3,4,5,6-四氯苯-1,2-二胺 | 877-12-3

• 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: 3,4,5,6-四氯苯-1,2-二胺
• 英文名称: 3,4,5,6-tetrachlorophenylene-1,2-diamine
• 英文别名: 1,2-diamino-3,4,5,6-tetrachlorobenzene；3,4,5,6-Tetrachloro-o-phenylenediamine；1,2,3,4-Tetrachlor-5,6-diaminobenzol；3.4.5.6-Tetrachlor-o-phenylendiamin；Tetrachlor-o-phenylendiamin；3,4,5,6-tetrachlorobenzene-1,2-diamine
• CAS: 877-12-3
• 化学式: C₆H₄Cl₄N₂
• 分子量: 245.923
• InChiKey: UTHMAQRYDNMLPJ-UHFFFAOYSA-N

物化性质

• 熔点：
  234-235 °C(Solv: ethanol (64-17-5))
• 沸点：
  376.8±37.0 °C(Predicted)
• 密度：
  1.734±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4,5,6-四氯苯-1,2-二胺 在 盐酸 、 selenium(IV) oxide 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以97%的产率得到4,5,6,7-tetrachloro-2,1,3-benzoselenadiazole
  参考文献：
  名称：

  Halogenated (F, Cl) 1,3-benzodiazoles, 1,2,3-benzotriazoles, 2,1,3-benzothia(selena)diazoles and 1,4-benzodiazines inducing Hep2 cell apoptosis

  摘要：

  The title compounds synthesized from halogenated arene-1,2-diamines revealed, together with the latter, cytotoxicity towards the Hep2 (laryngeal epidermoid carcinoma) cells. The cytotoxicity was high and was accompanied by pronounced apoptotic activity at low concentrations for fluorinated diazoles, triazoles and selenadiazoles.

  DOI：

  10.1016/j.mencom.2017.09.002
• 作为产物：
  描述：

  1,2,3,4-四氯-5,6-二硝基苯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以33%的产率得到3,4,5,6-四氯苯-1,2-二胺
  参考文献：
  名称：

  Heaton, Alan; Hill, Mark G.; Hunt, Michael H., Journal of the Chemical Society. Perkin transactions I, 1989, p. 401 - 404

  摘要：

  DOI：

文献信息

• FLUOROALKYLATING AGENT
  申请人：IHARA CHEMICAL INDUSTRY CO., LTD.

  公开号：US20170197920A1

  公开（公告）日：2017-07-13

  Problem to be Solved It is intended to provide an industrially preferable fluoroalkylating agent and use thereof. Solution The present invention provides a fluoroalkylating agent represented by the general formula (1) wherein R 1 is a C1 to C8 fluoroalkyl group; R 2 and R 3 are each independently a C1 to C12 alkyl group or the like; Y 1 to Y 4 are each independently a hydrogen atom, a halogen atom, or the like; and X − is a monovalent anion. A compound of the general formula (3): R 4 —S—R 1 having an introduced C1 to C8 fluoroalkyl group is easily obtained by reacting a compound of the general formula (2): R 4 —S—Z wherein R 4 is a hydrocarbon group or the like; and Z is a leaving group, with the compound of the general formula (1).

  要解决的问题 旨在提供一种工业上可取的氟烷基化剂及其使用方法。 解决方案 本发明提供了一种由通式（1）表示的氟烷基化剂，其中R 1 是C1到C8的氟烷基团；R 2 和R 3 分别独立地是C1到C12的烷基团或类似物；Y 1 到Y 4 分别独立地是氢原子、卤素原子或类似物；X − 是一价阴离子。 通式（3）的化合物：R 4 —S—R 1 ，其中引入了C1到C8的氟烷基团，可通过将通式（2）的化合物：R 4 —S—Z（其中R 4 是烃基团或类似物；Z是离去基团）与通式（1）的化合物反应而轻松获得。
• Glycine receptor antagonists and the use thereof
  申请人：The State of Oregon, acting by and through The Oregon State Board of

  公开号：US05514680A1

  公开（公告）日：1996-05-07

  Methods of treating or preventing neuronal loss associated with stroke, ischemia, CNS trauma, hypoglycemia and surgery, as well as treating neurodegenerative diseases including Alzheimer's disease, amyotrophic lateral sclerosis, Huntington's disease and Down's syndrome, treating or preventing the adverse consequences of the hyperactivity of the excitatory amino acids, as well as treating anxiety, chronic pain, convulsions, inducing anesthesia and treating psychosis are disclosed by administering to an animal in need of such treatment a compound having high affinity for the glycine binding site, lacking PCP side effects and which crosses the blood brain barrier of the animal. Also disclosed are novel 1,4-dihydroquinoxaline-2,3-diones, and pharmaceutical compositions thereof. Also disclosed are highly soluble ammonium salts of 1,4-dihydroquinoxaline-2,3-diones.

