• Title/Summary/Keyword: Thio-urea

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Synthesis of the New Saccharin Derivatives Containing Imidazolidine-2,4,5-trione or 2-Thio-imidazolidine-4, 5-dione Group (Imidazolidine-2,4,5-trione 혹은 2-thio-imidazolidine-4,5-dione기를 포함하는 새로운 saccharin 유도체의 합성)

  • Jung, Dai-Il;Byun, Suk-In;Kim, Yun-Young;Kim, Young-Hwan;Lee, Do-Hun;Song, Hyun-Ae;Lee, Yong-Gyun;Park, Yu-Mi;Choi, Soon-Kyu;Han, Jung-Tae
    • Journal of Life Science
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    • v.14 no.2
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    • pp.351-355
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    • 2004
  • Saccharin derivatives were synthesized by means of 4 reaction steps involved the reaction of 1-methylurea (or 1-methylthiourea) and oxalyl chloride. 1-Alkyl(or phenyl)-3-(1,1,3-trioxo-1,3-dihydro-1$^{6}$ -benzo[d]isothiazol-2-ylmethyl)-imidazolidine-2,4,5-trione 5 and 1-alkyl(or phenyl)-2-thioxo- 3-(1,1,3-trioxo-1,3-dihydro-1$^{6}$ -benzo-[d]isothiazol-2-ylmethyl)-imidazolidine-4,5-dione 12 were obtained by means of 4 reaction steps involved the reaction of 1-methyl-urea(or 1-methylthiourea) and oxalyl chloride.

Cinchona-based Sulfonamide Organocatalysts: Concept, Scope, and Practical Applications

  • Bae, Han Yong;Song, Choong Eui
    • Bulletin of the Korean Chemical Society
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    • v.35 no.6
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    • pp.1590-1600
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    • 2014
  • Cinchona-based bifunctional catalysts have been extensively employed in the field of organocatalysis due to the incorporation of both hydrogen-bonding acceptors (quinuclidine) and hydrogen-bonding donors (e.g., alcohol, amide, (thio)urea and squaramide) in the molecule, which can simultaneously activate nucleophiles and electrophiles, respectively. Among them, cinchona-derived (thio)urea and squaramide catalysts have shown remarkable application potential by using their bifurcated hydrogen bonding donors in activating electrophilic carbonyls and imines. However, due to their bifunctional nature, they tend to aggregate via inter- and intramolecular acid-base interactions under certain conditions, which can lead to a decrease in the enantioselectivity of the reaction. To overcome this self-aggregation problem of bifunctional organocatalysts, we have successfully developed a series of sulfonamide-based organocatalysts, which do not aggregate under conventional reaction conditions. Herein, we summarize the recent applications of our cinchona-derived sulfonamide organocatalysts in highly enantioselective methanolytic desymmetrization and decarboxylative aldol reactions. Immobilization of sulfonamide-based catalysts onto solid supports allowed for unprecedented practical applications in the synthesis of valuable bioactive synthons with excellent enantioselectivities.

The Novel SCN- Ion-selective Electrode Based on the 1-Benzyl-3-(4-nitrophenyl) thio-urea Ionophore

  • Lee, Kyungmi;Kang, Dong Hyeon;Choe, Ju Eun;Yun, Mira;You, Jung-Min;Go, Min Jeong;Lee, Junseong;Jeon, Seungwon
    • Bulletin of the Korean Chemical Society
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    • v.35 no.11
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    • pp.3175-3180
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    • 2014
  • A potentiometric sensor based on the 1-benzyl-3-(4-nitrophenyl) thio-urea was synthesized and tested as an ionophore in PVC based membrane sensor towards $SCN^-$ ions. This membrane exhibits a linear stable response over a wide concentration range ($1.0{\times}10^{-5}$ to $1.0{\times}10^{-2}M$) with a slope of -59.2 mV/dec., a detection limit of ${\log}[SCN^-]=-5.05$, and a selectivity coefficient for thiocyanate against perchlorate anion of ${\log}K^{pot}_{SCN^-j}=-0.133$. The selectivity series of the membrane is as follows: $SCN^-$ > $ClO_4{^-}$ > $I^-$ > $NO_3{^-}$ > $HSO_3{^-}$ > $Cl^-$ > $HSO_4{^-}$ > $F^-$ > $CH_3COO^-$ > $HCO_3{^-}$ > $Br^-$ > $H_2PO_4{^-}$ > $SO{_3}^{2-}$ > $SO{_4}^{2-}$ > $CO{_3}^{2-}$. The proposed electrode showed good selectivity and a good response for the $SCN^-$ ion over a wide variety of other anions in pH 6.0 buffer solutions and has a fast response time of about < 5s. The influences of the membrane by pH, ionophore, and plasticizer were studied.

