• Title/Summary/Keyword: methyl ester

Search Result 766, Processing Time 0.028 seconds

The Crystal Structure of Acemetacin Monohrdrate $(C_{21}H_{18}NO_6Cl-H_2O)$, A Non-Steroidal Antiinflammatory Agent

  • Kim, Yang-Bae;Kim, Jeong-Ae;Park, Yeong-Il
    • Archives of Pharmacal Research
    • /
    • v.16 no.2
    • /
    • pp.134-139
    • /
    • 1993
  • The molecular structure of acemetacin, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid carboxymethyl ester, was determined by single cystal X-ray diffraction analysis. The compound was recrystallized from a mixture of acetone and water in triclinic, space group P1, with a=7.796(1), b=10.245(2), c=13.542(3)$\AA,\;\alpha=97.35(1),\;\beta=96.34(1),\;\gamma=107.06(1)^\circ$, and Z=2. The calculated density is 1.422; the observed value is $1.42\;g/cm^3$. The structure was solved by the direct method and refined by full matrix least-squares procedure to the final R value of 0,037 for 2960 independent reflections. There are water molecules, which are thought to be co-crystallized during the evaporation procedure, with the ratio of one water per compound molecule in the crystal. The conformation of the compound is found to be very similar to that of indomethacin. The molecules are stabilized by three O-H.....O type intermolecular hydrogen bonds between the oxygen of water molecule and those of the compound.

  • PDF

Enantioselective Preparation of Metoprolol and Its Major Metabolites

  • Jung, Sang-Hun;Linh, Pham-Tuan;Lim, Hee-Kyun;Kim, Hyun-Ju;Kim, Kyeong-Ho;Kang, Jong-Seong
    • Archives of Pharmacal Research
    • /
    • v.23 no.3
    • /
    • pp.226-229
    • /
    • 2000
  • To obtain the standard compounds of metoprolol for a pharmacokinetic study, a convenient synthetic procedure to prepare enantiomers of metoprolol (3a) and its major metaboites, 2-4-(2-hydroxy-3-isopropylamino)propoxyphenylathanol (3b) and 4-(2-hydroxy-3- isopropylamino) pro-poxyphenylacetic acid (4), was developed from their respective starting materials, 4-(2-methoxyethyl)phenol (1a), 4-(2-hydroxyethyl)phenol (1b) and methyl 4-hydroxyphenylacetate (1c). These phenolic compounds (1a, b, c) were converted in situ to their corresponding phenoxides with sodium hydroxide treatment followed by (R)- or (S)-epichlorohydrin treatment. The resulting epoxides 2 were transformed to 3 through reaction with isopropylamine. Ester 3c was hydrolyzed to the metabolite 4. Measured using the HPLC method on chiral column without any derivatization, the optical purity of enantiomers of metoprolol and o-demethylated metabolite 3b ranged between 96-99 % ee and that of enantiomers of carboxylic acid metabolite 4 ranged 91% ee.

  • PDF

Flavoral Essential Oil Components in the Stems of Agastache rugosa for Aromatherapy (아로마테라피용 배초향(Agastache rugosa) 줄기의 방향성 정유 성분)

  • Kim, Jeong-Mee
    • Journal of the Korean Society of Food Culture
    • /
    • v.36 no.3
    • /
    • pp.317-324
    • /
    • 2021
  • This study was carried out to investigate the flavoral essential oil components in the stems of Agastache rugosa. These components were analyzed using gas chromatography-mass selective detector (GC-MSD). The stems of Agastache rugosa were contained alcohols, aldehydes, ketones, fatty acid esters, and terpenoids. The peak area (%) of estragole was highest among its oil components and the next were pulegone and menthone. The terpenoid alcohols found were 1-octen-3-ol, chavicol, spatulenol, 3-hexen-1-ol, 2-cyclohexen-1-ol, methyl eugenol, and octaethyllene glycol. The stems also contained ketones such as pulegone, menthone, cis-isopulegone, 2-cyclohexene-1-one, 3-octanone, 1-cyclohexanone, isoindole-1-one, t-ionone, inden-2-one, as well as the aldehydes of 4-methoxycinnam and benzaldehyde. The following esters were also detected 1-isopulegone-3-yl acetate, caryophyllene oxide, acetate and benzendicarboxylic acid ester. The terpenoids in the stems were identified as caryophyllene, limonene, cyclohexasiloxane-D, germacrene-D, anethole, cadinene, muurolene, and bourbonene. Overall Agastache rugosa contained several functional oil components including phenylpropanoids and terpenoids as flavoral essential oil components for natural aromatherapy.

