• Title/Summary/Keyword: 3-carboxylic acid

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Synthesis and Analysis of 6,6-dichlorobicyclo[3, 1, 0]hexane-3-carboxylic acid (6,6-Dichlorobicyclo[3, 1, 0]hexane-3-carboxylic acid의 합성과 분석)

  • Lee, Kwang-Soo;Yang, Jae-Kun
    • Analytical Science and Technology
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    • v.14 no.1
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    • pp.1-7
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    • 2001
  • 6,6-Dichlorobicyclo[3, 1, 0]hexane-3carboxylic acid was synthesized by dichlorocarbene addition into 3-cyclopentenecarboxylic acid using BTEA.Cl as phase transfer catalyst. $^1H$ NMR $^{13}C$ NMR data analyst showed that this compound had boat-like conformation and carboxyl group existed as trans form.

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Synthesis of Antiinflammatory Novel 3-Pyrrolidinyl 1,2-Benzothiazine Derivatives (항염작용이 기대되는 새로운 피롤리딘닐 1,2-벤조티아진 유도체의 합성)

  • Park, Myung-Sook
    • YAKHAK HOEJI
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    • v.41 no.6
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    • pp.724-729
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    • 1997
  • New 7-Halo-4-hydroxy-2-allyl-N-3-(4-methoxy-2-carboxylic acid pyrrolidinyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide derivatives were synthesized through the condensation of 7-halo-4-hydroxy-2-allyl-1,2-benzothiazine-3-carboxylic acid methyl ester 1,1-dioxide with 4-methoxy L-proline.

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Cyclocondensation of 2-Substituted-4-hydroxy-2H-1, 2-benzothiazine-3-carboxylic acid 1, 1-dioxides with Dicyclohexylcarbodiimide (2-치환 4-Hydroxy-2H-1, 2-benzothiazine-3-carboxylic acid 1, 1-dioxidies와 Dicyclohexylcarbodiimide의 축합환화 반응)

  • 서정진;홍유화
    • YAKHAK HOEJI
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    • v.31 no.1
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    • pp.40-41
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    • 1987
  • 4-Hydroxy-2H-1, 2-benzothiazine-3-carboxylic acid 1a was reacted with 2 equivalents of dicyclohexylcarbodiimide (DCC) to give 2-cyclohexyl-3-cyclohexylimino-4,5-dihydro-1H-imidazo [1,5-b][1,2] benzothiazine-10, 10a-dyhydro-1,10-dione 5,5-dioxide 2a and dicyclohexylurea (DCU). On the other hand 2-substituted-4-hydroxy-2H-1, 2-benzothiazine-3-carboxylic acid 1,1-dioxide 1b or c was reacted with DCC to give 2-cyclohexylimino-3-cyclohexyl-5-alkyl-4-oxo-2,5H-1,3-oxazino [5,6-c]-1,2-benzothiazine 6,6-dioxide 2b or c and DCU.

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Synthesis of 7-Hydroxy-4-Oxo-4H-Chromene- and 7-Hydroxychroman-2-Carboxylic Acid N-Alkyl Amides and Their Antioxidant Activities

  • Kwak, Jae-Hwan;Kang, Hae-Eun;Jung, Jae-Kyung;Kim, Hwa-Jung;Cho, Jung-Sook;Lee, Hee-Soon
    • Archives of Pharmacal Research
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    • v.29 no.9
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    • pp.728-734
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    • 2006
  • A series of 7-hydroxy-4-oxo-4H-chromene- (3a - h) and 7-hydroxychroman-2-carboxylic acid N-alkyl amides (4a - g) were synthesized and their antioxidant activities were evaluated. While compounds 3a - h were less active, compounds 4a - g exhibited more potent inhibition of lipid peroxidation initiated by $Fe^{2+}$ and ascorbic acid in rat brain homogenates. Among them, 7-hydroxychroman-2-carboxylic acid N-alkylamides (4e - g) bearing nonyl, decyl, and undecyl side chain exhibited 3 times more potent inhibition than trolox (1).

