• Title/Summary/Keyword: N,N-Dimethyl-p-phenylenediamine

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Bioreduction of N,N-dimethyl-p-nitrosoaniline

  • Kim, Kyung-Soon;Shin, Hae-Yong
    • BMB Reports
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    • v.34 no.3
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    • pp.225-229
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    • 2001
  • Besides a variety of quinones, purified bovine liver quinone reductase catalyzed the reduction of N,N-p-nitrosoaniline to N,N-dimethyl-p-phenylenediamine. The formation of N,N-dimethyl-p-phenylenediamine was identified by TLC, GC, GC-MS and NMR. Quinone reductase can utilize either NADH or NADPH as a source of reducing equivalents. The apparent Km for 1,4-benzoquinone and N,N-dimethyl-p-nitrosoaniline was 1.64 mM and 0.22 mM, respectively The reduction of N,N-dimethyl-p-nitrosoaniline was almost entirely hampered by dicumarol or Cibacron blue 3GA, potent inhibitors of mammalian quinone reductase. During the bovine liver quinone reductase-catalyzed reduction of N,N-dimethyl-p-nitrosoaniline, benzoquinonediiminium ion was produced.

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Synthesis of Anticoagulant 3-(N-Arylamino)-1,4-Naphthoquinones(II) (항응고성의 3-(N-Arylamino)-1,4-Naphthoquinone 유도체 합성(II))

  • Ryu, Chung-Kyu;Oh, Jae-Don;Suh, Myung-Eun
    • YAKHAK HOEJI
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    • v.33 no.5
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    • pp.273-279
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    • 1989
  • 2,3-Dichloro-1,4-naphthoquinone was reacted with o-fluoroaniline, p-sulfadiazine, p-acetoanline, N,N-dimethyl-1,4-phenylenediamine as a nucleophilic substitution to form 2-chloro-3-(N-arylamino)-1,4-naphthoquinones (1.-6.) in good yield. 2,3-Dibromo-1,4-naphthoquinone was also reacted with o-fluoroaniline, m-aminobenzoic acid, m-chloroaniline, morpholine, p-acetoaniline, N,N-dimethyl-1,4-phenylenediamine as a nucleophilic substitution to give 2-bromo-3-(N-arylamino)-1,4-naphthoquinones (7.-12.). These new compounds are expected to have a biological activities such as anticoagulant, cytotoxic.

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Synthesis of N-p-Nitrophenyl Poly(m-Phenylene Isophthalamide (N-p-Nitrophenyl Poly(m-Phenylene Isophthalamide)의 합성)

  • Hongbum Kim;Donghyun Kim;Jaewung Lee;Sangyeop Song;Nakjoong Kim
    • Journal of the Korean Chemical Society
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    • v.37 no.2
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    • pp.249-254
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    • 1993
  • N-p-nitrophenyl poly(m-phenylene isophthalamide) was obtained from treatment of poly(m-phenylene isophthalamide) with sodium hydride in dimethyl sulfoxide followed by the addition of 1-fluoro-4-nitrobenzene in 43 wt% yield. Its inherent viscosity was 0.606 g/cm${\cdot}$sec determined from a solution of 0.125 g of the above polymer dissolved in 25 ml of 98% sulfuric acid at $30^{\circ}C.$ In order to synthesize poly(m-phenylene isophthalamide), 1,3-phenylenediamine is allowed to react with isophthaloyl chloride in chloroform in the presence of triethylamine and added triethylamine hydrochloride. The value of inherent viscosity is 0.560 g/cm${\cdot}$sec measured at the same condition. The substitution ratio of N-p-nitrophenyl poly(m-phenylene isophthalamide) was to be 16.7∼47.0% by using the $^1H-NMR$ integration. When the higher inherent viscosity of poly(m-phenylene isophthalamide) was used, lower substitution ratio would be calculated.

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