Carbon monoxide activates large-conductance calcium-activated potassium channels of human cardiac fibroblasts through various mechanisms

  • Bae, Hyemi;Kim, Taeho;Lim, Inja
    • The Korean Journal of Physiology and Pharmacology
    • /
    • v.25 no.3
    • /
    • pp.227-237
    • /
    • 2021
  • Carbon monoxide (CO) is a cardioprotectant and potential cardiovascular therapeutic agent. Human cardiac fibroblasts (HCFs) are important determinants of myocardial structure and function. Large-conductance Ca2+-activated K+ (BK) channel is a potential therapeutic target for cardiovascular disease. We investigated whether CO modulates BK channels and the signaling pathways in HCFs using whole-cell mode patch-clamp recordings. CO-releasing molecules (CORMs; CORM-2 and CORM-3) significantly increased the amplitudes of BK currents (IBK). The CO-induced stimulating effects on IBK were blocked by pre-treatment with specific nitric oxide synthase (NOS) blockers (L-NG-monomethyl arginine citrate and L-NG-nitroarginine methyl ester). 8-bromo-cyclic GMP increased IBK. KT5823 (inhibits PKG) or ODQ (inhibits soluble guanylate cyclase) blocked the CO-stimulating effect on IBK. Moreover, 8-bromo-cyclic AMP also increased IBK, and pre-treatment with KT5720 (inhibits PKA) or SQ22536 (inhibits adenylate cyclase) blocked the CO effect. Pre-treatment with N-ethylmaleimide (a thiol-alkylating reagent) also blocked the CO effect on IBK, and DL-dithiothreitol (a reducing agent) reversed the CO effect. These data suggest that CO activates IBK through NO via the NOS and through the PKG, PKA, and S-nitrosylation pathways.

Stereoselective Solvolyses of Activated Esters in the Aggregate System of Imidazole-Containing Copolymeric Surfactants

  • Cho, I-Whan;Lee, Burm-Jong
    • Bulletin of the Korean Chemical Society
    • /
    • v.10 no.2
    • /
    • pp.172-177
    • /
    • 1989
  • Stereoselective solvolyses of optically active activated esters in the aggregate system of optically active polymeric surfactants containing imidazole and benzene moieties were performed. The catalyst polymers employed were copolymers of N-methacryloyl-L-histidine methyl ester (MHis) with N,N-dimethyl-N-hexadecyl-N-[10-(p-methacryloylo xyphenoxycarbonyl)-decyl]ammonium bromide(DEMAB). In the solvolyses of N-carbobenzoxy-D- and L-phenylalanine p-nitrophenyl esters (D-NBP and L-NBP) by polymeric catalysts, copoly(MHis-DEMAB) exhibited not only increased catalytic activity but also enhanced enantioselectivity as the mole ${\%}$ of surfactant monomers in the copolymers increased. The polymeric catalysts showed noticeable enantioselective solvolyses toward D- and L-NBP of the substrates employed. As the reaction temperature was lowered for the solvolyses of D- and L-NBP with the catalyst polymer containing 3.5 mole ${\%}$ of MHis, the increased reaction rate and enhanced enantioselectivity were observed. The coaggregative systems of the polymer and monomeric surfactants were also investigated. In the case of coaggregate system consisted of 70 mole ${\%}$ of cetyldimethylethylammonium bromide with polymeric catalyst showed maximum enantioselective catalysis, viz., $k_{cat}(L)/k_{cat}(D)$ = 2.85. The catalyst polymers in the sonicated solvolytic solutions were confirmed to form large aggregate structure by electron microscopic observation.

