3-硝基-N-[4-(三氟甲基)苯基]苯磺酰胺,97 | 312-49-2

• 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-硝基-N-[4-(三氟甲基)苯基]苯磺酰胺,97
• 英文名称: N-(4-trifluoromethylphenyl)-3-nitrobenzenesulfonamide
• 英文别名: N-(p-Trifluoromethylphenyl)-m-nitrobenzenesulfonamide；3-nitro-benzenesulfonic acid-(4-trifluoromethyl-anilide)；3-Nitro-benzolsulfonsaeure-(4-trifluormethyl-anilid)；3-nitro-N-(4-trifluoromethyl-phenyl)-benzene-sulfonamide；3-nitro-N-[4-(trifluoromethyl)phenyl]benzenesulfonamide
• CAS: 312-49-2
• 化学式: C₁₃H₉F₃N₂O₄S
• mdl: MFCD02655872
• 分子量: 346.287
• InChiKey: LMSKADWWFBBOPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  对三氟甲基苯胺 、 3-硝基苯磺酰氯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 3-硝基-N-[4-(三氟甲基)苯基]苯磺酰胺,97
  参考文献：
  名称：

  Antifungal Activities ofN-Arylbenzenesulfonamides against Phytopathogens and Control Efficacy on Wheat Leaf Rust and Cabbage Club Root Diseases

  摘要：

  合成了一系列N-芳基苯磺酰胺，在芳香胺和苯磺酰位点具有不同取代基，并测定了其对一些植物病原真菌（如极限轮枝菌、辣椒疫霉、双鞭毛菌和灰霉菌）的体外抗真菌活性。化合物3、4、8、9、10、14、16、18、20、21、24和27对所测试的植物病原真菌表现出广泛的抗真菌活性，其中50%抑制浓度（ED50）在3-15 μg/ml范围内。基于体外活性，选择了六种衍生物（3、4、10、18、21和27）进行进一步的体内杀真菌效率测试。化合物10、21和27在50 μg/ml浓度下对小麦叶锈病的病害控制率超过85%，而4则对甘蓝根肿病具选择性。

  DOI：

  10.1271/bbb.66.2677

文献信息

• Amidines. VIII. A kinetic study of alcoholysis of N1-arenesulfonyl-N1,N2-diarylacetamidines.
  作者：Machiko ONO、Reiko TODORIKI、Shinzo TAMURA

  DOI：10.1248/cpb.39.558

  日期：——

  Alcoholysis of N1-Arenesulfonyl-N1, N2-diarylacetamidines (1-30) was studied kinetically. The rate of the reaction between the substrates and ethoxide ion depended on the electron-withdrawing resonance effect of the substituents on both the N1-aryl and N2-aryl groups to a similar extent. The rate of the neutral alcoholysis depended on the resonance effect of the N1-aryl substituent to a larger extent than in the former reaction, and depended hardly at all on the electron-releasing resonance effect of the N2-aryl substituent, showing that the reaction does not proceed by the solvolysis mechanism.A reaction mechanism is proposed in which the rate-determining attack of the nucleophile is accompanied by the concerted departure of the N-arylarenesulfonamide group.

  对 N1-壬磺酰基-N1，N2-二芳基乙酰胺（1-30）的醇解进行了动力学研究。底物与乙氧离子的反应速率在类似程度上取决于 N1 芳基和 N2 芳基上取代基的吸电子共振效应。与前一种反应相比，中性醇解反应的速率在更大程度上取决于 N1-芳基取代基的共振效应，而几乎不取决于 N2-芳基取代基的电子释放共振效应，这表明该反应不是通过溶解机理进行的。
• [EN] BISARYLSULFONAMIDE COMPOUNDS AND THEIR USE IN CANCER THERAPY<br/>[FR] COMPOSES DE BISARYLSULFONAMIDE ET LEUR UTILISATION DANS LE TRAITEMENT DU CANCER
  申请人：CYCLACEL LTD

  公开号：WO2004005278A1

  公开（公告）日：2004-01-15

  The present invention relates to the use of bisarylsulfonamide compounds of formula (I) wherein W is a CI-5 branched or unbranched alkyl group or a C2-5 alkenyl group; nis0or1; R1 is H, a C, 1-8 branched or unbranched alkyl group, a C2-8 alkenyl group, or an aryl or aralkyl group; Ar1 is a substituted thienyl, furyl, pyrrolyl, imidazothiazolyl, thiazolyl, pyridyl or phenyl group; and Ar2 is a substituted phenyl, indolyl or benzoimidazolyl group; in the preparation of a medicament for treating proliferative disorders. Further aspects of the invention relate to compounds of formula (I), pharmaceutical compositions thereof, and an assay for determining binding to HDM2.

