• Title/Summary/Keyword: phenyl

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Optimization of Batch Production of Chiral Phenyl Oxirane by Response Surface Analysis (반응표면분석법을 이용한 광학활성 phenyl oxirane의 회분식생산 최적화)

  • 김희숙;박성훈;이은열
    • Journal of Life Science
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    • v.13 no.6
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    • pp.794-798
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    • 2003
  • Batch production of (S)-phenyl oxirane was investigated using epoxide hydrolase activity of Rhodosporidium toruloides SJ-4. Effect of reaction condition of asymmetric biohydrolysis of racemic phenyl oxirane was analyzed and optimized by response surface methodology. The optimal conditions of pH, temperature and DMSO cosolvent ratio were 7.4, $34^P\circ}C$, and 2.3%(v/v), respectively. The final yield was enhanced up to 67%, and reaction times required to reach 99% ee (enatiomeric excess) decreased down to 50% by response surface methodology Enantiopure (S)-phenyl oxirane with 100% enantiopurity and 24% yield (theoretical yield = 50%) was obtained from racemic substrate.

작업환경을 위한 TLV의 근거 - N-PHENYL-${\beta}$-NAPHTHYLAMINE(1)

  • Kim, Chi-Nyeon
    • 월간산업보건
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    • s.296
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    • pp.10-13
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    • 2012
  • N-phenyl-${\beta}$-naphthylamine(PBNA)의 수치화된 직업적 노출기준은 권고하지 않았다. 공업용 N-phenyl-${\beta}$-naphthylamine에는 불순물로 ${\beta}$-Naphthylamine포함되어 있다. ${\beta}$-Naphthylamine은 사람에서 발암성 확인물질(A1)로 ${\beta}$-Naphthylamine에 대한 TLV Documentation의 참조가 필요하다. ${\beta}$-Naphthylamine은 N-phenyl-${\beta}$-naphthylamine에 노출된 사람의 대사산물이다. N-phenyl-${\beta}$-naphthylamine은 동물실험에서 제한적으로 발암성이 증명되었지만 사람에서는 발암성이 충분하게 입증되지는 않았다. 따라서 사람에게 발암성으로 분류되지 않는 A4로 경고주석을 선정하였으며 수치화된 노출기준 없이 모든 노출경로에서 N-phenyl-${\beta}$-naphthylamine에 노출되지 않도록 관리하는 것을 권고하였다.

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Nucleophilic Substitution at a Carbonyl Carbon Atom (IV). EHT Calculations on Phenyl Chloroformate (카르보닐 탄소원자의 친핵치환 반응 (제4보). Phenyl Chloroformate에 대한 EHT 계산)

  • Lee Ikchoon;Kim, Ui Rak;Lee Myung Jae;Seo, Bae Seok
    • Journal of the Korean Chemical Society
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    • v.18 no.3
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    • pp.175-179
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    • 1974
  • EHT calculation have been carried out on phenyl chloro-thiol, phenyl chloro-thiono and phenyl dithioformates to explain the conformations and reactivity of the compounds. Results of calculation lead us to conclude that the mechanism of SN reaction of these compounds are likely to be the $S_N2$ type and trans form is more stable than cis form for all molecules.

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Synthesis and characterization of star-shaped imide compounds

  • Jeon, Eunju;Yoon, Tae-Ho
    • Rapid Communication in Photoscience
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    • v.1 no.1
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    • pp.19-20
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    • 2012
  • Novel star-shaped imide compounds containing electron-donating triphenylamine and/or electron-withdrawing bis(trifluoromethyl)phenyl side groups were synthesized via a two-step process. First, 3,6-dibromo-benzene-1,2,4,5-tetracarboxylic acid (2B4BA) was reacted with 4-aminophenyl (diphenylamine) (ATPA) or 3,5-bis(trifluoromethyl)aniline (6FA) by imide reaction. Then, Suzuki coupling reaction was carried out on these compounds with 4-(N,N-diphenylamino)-1-phenyl boronic acid (BTPA) or 3,5-bis(trifluoromethyl)phenyl boronic acid (6FBB), resulting in 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[4-(diphenylamino) phenyl]-pyromellitimide (TPTPPI), 3,6-bis[3,5-bis(trifluoro methyl) phenyl]-N,N'-bis[3,5-bis(trifluoromethyl) phenyl]-pyro mellitimide (6F6FPI) or 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[3,5-bistrifluoromethyl)phenyl]-pyromellitimide (6FTPPI). The imide compounds obtained were characterized by NMR, FT-IR, DSC, TGA, melting point analyzer, EA, and solubility measurements. In addition, their optical and electrical properties were evaluated by fluorescence spectroscopy, UV-vis spectroscopy, and cyclic voltammetry (CV). 6F6FPI exhibited deep blue emission (443 nm), along with high $T_m$ ($382^{\circ}C$) and relatively high $T_g$ ($148^{\circ}C$).