Impact of Solution-Processed BCP Buffer Layer on Efficient Perovskite Solar Cells (페로브스카이트 태양전지에서의 저온 용액 공정의 BCP 버퍼층 효과)

  • Jung, Minsu;Choi, In Woo;Kim, Dong Suk
    • Journal of the Korean Institute of Electrical and Electronic Material Engineers
    • /
    • v.34 no.1
    • /
    • pp.73-77
    • /
    • 2021
  • Inorganic-organic hybrid perovskite solar cells have demonstrated considerable improvements, reaching 25.5% of certified power conversion efficiency in 2020 from 3.8% in 2009. In normal structured perovskite solar cells, TiO2 electron-transporting materials require heat treatment process at a high temperature over 450℃ to induce crystallinity. Inverted perovskite solar cells have also been studied to exclude the additional thermal process by using [6,6]-phenyl-C61-butyric acid methyl ester (PCBM) as a non-oxide electron-transporting layer. However, the drawback of the PCBM layer is a charge accumulation at the interface between PCBM and a metal electrode. The impact of bathocuproin (BCP) buffer layer on photovoltaic performance has been investigated herein to solve the problem of PCBM. 2-mM BCP-modified perovskite solar cells were observed to exhibit a maximum efficiency of 12.03% compared with BCP-free counterparts (5.82%) due to the suppression of the charge accumulation at the PCBM-Au interface and the resulting reduction of the charge recombination between perovskite and the PCBM layer.

CDDO-Me alleviates oxidative stress in human mesenchymal stem cells

  • Cho, Hye Jin;Kim, Tae Min
    • Journal of Animal Reproduction and Biotechnology
    • /
    • v.36 no.4
    • /
    • pp.285-291
    • /
    • 2021
  • Mesenchymal stem cells (MSCs) have been recognized as a therapeutic tool for various diseases due to its unique ability for tissue regeneration and immune regulation. However, poor survival during in vitro expansion and after being administrated in vivo limits its clinical uses. Accordingly, protocols for enhancing cell survivability is critical for establishing an efficient cell therapy is needed. CDDO-Me is a synthetic C-28 methyl ester of 2-cyano-3,12-dioxoolean-1,9-dien-28-oic acid, which is known to stimulate nuclear factor erythroid 2-related factor 2 (Nrf2)-antioxidant response element (ARE) pathway. Herein, report that CDDO-Me promoted the proliferation of MSCs and increased colony forming units (CFU) numbers. No alteration in differentiation into tri-lineage mesodermal cells was found after CDDO-Me treatment. We observed that CDDO-Me treatment reduced the cell death induced by oxidative stress, demonstrated by the augment in the expression of Nrf2-downstream genes. Lastly, CDDO-Me led to the nuclear translocation of NRF2. Our data indicate that CDDO-Me can enhance the functionality of MSCs by stimulating cell survival and increasing viability under oxidative stress.

Micropower energy harvesting using high-efficiency indoor organic photovoltaics for self-powered sensor systems

  • Biswas, Swarup;Lee, Yongju;Kim, Hyeok
    • Journal of Sensor Science and Technology
    • /
    • v.30 no.6
    • /
    • pp.364-368
    • /
    • 2021
  • We developed a highly efficient organic photovoltaic (OPV) cell with a poly[4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo[1,2-b;4,5-b']dithiophene-2,6-diyl-alt-(4-(2-ethylhexyl)-3-fluorothieno[3,4-b]thiophene-)-2-carboxylate-2-6-diyl)]:[6,6]-phenyl-C71-butyric acid methyl ester active layer for harvesting lower-intensity indoor light energy to power various self-powered sensor systems that require power in the microwatt range. In order to achieve higher power conversion efficiency (PCE), we first optimized the thickness of the active layer of the OPV cell through optical simulations. Next, we fabricated an OPV cell with optimized active layer thickness. The device exhibited a PCE of 12.23%, open circuit voltage of 0.66 V, short-circuit current density of 97.7 ㎂/cm2, and fill factor of 60.53%. Furthermore, the device showed a maximum power density of 45 ㎼/cm2, which is suitable for powering a low-power (microwatt range) sensor system.

