4-amino-3,5-dinitrobenzenesulfonyl chloride | 42760-43-0

• 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: 4-amino-3,5-dinitrobenzenesulfonyl chloride
• 英文别名: 4-amino-3,5-dinitrosulfonylchloride；4-amino-3,5-dinitro-benzenesulfonyl chloride；4-Amino-3,5-dinitro-benzolsulfonylchlorid；3.5-Dinitrosulfanilylchlorid
• CAS: 42760-43-0
• 化学式: C₆H₄ClN₃O₆S
• 分子量: 281.633
• InChiKey: QPPCKCYMESOOPN-UHFFFAOYSA-N

物化性质

• 熔点：
  155-157 °C(Solv: benzene (71-43-2))
• 沸点：
  459.0±45.0 °C(Predicted)
• 密度：
  1.852±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 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：
  160
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-amino-3,5-dinitrobenzenesulfonyl chloride 在 盐酸 、 tin(ll) chloride 作用下， 生成 5-methylsulfanyl-benzene-1,2,3-triyltriamine
  参考文献：
  名称：

  Metabolite Analogs. IV. Preparation of Some Sulfur-containing Benzimidazoles with Substituents on the 4(7)- and 6(5)-Positions¹

  摘要：

  DOI：

  10.1021/ja01626a055
• 作为产物：
  描述：

  2,6-二硝基苯胺 在 氯磺酸 作用下， 反应 2.0h， 以6.10 g的产率得到4-amino-3,5-dinitrobenzenesulfonyl chloride
  参考文献：
  名称：

  发现一系列新型的N-苯基二氢吲哚啉-5-磺酰胺衍生物，它们是有效，选择性和口服可生物利用的酰基CoA：单酰基甘油酰基转移酶2抑制剂。

  摘要：

  酰基辅酶A：单酰基甘油酰基转移酶-2（MGAT2）作为治疗肥胖症和代谢性疾病的新靶标引起了人们的兴趣。从具有中等抑制MGAT2效力的N-苯基苯磺酰胺衍生物1开始，我们探索了疏水基团在1位的有效位置，以增强MGAT2抑制活性。将疏水基团移至相邻位置，然后引入双环中心核以限制取代基的方向，制得N-苯基二氢吲哚-5-磺酰胺衍生物10b，其IC 50表现出显着提高的效能。值为1.0 nM。该化合物还对相关的酰基转移酶（MGAT3，DGAT1，DGAT2和ACAT1）表现出优异的选择性（大于30,000倍）。随后的优化工作旨在改善药代动力学特性，从而鉴定出5-[（2,4-二氟苯基）氨磺酰基] -7-（2-氧吡咯烷-1-基）-N- [4-（三氟甲基）苯基具有强大的MGAT2抑制活性（IC 50 = 3.4 nM）和高口服生物利用度（F = 52％，小鼠）的] -2,3-二氢-1 H-吲哚-1-羧酰胺（

  DOI：

  10.1021/acs.jmedchem.5b00178

文献信息

• Sulphonhydrazides and related compounds. Part VII. Some substituted sulphanilyl hydrazides
  作者：R. J. W. Cremlyn

  DOI：10.1039/j39670000077

  日期：——

  In a search for new pest-control agents, the following substituted sulphanilyl hydrazides have been prepared: 2- and 3-chloro; 2,5- and 3,5-dichloro; 3-nitro; 3,5-dinitro and 2,5-dimethoxy. Diphenyl ether 4,4′-bis-sulphonhydrazide and the 4-bromodiphenyl ether 4′-sulphonhydrazide are also described. The hydrazides have been converted into a number of derivatives (e.g., hydrazones, azides). A brief

  为了寻找新的害虫防治剂，已经制备了以下取代的磺酰苯胺酰肼：2-和3-氯；2,5-和3,5-二氯; 3-硝基; 3，5-二硝基和2，5-二甲氧基。还描述了二苯醚4,4'-双磺酰肼和4-溴二苯醚4'-磺酰肼。酰肼已经被转化为许多衍生物（例如，酰肼，叠氮化物）。简要介绍了氯磺化的相对容易程度和方向。
• Synthesis of SMZ derivatives and investigation of effects on germination, root,and plant growth ofArabidopsis thalianaL.
  作者：Tuğba GÜNGÖR、Ferah CÖMERT ÖNDER、Fatih SEZER、Aslıhan ÖZBİLEN、Kemal Melih TAŞKIN、Mehmet AY

  DOI：10.3906/kim-1901-27

  日期：——

  A series of sulfonamide derivatives were synthesized by reactions with various functional groups containing benzenesulfonyl chlorides and aniline derivatives under different substitution reaction conditions. The structures of SMZ derivatives were confirmed with melting point, FT-IR, $^1}$H NMR, $^13}$C NMR, and LC-MS/MS techniques. In order to investigate the cytotoxic effects of these derivatives, we used a model plant species. The synthesized compounds (S1-S5) and sulfamethazine (SMZ) as a positive control were applied to Arabidopsis thaliana seeds. Our results indicated that S3 and S4 induced shorter roots and lower wet weight in plants. Plants treated with S2 and S5 showed no growth effects, similar to the untreated control group, while S1 slightly reduced root length and wet weight. These results suggest that S3 and the newly synthesized S4 derivatives have potential for use as herbicides since they possess cytotoxic effects on A. thaliana plants.