  本发明涉及使用公式（I）中的双芳基磺酰胺化合物，其中W是CI-5支链或直链烷基或C2-5烯基基团；n为0或1；R1为H，C1-8支链或直链烷基，C2-8烯基基团，或芳基或芳基烷基团；Ar1为取代噻吩基，呋喃基，吡咯基，咪唑硫唑基，噻唑基，吡啶基或苯基；Ar2为取代苯基，吲哚基或苯并咪唑基团，在制备用于治疗增殖性疾病的药物方面。本发明的其他方面涉及公式（I）的化合物，其制药组合物以及用于确定与HDM2结合的测定方法。
• Bisarylsulfonamide compounds and their use in cancer therapy
  申请人：Wang Shudong

  公开号：US20050215548A1

  公开（公告）日：2005-09-29

  The present invention relates to the use of bisarylsulfonamide compounds of formula I wherein W is a C 1-5 branched or unbranched alkyl group or a C 2-5 alkenyl group; n is 0 or 1; R 1 is H, a C 1-8 branched or unbranched alkyl group, a C 2-8 alkenyl group, or an aryl or aralkyl group; Ar 1 is a substituted thienyl, furyl, pyrrolyl, imidazothiazolyl, thiazolyl, pyridyl or phenyl group; and Ar 2 is a substituted phenyl, indolyl or benzoimidazolyl group; in the preparation of a medicament for treating proliferative disorders. Further aspects of the invention relate to compounds of formula I, pharmaceutical compositions thereof, and an assay for determining binding to HDM2.

  本发明涉及式 I 双芳磺酰胺化合物的用途 其中 W 是 C 1-5 支链或未支链烷基或 C 2-5 烯基；n 为 0 或 1； R 1 是 H、C 1-8 支链或未支链烷基、C 2-8 烯基、芳基或芳烷基； Ar 1 是取代的噻吩基、呋喃基、吡咯基、咪唑噻唑基、噻唑基、吡啶基或苯基；以及 Ar 2 是取代的苯基、吲哚基或苯并咪唑基；用于制备治疗增生性疾病的药物。本发明的其他方面涉及式 I 的化合物、其药物组合物以及确定与 HDM2 结合的检测方法。
• BISARYLSULFONAMIDE COMPOUNDS AND THEIR USE IN CANCER THERAPY
  申请人：Cyclacel Limited

  公开号：EP1519932A1

  公开（公告）日：2005-04-06
• Antifungal Activities of<i>N</i>-Arylbenzenesulfonamides against Phytopathogens and Control Efficacy on Wheat Leaf Rust and Cabbage Club Root Diseases
  作者：Jae Gon KANG、Jong Hyun HUR、Sung Jun CHOI、Gyung Ja CHOI、Kwang Yun CHO、Leonid N. TEN、Ki Hun PARK、Kyu Young KANG

  DOI：10.1271/bbb.66.2677

  日期：2002.1

  A set of N-arylbenzenesulfonamides with various substituents at the arylamine and benzenesulfonyl positions were prepared, and their antifungal properties were measured in vitro against such plant pathogenic fungi as Pythium ultimum, Phytophthora capsici, Rhizoctonia solani, and Botrytis cinerea. Compounds 3, 4, 8, 9, 10, 14, 16, 18, 20, 21, 24 and 27 had antifungal activity over a broad spectrum of the phytopathogenic fungi tested, where 50% of inhibition (ED50) was in the range of 3-15 μg/ml. Based on the in vitro activity, six derivatives (3, 4, 10, 18, 21 and 27) were selected and tested further for their fungicidal efficacy in vivo. The fungicidal efficacy of 10, 21 and 27 had a disease control value of over 85% at 50 μg/ml against wheat leaf rust, while that of 4 was selective against cabbage club root disease.

  合成了一系列N-芳基苯磺酰胺，在芳香胺和苯磺酰位点具有不同取代基，并测定了其对一些植物病原真菌（如极限轮枝菌、辣椒疫霉、双鞭毛菌和灰霉菌）的体外抗真菌活性。化合物3、4、8、9、10、14、16、18、20、21、24和27对所测试的植物病原真菌表现出广泛的抗真菌活性，其中50%抑制浓度（ED50）在3-15 μg/ml范围内。基于体外活性，选择了六种衍生物（3、4、10、18、21和27）进行进一步的体内杀真菌效率测试。化合物10、21和27在50 μg/ml浓度下对小麦叶锈病的病害控制率超过85%，而4则对甘蓝根肿病具选择性。