Analysing NOx and soot formations of an annular chamber with various types of biofuels

  • Joanne Zi Fen, Lim;Nurul Musfirah, Mazlan
    • Advances in aircraft and spacecraft science
    • /
    • v.9 no.6
    • /
    • pp.537-551
    • /
    • 2022
  • The rapid decrease of fossil fuel resources and increase of environmental pollution caused by aviation industries have become a severe issue which leads to an increase in the greenhouse effect. The use of biofuel becomes an option to alleviate issues related to unrenewable resources. This study presents a computational simulation of the biofuel combustion characteristics of various alternative fuels in an annular combustion chamber designed for training aircraft. The biofuels used in this study are Sorghum Oil Methyl Ester (SOME), Spirulina Platensis Algae (SPA) and Camelina Hydrotreated Esters and Fatty Acids (CHEFA). Meanwhile, Jet-A is used as a baseline fuel. The fuel properties and combustion characteristics are being investigated and analysed. The results are presented in terms of temperature and pressure profiles in addition to the formation of NOx and soot generated from the combustion chamber. Results obtained show that CHEFA fuel is the most recommended biofuel among all four tested fuels as it is being found that it burns with 37.6% lower temperature, 15.2% lower pressure, 89.5% lower NOx emission and 8.1% lower soot emission compared with the baseline fuel in same combustion chamber geometry with same initial parameters.

Synthesis and Characterization of Chelating Resins Containing Thiol Croups (티올기를 함유하는 킬레이트 수지의 합성 및 특성)

  • 박인환;방영길;김경만;주혁종
    • Polymer(Korea)
    • /
    • v.27 no.4
    • /
    • pp.330-339
    • /
    • 2003
  • Three kinds of macro-reticular bead-typed chelating resins having thiol groups were obtained from basic resins like poly(strene-co-divinylbenzene) (PSD) and poly(styrene-co-methyl methacrylate-co-divinylbenzene) (PSMD): the chelating resin (I) was prepared by chloromethylation of phenyl rings of PSD followed by thiolation using thiourea. The chelating resin (ll) was designed to provide enough space to chelate heavy metal ions; one chloromethyl group was obtained by chlorination of hydroxymethyl group provided by reduction of carboxylic ester group of PSMD and another chloromethyl group was obtained by direct chloromethylation of pendent phenyl group using chloromethyl methyl ether. Both of chloromethyl groups were thiolated by using thiourea. The chelating resin (III) was prepared by chlorosulfonation of phenyl rings of PSD followed by thiolation using sodium hydrosulfide. The adsorbtivity toward heavy metal ions was evaluated. The hydrophobic chelating resin (I) with thiol groups showed highly selective adsorption capacity f3r mercury ions. However, the chelating resin (II) with thiol groups showed mere effective adsorption capacity toward mercury ions than chelating resin (I) with thiol groups, and showed some adsorption capacity for other heavy metal ions like Cu$\^$2+/, Pb$\^$2+/, Cd$\^$2+/ and Cr$\^$3+/. On the other hand, the chelating resin (III) which have hydrophilic thiosulfonic acid groups was found to be effective adsorbents for some heavy metal ions such as Hg$\^$2+/, Cu$\^$2+/, Ni$\^$2+/, Co$\^$2+/, Cr$\^$3+/ and especially Cd$\^$2+/ and Pb$\^$2+/.