Importance of Sulfonylimidazolidinone Motif of 4-Phenyl-1-arylsulfonylimidazolidinones for Their Cytotoxicity: Synthesis of 2-Benzoyl-4-phenyl[1,2,5]thiazolidine-1,1-dioxides and Their Cytotoxcity

  • Kim, Il-Whan;Lee, Chong-Kyo;Kim, Hae-Soo;Jung, Sang-Hun
    • Archives of Pharmacal Research
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    • v.26 no.1
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    • pp.9-14
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    • 2003
  • For probing the importance of planarity of imidazolidinone motif of 4-phenyl-1-(benzenesulfonyl)imidazolidinones 1 for their cytotoxicity, 4-phenyl-2-(benzoyl)[1,2,5]thiadiazolidine-1,1-dioxide (2a), 4-phenyl-2-(p-toluoyl)[1,2,5]thiadiazolidine-1,1-dioxide (2b), 4-phenyl-2-(phenylcarbamoyl)[1,2,5]thiadiazolidine-1,1-dioxide (3a), and 4-phenyl-2-(p-tolylcarbamoyl)[1,2,5]thiadiazolidine-1,1-dioxide (3b) were prepared along with their regioisomers (5a, 5b, 9a, 9b) and their cytotoxicity were measured against human lung carcinoma (A549), human colon carcinoma (COLO205), human ovarian cancer (SK-OV-3), human leukemic cancer (K562), and murine colon adenocarcinoma (Colon26) cell lines in vitro. All compounds prepared do not show any activity against all five cancer cell lines unlike 1. Compounds 1 possess planarity of imidazolidinone, especially in sulfonylurea moiety ($-SO_2$NHCONH-). However compounds 2 and 3 have nonplanar 5-membered ring, [1,2,5]thiadiazolidine-1,1-dioxides. Such structural differentiation might result in the loss of activity. Therefore the inactivity of 2 and 3 could also be an indication for the necessity of planarity of imidazolidinone ring of 1 for their cytotoxic activity.

Production of Chiral Phenyl Oxirane by Rhodosporidium toruloides in Hollow-fiber Reactor (Rhodosporidium toruloides를 이용한 Hollow-fiber 반응기에서의 광학활성 Phenyl Oxirane 생산)

  • 김희숙;박성훈;이은열
    • Journal of Life Science
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    • v.13 no.6
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    • pp.788-793
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    • 2003
  • Production of chiral phenyl oxirane by Rhodosporidium toruloides SJ-4 was investigated. Racemic phenyl oxirane was kinetically resolved by enantioselective hydrolysis reaction by epoxide hydrolase of R. toruloides in two-phase hollow-fiber reactor system. Dodecane with high concentration of the racemic substrate passed through the lumen side and cell suspension was recirculated through the shell side of the hollow fiber reactor For the removal of phenyl-1, 2-ethandiol to reduce the product inhibition to biocatalysts, another hollow-fiber reactor was employed to extract the diol. Racemic phenyl oxirane up to 300 mM was enantioselectively resolved with high enantiopurity (>99% ee) in hollow-fiber reactor system.

An Efficient Synthesis of New Pyrazolines and Isoxazolines Bearing Thiazolyl and Etheral Pharmacophores

  • Bhosle, Manisha R.;Mali, Jyotirling R.;Pratap, Umesh R.;Mane, Ramrao A.
    • Bulletin of the Korean Chemical Society
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    • v.33 no.6
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    • pp.2012-2016
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    • 2012
  • A convenient synthetic route has been developed to synthesize 5-(4-((2-phenylthiazol-4-yl) methoxy)phenyl)-3-(4-sustituted phenyl)pyrazolines (5a-f) and 5-(4-((2-phenylthiazol-4-yl)methoxy)phenyl)-3-(4-substituted phenyl)isoxazolines (6a-f) starting from 2-phenyl-4-chloromethylthiazole (1). The chloromethylthiazole (1) was first condensed with 4-hydroxy benzaldehyde (2) for obtaining 4-((2-phenylthiazol-4-yl)methoxy)benzaldehyde (3). Claisen-Smidth condensation of 4-((2-phenylthiazol-4-yl)methoxy)benzaldehyde (3) and acetophenones has been carried in alkaline alcohol and obtained 3-(4-((2-phenylthiazol-4-yl)methoxy)phenyl)-1-(4-substituted phenyl)prop-2-en-1-ones (4a-f). The cyclocondensation of 2-propen-1-ones has been first time carried separately with hydrazine hydrate and hydroxylamine hydrochloride in aqueous micellar tetradecyltrimethylammonium bromide (TTAB) medium for getting the titled heterocycles with good to excellent yields.

Synthesis and Antifungal Activities of 1-[(2-Phenyl-1,3-benzodioxol-2-yl)methyl]-1H-imidazole Derivatives (1-[(2-Phenyl-1,3-benzodioxol-2-yl)methyl]-1H-imidazole 유도체의 합성 및 항진균작용)

  • 서정진;김재규;강희일
    • YAKHAK HOEJI
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    • v.35 no.4
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    • pp.308-313
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    • 1991
  • The synthesis of 1-[(2-phenyl-1, 3-benzodioxol-2-yl)methyl]-1H-imidazole derivatives is described starting with 2-bromoacetophenones and catechols. 1-[(2-Phenyl-1, 3-benzodioxol-2-yl)methyl]-1H-imidazole (9-$_{12}$) showed potent broad-spectrum activity, not only against Candida species but also Cr. neofortnans, S. cerevisiae and T. mentagrophytes.

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Copolymerization of Phenyl Acetylene with Styrene (Phenyl Acetylene과 Styrene의 共重合)

  • Hyung Chick Pyun;Jaerok Kim;Woong-Moo Lee
    • Journal of the Korean Chemical Society
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    • v.13 no.4
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    • pp.387-393
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    • 1969
  • Gamma-ray induced copolymerization of phenyl acetylene with styrene is compared with that of the Ziegler catalyzed. The reactivity of styrene is greater than that of phenyl acetylene in the gamma-ray induced polymerization but much less than that of phenyl acetylene in the Ziegler catalyzed. The resulting copolymer is identified by means of DTA and spectrophotometry. Further, the liquid scintillation counting of styrene-${\alpha}-C^{14}$clarified the relative composition of the copolymers.

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