2-chloro-N-(4-chlorophenyl)-5-nitrobenzamide | 54253-05-3

• 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-chloro-N-(4-chlorophenyl)-5-nitrobenzamide
• CAS: 54253-05-3
• 化学式: C₁₃H₈Cl₂N₂O₃
• 分子量: 311.124
• InChiKey: YLRYDYDEPZYJCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-N-(4-chlorophenyl)-5-nitrobenzamide 在 sodium hydroxide 作用下， 生成 2-氯-5-硝基苯甲酸
  参考文献：
  名称：

  Nagarajan,K. et al., Indian Journal of Chemistry, 1974, vol. 12, p. 236 - 246

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-5-硝基苯甲酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-chloro-N-(4-chlorophenyl)-5-nitrobenzamide
  参考文献：
  名称：

  新型二苯甲酮衍生物的合成及其抗肿瘤活性。

  摘要：

  合成了新型的二苯甲酮衍生物，并筛选了其细胞毒性和抗肿瘤活性。使用弗瑞德-克来福特（Friedel-Crafts）缩合反应构建二苯甲酮骨架。在合成的化合物中，吗啉代和硫代吗啉代二苯甲酮3a-d在体外对P388鼠白血病和PC-6人肺癌细胞表现出有效的细胞毒活性，而化合物3a，3c和3j腹膜内给药对它们具有显着的抗肿瘤活性。腹膜内接种小鼠P388细胞引起的恶性腹水。

  DOI：

  10.1248/cpb.45.1470

文献信息

• One Pot Regioselective Synthesis of a Small Library of Dibenzo[<i>b</i>,<i>f</i>][1,4]thiazepin-11(10<i>H</i>)-ones via Smiles Rearrangement
  作者：Yongmei Zhao、Qiaoling Dai、Zhi Chen、Qihui Zhang、Yongcheng Bai、Chen Ma

  DOI：10.1021/co300139s

  日期：2013.2.11

  A facile and efficient method has been developed for the synthesis of a small library of dibenzo[b,f][1,4]thiazepin-11(10H)-ones via Smiles rearrangement. Compounds were obtained in excellent isolated yields (70%–92%) under metal-free conditions. More specifically, this transition metal-free process relates to an environmentally friendly, economical, and efficient method for preparing benzoic-fused

  已经开发了一种通过Smiles重排合成小的二苯并[ b，f ] [1,4] thiazepin-11（10 H）-ones小型文库的简便有效方法。在无金属条件下，化合物的分离产率极高（70％–92％）。更具体地说，这种无过渡金属的方法涉及制备苯并稠合的七元内酰胺的环保，经济和有效的方法。
• Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
  申请人：Dow AgroSciences LLC

  公开号：US10219516B2

  公开（公告）日：2019-03-05

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  本公开涉及对节肢动物门、软体动物门和线虫动物门害虫具有杀虫作用的分子、生产此类分子的工艺、用于此类工艺的中间体、含有此类分子的杀虫组合物以及使用此类杀虫组合物对付此类害虫的工艺。这些杀虫组合物可用作杀螨剂、杀虫剂、杀螨剂、杀软体动物剂和杀线虫剂等。本文公开了具有下式（"式一"）的分子。
• Synthesis and antiviral activity of sulfonamidobenzophenone oximes and sulfonamidobenzamides
  作者：Masaru Ogata、Hiroshi Matsumoto、Sumio Shimizu、Shiro Kida、Toru Wada、Motoo Shiro、Kosaburo Sato

  DOI：10.1021/jm00153a018

  日期：1986.3

  To find antiviral agents, various sulfonamidobenzophenone oximes (II) were synthesized from the appropriate m-sulfonamidobenzophenones by hydroxylamine reaction. The reaction products were generally obtained as syn/anti mixtures which were separable by fractional crystallization. The anti isomer had more potent antipoliovirus activity than the syn isomer. Various sulfonamidobenzamides (III) which were structurally related to II were synthesized by the reactions of amino-substituted benzamides with sulfuryl chloride or amines with (aminosulfonyl)benzoyl chloride. Antiviral activity was examined by the plaque-inhibition test. Compounds 5, 36, and 69 exhibited strong antipicornavirus activity. The structure-activity relationships are discussed.
• Acylthiourea, Acylurea, and Acylguanidine Derivatives with Potent Hedgehog Inhibiting Activity
  作者：Antonio Solinas、Hélène Faure、Hermine Roudaut、Elisabeth Traiffort、Angèle Schoenfelder、André Mann、Fabrizio Manetti、Maurizio Taddei、Martial Ruat

  DOI：10.1021/jm2013369

  日期：2012.2.23

  The Smoothened (Smo) receptor is the major transducer of the Hedgehog (Hh) signaling pathway. On the basis of the structure of the acylthiourea Smo antagonist (MRT-10), a number of different series of analogous compounds were prepared by ligand-based structural optimization. The acylthioureas, originally identified as actives, were converted into the corresponding acylureas or acylguanidines. In each series, similar structural trends delivered potent compounds with IC50 values in the nanomolar range with respect to the inhibition of the Hh signaling pathway in various cell-based assays and of BODIPY-cyclopamine binding to human Smo. The similarity of their biological activities, in spite of discrete structural differences, may reveal the existence of hydrogen-bonding interactions between the ligands and the receptor pocket. Biological potency of compounds 61, 72, and 86 (MRT-83) were comparable to those of the clinical candidate GDC-0449. These findings suggest that these original molecules will help delineate Smo and Hh functions and can be developed as potential anticancer agents.
• Optimization of Chloronitrobenzamides (CNBs) as Therapeutic Leads for Human African Trypanosomiasis (HAT)
  作者：Jong Yeon Hwang、David Smithson、Fangyi Zhu、Gloria Holbrook、Michele C. Connelly、Marcel Kaiser、Reto Brun、R. Kiplin Guy

  DOI：10.1021/jm301687p

  日期：2013.4.11

  We previously reported the discovery of the activity of chloronitrobenzamides (CNBs) against bloodstream forms of Trypanosoma brucei. Herein we disclose extensive structure activity relationship and structure property relationship studies aimed at identification of tractable early leads for clinical development. These studies revealed a promising lead compound, 17b, that exhibited nanomolar potency against T. brucei (EC50 = 27 nM for T. b. brucei, 7 nM for T. b. rhodesiense, and 2 nM for T. b. gambiense) with excellent selectivity for parasite cells relative to mammalian cell lines (EC50 > 25 mu M). In addition compound 17b displayed suitable physiochemical characteristics and microsomal stability (t(1/2) > 4 h for human and mouse) to justify pursuing in vivo studies.