Use of Phosphate Coated Urea to Decrease Ammonia Volatilization Loss from Direct Seeded Rice Field at Early Stage (건답(乾畓) 직파(直播) 논에서 초기(初期)의 암모니아 휘산(揮散) 경감(輕減)을 위한 인산(燐酸) 입힌 요소(尿素)의 효과(效果))

  • Jung, Yeong-Sang;Ha, Sang-Keun;Cho, Byung-Ok;Lee, Ho-Jin
    • Korean Journal of Soil Science and Fertilizer
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    • v.29 no.1
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    • pp.8-14
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    • 1996
  • Use of phosphate coated urea to decrease ammonia volatilization from directly seeded paddy under dryland condition at early stage was tested. Effect on urea hydrolysis was investigated through laboratory study comparing with use of thiourea, a urease inhibitor, under different water content. A field measurement of volitilized ammonia with phosphate-glycerol ammonia absorber was conducted for surface treated urea, phosphate coated urea, phosphate coated slow-release fertilizer and organic fertilizer. Through laboratory study, hydrolysis rate of phosphate coated urea at three days after treatment was lower than that of urea, however, the rate after one week was same. Thiourea addition retarted urea hydrolysis. By field measurement, ammonia volatilization was effectively reduced by use of phosphate coated urea.

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One-Pot and Green Procedure for the Synthesis of 3,4-Dihydropyrimidin-2(1H)-(thio)ones Using ZnO Nanoparticles as a Solid Acid Catalyst

  • Hassanpour, Akbar;Abolhasani, Jafar;Khanmiri, Rahim Hosseinzadeh
    • Journal of the Korean Chemical Society
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    • v.58 no.5
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    • pp.445-449
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    • 2014
  • A convenient and efficient method has been developed for the one-pot synthesis of dihydropyrimidinones (DHPMs) compounds. Dihydropyrimidinone derivatives were synthesized in good yields using ethyl acetoacetate, aldehyde (aromatic and aliphatic) and urea or thiourea in the presence of ZnO nanoparticles as a catalyst in $H_2O$ as solvent at $80^{\circ}C$. This green chemistry procedure applied to the Biginelli reaction using ZnO nanoparticles as catalyst and illustrated as a rapid preparation of DHPMs in water as solvent. The products were identified by physical data (mp) by comparison with those reported in the literatures.

A Convenient One-Pot Biginelli Reaction Catalyzed by Y(OAc)3: An Improved Protocol for the Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and Their Sulfur Analogues

  • Aridoss, Gopalakrishnan;Jeong, Yeon-Tae
    • Bulletin of the Korean Chemical Society
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    • v.31 no.4
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    • pp.863-868
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    • 2010
  • Yttrium(III) acetate hydrate-catalyzed novel synthesis of 3,4-dihydropyrimidin-2(1H)-(thio)one derivatives was achieved through one-pot three-component condensation of diversified aldehydes, $\beta$-ketoesters and urea or N-methylurea or thiourea with a molar ratio of 1:1:1.4. In comparison to the classical Biginelli approach, this catalytic method has the advantages of short reaction time and improved product yield.

