2-碘-3-硝基苯甲酰胺 | 189125-09-5

• 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: 2-碘-3-硝基苯甲酰胺
• 英文名称: 2-iodo-3-nitrobenzamide
• 英文别名: iodo-3-nitrobenzamide
• CAS: 189125-09-5
• 化学式: C₇H₅IN₂O₃
• 分子量: 292.033
• InChiKey: NZBUMQONDVMPDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-碘-3-硝基苯甲酰胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三氟甲磺酸 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 0.3h， 生成 3-(4-methoxyphenyl)-5-nitroisocoumarin
  参考文献：
  名称：

  微波条件下超酸催化邻位（乙炔）苯甲酰胺的顺序水解/环异构化：取代异香豆素的合成，抗伤害和抗炎活性

  摘要：

  在微波条件下，通过三氟甲磺酸促进了2-（炔基）苯甲酰胺的水解/环化序列，合成了异香豆素及相关化合物。反应的底物范围很广，不仅包括芳族基团，还包括聚芳族和杂芳族基序，因此突出了该方法的重要性。一锅操作，短反应时间，良好的化学收率和出色的区域选择性是该方案的优点。使用体内啮齿动物模型评估所有合成的化合物的抗伤害感受和抗炎活性。 在微波条件下，通过三氟甲磺酸合成异香豆素促进了2-（炔基）苯甲酰胺的顺序水解/环化。使用体内啮齿动物模型评估所有合成的化合物的抗伤害感受和抗炎活性。

  DOI：

  10.1007/s12039-012-0325-2
• 作为产物：
  描述：

  2-碘-3-硝基-苯甲酸 生成 2-碘-3-硝基苯甲酰胺
  参考文献：
  名称：

  Nucleophilic Substitution Reactions of 1-Halogeno-4-COR-2-nitrobenzenes and 1-Halogeno-6-COR-2-nitrobenzenes with Sodium Benzenethiolate and Piperidine. Can an “Inverted Built-In Solvation” Be Responsible for the Peculiar Activation by an o-Carboxamido Group in S_NAr Reactions with an Anionic Nucleophile?

  摘要：

  A kinetic study of the title reactions has allowed an interpretation of the higher efficiency of an o-carboxamido group with respect to an o-carbomethoxy group in activating the benzenethiolate-dehalogenation reactions in methanol (k(CONH2)/k(CO2Me) 2.2-3.0) as due to an interaction between the anionic nucleophile and the hydrogen atoms of the carboxamido group. An inversion of the activating power of the two groups (kCONH(2)/k(CO2Me) 0.14) in the reactions with the same nucleophile has been observed when they are in a para-position. Moreover, for piperidino-dehalogenation reactions in methanol k(CONH2)/k(CO2Me) ratios less than unity (0.2-0.6) have been observed independently of the position (ortho or para) of the carboxamido and carbomethoxy groups with respect to the reaction center.

  DOI：

  10.1021/jo961040h

文献信息

• TREATMENT OF CANCER
  申请人：Bipar Sciences, Inc.

  公开号：EP2059498A2

  公开（公告）日：2009-05-20
• METHODS OF TREATING METASTATIC BREAST CANCER WITH 4-IODO-3-NITROBENZAMIDE AND IRINOTECAN
  申请人：BiPar Sciences, Inc.

  公开号：EP2595619A1

  公开（公告）日：2013-05-29
• METHODS OF PATIENT SELECTION AND TREATING TRXR- OR PRDX-OVEREXPRESSED CANCERS
  申请人：Triact Therapeutics, Inc.

  公开号：EP3654958A1

  公开（公告）日：2020-05-27
• TREATMENT OF BREAST CANCER WITH IODONITROBENZAMIDES IN COMBINATION WITH ANTI-TUMOR AGENTS
  申请人：SHERMAN Barry M.

  公开号：US20120269861A1

  公开（公告）日：2012-10-25

  In one aspect, the present invention provides a method of treating breast cancer that is negative for ER, PR, and HER2, comprising administering to a subject at least one iodonitrobenzamide. In another aspect, the present invention provides a method of treating breast cancer comprising administering to a subject at least one iodonitrobenzamide in combination with at least one anti-tumor agent.
• TREATMENT OF PEROXISOME BIOGENESIS DISORDER
  申请人：The Hospital for Sick Children

  公开号：US20170128479A1

  公开（公告）日：2017-05-11

  A method is described for treating a peroxisome biogenesis disorder by administering to an individual in need thereof an effective amount of an autophagy inhibitor. Uses, compositions, and commercial packages are also described. The peroxisome biogenesis disorder may be Zellweger syndrome, neonatal adrenoleukodystrophy, Refsum disease, or cerebrohepatorenal syndrome. The autophagy inhibitor may be chloroquine diphosphate; hydroxychloroquine sulfate; verteporfin; difluoromethylornithine; clarithromycin; clomipramine; desmethylclomipramine hydrochloride, anisomycin; Spautin-1; U0126; SP600125; Wortmannin; LY294002; Bafilomycin; Forskolin; Melatonin; 1-((2-(diethylamino)ethyl)amino)-4-methylthioxanthen-9-one; 1-(2-diethylaminoethylamino)-4-(hydroxymethyl)-9-thioxanthenone; or N-[[1-[[2-(diethylamino)ethyl]amino]-9-oxo-9H-thiaxanthen-4-yl]methyl]methanesulfonamide.