1-溴-5-甲基-2,4-二硝基苯 | 5411-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-溴-5-甲基-2,4-二硝基苯
• 英文名称: 5-bromo-2,4-dinitro-toluene
• 英文别名: 5-Brom-2,4-dinitro-toluol；1-Bromo-5-methyl-2,4-dinitrobenzene
• CAS: 5411-53-0
• 化学式: C₇H₅BrN₂O₄
• 分子量: 261.032
• InChiKey: DXYNGFFZOPEJPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2904909090

反应信息

• 作为反应物：
  描述：

  1-溴-5-甲基-2,4-二硝基苯 在 氨 作用下， 生成 2,4-二硝基甲苯
  参考文献：
  名称：

  Jackson, Chemische Berichte, 1889, vol. 22, p. 1232

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲基苯胺 生成 1-溴-5-甲基-2,4-二硝基苯
  参考文献：
  名称：

  Geerling; Wibaut, Recueil des Travaux Chimiques des Pays-Bas, 1934, vol. 53, p. 1011,1016, 1025

  摘要：

  DOI：

文献信息

• Nitration of deactivated aromatic compounds via mechanochemical reaction
  作者：Jian-Wei Wu、Pu Zhang、Zhi-Xin Guo

  DOI：10.1016/j.tetlet.2021.153087

  日期：2021.5

  A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.

  使用Fe（NO 3）3 ·9H 2 O / P 2 O 5作为硝化剂，在高速球磨条件下，各种失活的芳烃都以极高的收率被硝化为相应的硝基衍生物。针对这种面部，生态友好，安全和有效的硝化反应，提出了一种涉及自由基的机制。
• Antineoplastic compounds and methods of using same
  申请人：Research Corporation Technologies, Inc.

  公开号：US05246955A1

  公开（公告）日：1993-09-21

  New cytotoxic quionones, designated amamitosenes and iminoazamitosenes are found to have significant activity against ovarian tumors, colon cancer, myecloma and the like neoplastic diseases. Pharmaceutical preparations and therapeutic regimens utilizing azamitosenes and iminoazamitosenes and their pharmaceutically active derivatives are disclosed.

  新的细胞毒性喹诺酮，被命名为amamitosenes和iminoazamitosenes，发现对卵巢肿瘤、结肠癌、骨髓瘤等肿瘤性疾病具有显著的活性。公开了利用azamitosenes和iminoazamitosenes及其药物活性衍生物的制药制剂和治疗方案。
• Synthesis and elucidation of azamitosene and iminoazamitosene
  申请人：Arizona Board of Regents

  公开号：US05015742A1

  公开（公告）日：1991-05-14

  The synthesis of 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole-5,8-diones (azamitosenes was carried out in conjunction with the design of potential DNA crosslinkers activated by reduction (reductive alkylation). These quinones resemble mitosene antitumor agents, but are based on the benzimidazole nucleus rather than the indole nucleus. Preliminary results indicate the azamitosenes are potent antitumor agents. Iminoquinone derivatives of azamitosenes (iminoazamitosenes) were synthesized as reductive alkylating agents exhibiting low oxygen toxicity. The iminoazamitosenes are hydrolytically stable in neutral buffers and undergo buffer catalyzed syn/anti isomerization at the imino center. Electrochemical and oxygen reactivity studies in aqueous buffers indicate the change from quinone to iminoquinone is accompanied by an increase in reduction potential and a decrease in oxygen reactivity of the corresponding reduced species.

  2,3-二氢-1H-吡咯并[1,2-a]苯并咪唑-5,8-二酮（azamitosenes）的合成与潜在DNA交联剂的设计同时进行，通过还原（还原烷基化）活化。这些醌类似于抗肿瘤剂mitosene，但基于苯并咪唑核而非吲哚核。初步结果表明，azamitosenes是有效的抗肿瘤剂。azamitosenes的亚胺醌衍生物（iminoazamitosenes）作为低氧毒性的还原烷基化剂被合成。在中性缓冲液中，iminoazamitosenes是水解稳定的，且在亚胺中心经历缓冲液催化的syn/anti异构化。在水性缓冲液中的电化学和氧反应性研究表明，从醌到亚胺醌的转变伴随着还原物种的还原势增加和相应还原物种的氧反应性降低。
• Antineoplastic quinones and methods of using same
  申请人：RESEARCH CORPORATION TECHNOLOGIES, INC.

  公开号：EP0449649A2

  公开（公告）日：1991-10-02

  New cytotoxic quinones, designated azamitosenes and iminoazamitosenes are found to have significant activity against ovarian tumors, colon cancer, myecloma and the like neoplastic diseases. Pharmaceutical preparations and therapeutic regimens utilizing azamitosenes and iminoazamitosenes and their pharmaceutically active derivatives are disclosed.

  研究发现，新的细胞毒性醌类化合物，即偶氮脒烯类和亚氨基偶氮脒烯类，对卵巢肿瘤、结肠癌、肌瘤和类似的肿瘤疾病具有显著的活性。 公开了利用偶氮米苷和亚氨基偶氮米苷及其药用活性衍生物的药物制剂和治疗方案。
• Uskov, S. I.; Bilkis, I. I.; Shteingarts, V. D., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 1, p. 31 - 41
  作者：Uskov, S. I.、Bilkis, I. I.、Shteingarts, V. D.

  DOI：——

  日期：——