2-isopropyl-4,6-dinitrochlorobenzene | 475095-94-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-isopropyl-4,6-dinitrochlorobenzene
• 英文别名: 1-chloro-2,4-dinitro-6-isopropylbenzene；2-Chloro-1,5-dinitro-3-propan-2-ylbenzene
• CAS: 475095-94-4
• 化学式: C₉H₉ClN₂O₄
• 分子量: 244.634
• InChiKey: PDWNIAUZFMHCLK-UHFFFAOYSA-N

物化性质

• 沸点：
  304.5±42.0 °C(Predicted)
• 密度：
  1.396±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-isopropyl-4,6-dinitrochlorobenzene 在 三乙胺 作用下， 以 甲醇 、 乙二醇二甲醚 为溶剂， 反应 2.5h， 生成 2-methoxycarbonyl-7-isopropyl-5-nitrobenzo[d]thiazol-3-oxide
  参考文献：
  名称：

  Structure and base catalysed cyclization of methyl (2,6-disubstituted-4-nitrophenylsulphanyl)ethanoates

  摘要：

  The conformation of side chain -SCH2COOCH3 in title compounds in crystal agrees with the reactivity of these compounds in base catalysed ring closure in solution. In the 2,4-dinitro derivative, the side chain is oriented towards the unsubstituted ortho-position of benzene ring, in the case of the 2-methoxycarbonyl derivative towards this substituent. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0022-2860(03)00424-1

文献信息

• Preparation of Substituted Methyl o-Nitrophenyl Sulfides
  作者：Katerina Dudova、Frantisek Castek、Vladimir Machacek、Petr Simunek

  DOI：10.3390/70100007

  日期：——

  their 1H- and 13C-NMR spectra. The base catalysed ring closure of methyl 2-(methoxycarbonylmethylsulfanyl)-3,5-dinitrobenzenecarboxylate only results in an attack of carbanion on the ester group, not on a nitro group as with the other compounds prepared. The cyclisation product is methyl 3-hydroxy-5,7-dinitro-benzo[b]thiophene-2-carboxylate (11).

  在三乙胺或吡啶的催化下，取代的邻硝基氯苯与取代的甲硫醇的亲核取代已被用于制备一系列适当取代的甲基-邻硝基苯硫醚。制备的化合物通过它们的 1H-和 13C-NMR 谱进行鉴定。2-(甲氧基羰基甲基硫烷基)-3,5-二硝基苯甲酸甲酯的碱催化闭环仅导致碳负离子对酯基的攻击，而不像制备的其他化合物那样对硝基进行攻击。环化产物是 3-羟基-5,7-二硝基-苯并[b]噻吩-2-羧酸甲酯 (11)。
• 2-Anilino-1.3.4-thiadiazole, Hemmstoffe der oxidativen und photosynthetischen Phosphorylierung
  作者：G. Schäfer、A. Trebst、K. H. Büchel

  DOI：10.1515/znc-1975-3-408

  日期：1975.4.1

  2-anilino-1,3,4-thiadiazoles carrying various substituents in the 5-position as well as in the benzene-ring were synthesized.

  The compounds were tested with rat-liver-mitochondria and with spinach-chloroplasts and revealed to be potent uncouplers of both, oxidative and photosynthetic phosphorylation, with p I₅₀-values rangeing from 6.79 to 4.05. At higher concentration all compounds are inhibitors of the Hillreaction.

  In mitochondria a fair correlation exists between pKa of the acidic NH-group and the uncoupling activity; a maximum is obtained around pKa= 6 .8 , whereas in chloroplasts activity is shifted to more acid pKa-values.

  The compounds meet the requirements for uncouplers according to the chemi-osmotic theory, being lipophilic weak acids. N-methylation causes total loss of activity in mitochondrial oxidative phosphorylation.

  The inhibitory action on photosynthetic electron transport is located within photosystem II. This latter activity is almost independent of substituent effects in contrast to uncoupling of either respiratory- or photo-phosphorylation

  摘要：合成了带有各种取代基的5-位置和苯环的2-苯胺基-1,3,4-噻二唑类化合物。这些化合物经过大鼠肝线粒体和菠菜叶绿体的测试，显示为氧化和光合磷酸化的有效解耦剂，其p I50 值范围为6.79至4.05。在较高浓度下，所有化合物均为Hill反应的抑制剂。在线粒体中，酸性NH基团的pKa值与解耦活性之间存在较好的相关性；最大值约为pKa=6.8，而在叶绿体中，活性向更酸性的pKa值转移。这些化合物符合根据化学渗透理论对解耦剂的要求，是亲脂性弱酸。N-甲基化导致线粒体氧化磷酸化活性完全丧失。对光合电子传递的抑制作用位于光系统II内。与解耦呼吸或光合磷酸化相比，后者的活性几乎不受取代基效应的影响。
• 2-Oxy-4H-3,1-benzoxazin-4-one derivatives and related compounds
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0206323A1

  公开（公告）日：1986-12-30

  2-Oxy-4H-3,1-benzoxazin-4-ones represented by the formula: and the pharmaceutically acceptable acid addition salts thereof, pharmaceutical compositions with serine protease inhibiting effects, therapeutic uses of such compounds and methods for their manufacture are disclosed.

  本发明公开了由式： 的 2-氧基-4H-3,1-苯并恶嗪-4-酮及其药学上可接受的酸加成盐、具有丝氨酸蛋白酶抑制作用的药物组合物、这类化合物的治疗用途及其制造方法均已公开。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.2, 6.2.1.5.2, page 41 - 61
  作者：

  DOI：——

  日期：——
• DE1959290
  申请人：——

  公开号：——

  公开（公告）日：——