Synthesis and Screening of Some Novel 2-[5-(Substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles as Potential Antimicrobial Agents

  • Gadegoni, Hemalatha;Manda, Sarangapani;Rangu, Shivaprasad
    • Journal of the Korean Chemical Society
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    • v.57 no.2
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    • pp.221-226
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    • 2013
  • A series of some novel 2-[5-(substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles were synthesized by using benzoxazole-2-carboxylic acid on reaction with thionyl chloride in presence of ethanol solvent at room temperature gave benzoxazole-2-carbonyl chloride, which is turned into benzoxazole-2-carboxylic acid hydrazide on reaction with hydrazine hydrate in ethanol solvent under reflux. The subsequent treatment of benzoxazole-2-carboxylic acid hydrazide with an appropriate aromatic carboxylic acid in presence of polyphosparic acid under reflux afforded the title compounds. The chemical structures of the newly synthesized compounds were elucidated by their IR, $^1H$ NMR and Mass spectral data analysis. Further the compounds are used to find out their ability towards anti microbial and nematicidal activity.

Phytochemical Study of Adenophora stricta Roots (당잔대(Adenophora stricta) 뿌리의 성분연구)

  • Rho, Taewoong;Yoon, Kee Dong
    • Korean Journal of Pharmacognosy
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    • v.50 no.2
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    • pp.73-80
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    • 2019
  • Adenophora stricta Miq. (Campanulaceae) is an annual herb, which has been used as a traditional medicine in Korea, Japan and China to treat bronchial asthma, tonsillitis, and hypertension. In this study, 12 compounds were isolated from the roots of A. stricta and isolates were identified to be methyl adenophorate (1), decursidin (2), L-tryptophan (3), D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid (4), vanillic acid 4-O-${\beta}$-D-glucopyranoside (5), syringic acid 4-O-${\beta}$-D-glucopyranoside (6), vanillin (7), vanillic acid (8), p-hydroxybenzaldehyde (9), p-hydroxybenzoic acid (10), p-hydroxyacetophenone (11) and linoleic acid (12). Decursidin (2) and D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid (4) is firstly reported from A. stricta in current study.

Urinary Excretion of Triprolidine in Human (인체 뇨에서의 트리프로리딘 배설)

  • 정병화;엄기동;정봉철;박종세
    • Biomolecules & Therapeutics
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    • v.1 no.2
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    • pp.143-150
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    • 1993
  • The metabolic profile of triprolidine, 2-[(4-methylphenyl)-3-(1-pyrrolidinyl-1-propenyl)] pyridine, was determined. Urinary extracts obtained with enzyme hydrolysis were derivatized with MSTFA/TMSCl (N-methyl-N-trimethylsilyl trifluoroacetamide/trimethylchlorosilane) and analyzed by GC/MSD. In human urine, which were obtained after the oral administration with triprolidine, hydroxymethyltriprolidine, triprolidine carboxylic acid, oxotriprolidine carboxylic acid and unchanged triprolidine were detected. The maximum urinary excretion rate of triprolidine and hydroxymethyltriprolidine which were extracted from human urine was at 2 to 4 hours after the drug administration. Triprolidine and hydroxymethyl triprolidine were identified by comparison with authentic standards In chromatographic and mass spectral properties. Triprolidine carboxylic acid was detected as a major metabolite of its metabolites in the urine. Oxotriprolidine carboxylic acid and triprolidine carboxylic acid were tentatively identified by the interpretation of its mass spectral patterns. These data suggest that in human, hydroxylation of either the benzyl or pyrrolidine ring can occur during triprolidine elimination.

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Competitive Inhibition of Pepsin by Carboxylic Acids (脂肪酸에 依한 Pepsin의 競走的 억제)

  • Hong Dae Shin
    • Journal of the Korean Chemical Society
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    • v.14 no.2
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    • pp.161-168
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    • 1970
  • In order to obtain the more effective evidence, supporting the hypothesis which have been previously described by former report that pepsin (EC 3.4. 4.1) forms a hydrophobic bond with the nonpolar side chain of its substrate, the inhibitory effect of carboxylic acids(from formic acid to iso-butyric acid) on the activity of pepsin to the synthetic dipeptide, N-Carbobenzoxy-L-glutamyl-L-tyrosine, was discussed. The kinetic study showed that the inhibition by carboxylic acids was competitive. The Kidecreased with increasing size of the inhibitor molecule. The $-{\Delta}F^{\circ}$increased linearly with increasing number of carbon atoms in the hydrocarbon chain of the inhibitor. It was confirmed that the hydrophobic bond between more than one side chain of amino acid residues(phenylalanine) in the binding region of the active center of pepsin and the side chain of amino acid residues in the substrate was formed as the first step of its enzymic mechanism. The inhibitory effect of carboxylic acids was due to the competition of the hydrocarbon group of the carboxylic acids with the side chain of the substrate for the hydrophobic binding site(the side chain of phenylalanine) of the pepsin.

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