Comparison of In Vivo Nephrotoxicity in the Rabbit by a Pyrrolidinyl-Thio Carbapenem CW-270031

  • Kim, Jong-Myung;Ha, Jong-Ryul;Oh, Se-Woong;Kim, Hong-Gi;Lee, Jin-Man;Kim, Byung-Oh;Lee, Dong-Gun;Lee, Sang-Han;Kim, Jong-Guk
    • Journal of Microbiology and Biotechnology
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    • v.18 no.11
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    • pp.1768-1772
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    • 2008
  • CW-270031 is a novel synthesized carbapenem antibiotic with a broad antimicrobial activity. Carbapenem antibiotics are well known for their nephrotoxicity. In this study, we evaluated the nephrotoxicity potential of this compound in rabbits, which are known for being more sensitive than other animals to renal insult. CW-270031 was administered to NZW male rabbits via an ear vein (200 mg/kg, single injection). Blood samples were collected on 2, 3, and 4 days after treatment. Urea nitrogen and creatinine in plasma were quantified. Four days after the treatment, all animals were autopsied and histopathological examinations were performed on their kidneys, revealing that cephaloridine and imipenem were highly nephrotoxic, and cefazolin had mild renal toxicity, whereas CW-270031 as well as meropenem and tienam had no toxicity to the kidney. The present findings suggest that CW-270031 is a potential carbapenem antibiotic with no nephrotoxicity.

Effect of Insecticide and Fungicide on Phytotoxicity of Herbicide in Rice (수도(水稻)에 있어서 제초제(除草劑)의 약해(藥害)에 미치는 살충(殺蟲), 살균제(殺菌劑)의 영향(影響))

  • Chun, J.C.;Hwang, I.T.;Han, M.S.;Jang, B.C.
    • Korean Journal of Weed Science
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    • v.6 no.1
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    • pp.67-75
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    • 1986
  • This study was undertaken to investigate the interrelation between herbicide and insecticide and fungicide on rice (Oryza saliva L.) at various growth stages. Carbamate insecticide BPMC (2-sec-butylphenylmethyl-carbamate) severely inhibited germination of rice when applied alone and in combination with herbicides tested. No germination inhibition was obtained with thio- and dithiocarbamate pesticides. Post-germination growth of rice was severely inhibited by the treatments which were combined with BPMC irrespective of herbicides studied. Phytotoxicity of pendimethalin (3,4-dimethyl-2,6-dinitro-N-1-ethyl propylamine) was reduced by antagonistic effect of organophosphorus compounds. When herbicides were applied with either insecticide or fungicide, post-germination growth of rice was more greatly affected by the concentration of herbicides than that of insecticides or fungicides. Most of herbicide-insecticide or herbicide-fungicide treatments did not cause great phytotoxicity on rice when applied 5 days after transplanting. Foliage activity of phenoxy herbicide 2,4-D (2,4-dichlorophenoxy acetic acid) and MCPA [(4-chloro-o-tolyl) oxy acetic acid] increased with addition of carbamate and urea pesticides.

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Characteristics and Stability of Violet Red Pigment Extracted from Salicornia herbacea L. (퉁퉁마디(Salicornia herbacea L.)에서 추출한 적자색 색소의 특성 및 안정성)

  • Lee, Young-Jae;Park, In-Bae;Kim, Hae-Seop;Shin, Gung-Won;Park, Jeong-Wook;Jo, Yeong-Cheol
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.38 no.7
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    • pp.885-891
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    • 2009
  • To examine stability of a violet red pigment in a Salicornia herbacea L., several tests for pH, sugar, organic acid, ascorbic acid, amino acid, salt and temperature effect were carried out. A violet red pigment in Salicornia herbacea L. was the most stable in the range of pH 4 to 6. Each of the violet red pigments in Salicornia herbacea L. added with different amounts of sugar showed higher retention rate according to storage time than those of the control group. After 10 days of storage, especially the retention rate of the experimentals with 0.5 M sucrose was higher than the controls by about 11.1% while fructose, maltose, glucose and galactose were less higher in order. Also, adding organic acid reduced retention rate of the experimentals over the controls irrespective of sort and concentration of organic acid; also, the retention rate of the experiment with 0.5 M organic acid, the highest amount of all, reduced radically to 13.1 to 15.9% after 10 days storage. The retention rate of the experimentals added 1,000 ppm ascorbic acid and thio urea respectively after 10 days was 48.4%, which is higher than the controls by around 23.1%. As to amino acid, treatment on the pigment with aspartic acid 50 mM marked the highest retention rate of 41.5% and treatment with 2.0 M NaCl showed 31.6% retention rate, which was higher than the controls. While low temperature like $5^{\circ}C$ and $25^{\circ}C$ kept the stability of the pigment in storage, as temperature increased the stability of the pigment dropped rapidly.