen and new energy society
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    • v.26 no.1
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    • pp.21-27
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    • 2015
  • Hydrogen production from commercial diesel fuels is an attactive option for energy generation purpose due to the low cost and good availability of diesel fuels. However, in order to utilize commercial diesel fuels, the sulfur contents must be removed down to approximately 0.1 ppm level to protect the fuel cell catalysts from poisoning. Commercial catalysts $CoMo/Al_2O_3$ and $NiMo/Al_2O_3$ were tested for HDS (Hydrodesulfurization) of model diesel and commercial diesel. The experimental conditions were $250-400^{\circ}C$ and LHSV (Liquid Hourly Space Velocity) $0.27-2.12hr^{-1}$. $NiMo/Al_2O_3$ was found to be more effective than $CoMo/Al_2O_3$ in removing sulfur from model diesel. Based on the experimental results of model diesel, commercial diesel fuel purchased from a local petrol station was tested for HDS using $NiMo/Al_2O_3$. The GC-SCD (Gas Chromatography Sulfur Chemiluminescence Detector) results showed that the DMDBT (Dimethyldibenzothiophene) derivatives were fully removed from the commercial diesel fuel proving that HDS with $NiMo/Al_2O_3$ is technically feasible for industrial applications.