  在不同的取代反应条件下，通过与含有苯磺酰氯和苯胺衍生物的各种官能团反应，合成了一系列磺酰胺衍生物。通过熔点、傅立叶变换红外光谱、^1}$H NMR、^13}$C NMR 和 LC-MS/MS 技术确认了 SMZ 衍生物的结构。为了研究这些衍生物的细胞毒性作用，我们使用了一种模式植物物种。将合成的化合物（S1-S5）和作为阳性对照的磺胺二甲嘧啶（SMZ）应用于拟南芥种子。结果表明，S3 和 S4 会导致植物根系变短，湿重降低。用 S2 和 S5 处理的植物与未处理的对照组相似，对生长没有影响，而 S1 则略微减少了根的长度和湿重。这些结果表明，S3 和新合成的 S4 衍生物有可能用作除草剂，因为它们对大丽花植物具有细胞毒性作用。
• [EN] ORGANIC COMPOUND, CRYSTAL DIELECTRIC LAYER AND CAPACITOR BACKGROUND<br/>[FR] COMPOSÉ ORGANIQUE, COUCHE DIÉLECTRIQUE CRISTALLINE ET ARRIÈRE-PLAN DE CONDENSATEUR
  申请人：CAPACITOR SCIENCES INC

  公开号：WO2017070249A1

  公开（公告）日：2017-04-27

  The present disclosure provides an organic compound characterized by electronic polarizability and having a following general structural formula: where Core is an aromatic polycyclic conjugated molecule, R1 is group providing solubility of the organic compound in an organic solvent, n is 1, 2, 3, 4, 5, 6, 7 or 8, R2 is substitute located in apex positions, R3 and R4 are substitutes located in side (lateral) positions and, the core has flat anisometric form and the R2 substitutes are selected from hydrogen and electrophilic groups (acceptors) and R3 substitutes and R4 substitutes are independently selected from hydrogen and nucleophilic groups (donors) or vice versa R3 substitutes and R4 substitutes are independently selected from hydrogen and nucleophilic groups (donors) and R2 substitutes are selected from hydrogen and electrophilic groups (acceptors), and the substitutes R2, R3 and R4 cannot all be hydrogen.

  本公开提供了一种有电子极化特性的有机化合物，其具有以下一般结构式：其中Core是芳香多环共轭分子，R1是提供有机化合物在有机溶剂中溶解性的基团，n为1、2、3、4、5、6、7或8，R2是位于顶点位置的取代基，R3和R4是位于侧（侧面）位置的取代基，核心具有扁平的非等轴形式，R2取代基可选择为氢和亲电团（受体），而R3取代基和R4取代基可独立选择为氢和亲核团（给体），或者R3取代基和R4取代基可独立选择为氢和亲核团（给体），而R2取代基可选择为氢和亲电团（受体），且取代基R2、R3和R4不能全部为氢。
• Organic compound, crystal dielectric layer and capacitor
  申请人：Capacitor Sciences Incorporated

  公开号：US10026553B2

  公开（公告）日：2018-07-17

  The present disclosure provides an organic compound characterized by electronic polarizability and having a following general structural formula: where Core is an aromatic polycyclic conjugated molecule, R1 is group providing solubility of the organic compound in an organic solvent, n is 1, 2, 3, 4, 5, 6, 7 or 8, R2 is substitute located in apex positions, R3 and R4 are substitutes located in side (lateral) positions and, the core has flat anisometric form and the R2 substitutes are selected from hydrogen and electrophilic groups (acceptors) and R3 substitutes and R4 substitutes are independently selected from hydrogen and nucleophilic groups (donors) or vice versa R3 substitutes and R4 substitutes are independently selected from hydrogen and nucleophilic groups (donors) and R2 substitutes are selected from hydrogen and electrophilic groups (acceptors), and the substitutes R2, R3 and R4 cannot all be hydrogen.

  本公开提供了一种有机化合物，其特点是具有电子极化性，并具有以下结构通式： 其中 Core 是芳香族多环共轭分子，R1 是提供有机化合物在有机溶剂中溶解度的基团，n 是 1、2、3、4、5、6、7 或 8，R2 是位于顶点位置的取代基，R3 和 R4 是位于侧（横向）位置的取代基，并且、核心具有扁平异形，R2 取代基选自氢和亲电基团（受体），R3 取代基和 R4 取代基独立选自氢和亲核基团（供体），反之亦然，R3 取代基和 R4 取代基独立选自氢和亲核基团（供体），R2 取代基选自氢和亲电基团（受体），且取代基 R2、R3 和 R4 不能都是氢。
• Antikinetoplastid antimitotic activity and metabolic stability of dinitroaniline sulfonamides and benzamides
  作者：Tesmol G. George、Jayaseharan Johnsamuel、Dawn A. Delfín、Adam Yakovich、Mitali Mukherjee、Mitch A. Phelps、James T. Dalton、Dan L. Sackett、Marcel Kaiser、Reto Brun、Karl A. Werbovetz

  DOI：10.1016/j.bmc.2006.04.017

  日期：2006.8

  N-1-Phenyl-3,5-dinitro-N-4,N-4-di-n-propylsulfanilamide (1) and N-1-phenyl-3,5-dinitro-N-4,N-4-di-n-butylsulfanilamide (2) show potent in vitro antimitotic activity against kinetoplastid parasites but display poor in vivo activity. Seventeen new dinitroaniline sulfonamide and eleven new benzamide analogs of these leads are reported here. Nine of the sulfonamides display in vitro IC50 values under 500 nM against African trypanosomes, and the most active antikinetoplastid compounds also inhibit the in vitro assembly of purified leishmanial tubulin with potencies similar to that of 2. While several of the potent compounds are rapidly degraded by rat liver S9 fractions in vitro, N-1-(3-hydroxy)phenyl-3,5-dinitro-N-4,N-4-di-n-butylsulfanilamide (21) displays an IC50 value of 260 nM against African trypanosomes in vitro and is more stable than 2 in the in vitro metabolism assay. (c) 2006 Elsevier Ltd. All rights reserved.