  治疗或预防与中风、缺血、中枢神经系统创伤、低血糖和手术相关的神经元损失的方法，以及治疗包括阿尔茨海默病、肌萎缩侧索硬化、亨廷顿病和唐氏综合症在内的神经退行性疾病，治疗或预防兴奋性氨基酸过度活跃的副作用，以及治疗焦虑、慢性疼痛、癫痫、诱导麻醉和治疗精神病的方法，通过向需要此类治疗的动物施用一种对甘氨酸结合位点具有高亲和力、无PCP副作用且能穿过动物血脑屏障的化合物来进行披露。还披露了新型的1,4-二氢喹诺酮-2,3-二酮，及其药物组合物。还披露了1,4-二氢喹诺酮-2,3-二酮的高度可溶性铵盐。
• Halogeno-o-phenylenediamines and derived heterocycles. Part I. Reductive fission of benzotriazoles to o-phenylenediamines
  作者：D. E. Burton、A. J. Lambie、D. W. J. Lane、G. T. Newbold、A. Percival

  DOI：10.1039/j39680001268

  日期：——

  to give 3,4,5,6-tetrachloro-o-phenylenediamine (II; R = Cl) in good yield. The corresponding diamines (II; R = Me or F) were obtained similarly from 4,5,7-trichloro-6-methyl(or fluoro)benzotriazole. Alternative syntheses of the tetrachloro- and methyltrichloro-phenylenediamines are described. Benzimidazoles, quinoxalines, and other heterocycles derived from the diamines, especially from tetrachloro-o-phenylenediamine

  用锌和盐酸将4,5,6,7-四氯苯并三唑及其1-羟基衍生物还原，得到高收率的3,4,5,6-四氯-邻苯二胺（II； R = Cl）。类似地从4,5,7-三氯-6-甲基（或氟）苯并三唑获得相应的二胺（II； R = Me或F）。描述了四氯和甲基三氯-苯二胺的替代合成。据报道，苯并咪唑，喹喔啉和其他衍生自二胺，尤其是衍生自四氯-邻苯二胺的杂环。
• Does the partial molar volume of a solute reflect the free energy of hydrophobic solvation?
  作者：Anna Szymaniec-Rutkowska、Ewa Bugajska、Sławomir Kasperowicz、Kinga Mieczkowska、Agnieszka M. Maciejewska、Jarosław Poznański

  DOI：10.1016/j.molliq.2019.111527

  日期：2019.11

  thermal shift assay. According to the hierarchical clustering procedure, the excess volume, defined as the difference between the experimentally determined partial molar volume and the calculated in silico molecular volume, was found to be distant from any commonly used hydrophobicity descriptors of the ligand. The excess volume, however, properly predicts solute binding affinity. On the way, we have proved

  卤代杂环配体被广泛用作蛋白激酶的有效且经常选择性的抑制剂。然而，很少有游离配体的疏水溶剂化的确切贡献解释了有助于配体结合的自由能的相互作用的平衡。在这里，我们提出了一种基于体积数据的新实验方法，以估计配体的疏水性。我们已经针对一系列十种不同卤代的苯并三唑测试了该方法，并使用热移分析法评估了其与靶蛋白激酶CK2的结合亲和力。根据分级聚类程序，将多余体积定义为实验确定的部分摩尔体积与计算机计算得出的摩尔数之差发现分子体积与配体的任何常用疏水性描述符相距甚远。但是，过量会正确预测溶质结合亲和力。在途中，我们已经证明卤代苯并三唑与蛋白激酶CK2的结合主要是由疏水相互作用驱动的。
• Tuning Molecular Electron Affinities against Atomic Electronegativities by Spatial Expansion of a π‐System
  作者：Elena A. Chulanova、Ekaterina A. Radiush、Nikolay A. Semenov、Emanuel Hupf、Irina G. Irtegova、Yulia S. Kosenkova、Irina Yu. Bagryanskaya、Leonid A. Shundrin、Jens Beckmann、Andrey V. Zibarev

  DOI：10.1002/cphc.202200876

  日期：——

  2,1,3-benzochalcogenadiazoles C6R4N2E and C6H2R2N2E (E=S, Se, Te; R=H, F, Cl, Br, I) lighter/smaller E and non-hydrogen R atoms with heavier/bigger, i. e., decreasing atomic electronegativities, increases molecular electron affinities.

  大小很重要：替换为 2,1,3-苯并硫属二唑 C 6 R 4 N 2 E 和 C 6 H 2 R 2 N 2 E（E=S、Se、Te；R=H、F、Cl、Br、I ) 较轻/较小的 E 和非氢 R 原子，较重/较大，i。即，降低原子电负性，增加分子电子亲和力。