N-methyl-N-<(4-chlorophenyl)sulfonyl>hydrazide | 93061-86-0

• 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: N-methyl-N-<(4-chlorophenyl)sulfonyl>hydrazide
• 英文别名: 1-methyl-1-<(4-chlorophenyl)sulfonyl>hydrazine；4-chloro-Nmethylbenzenesulfonohydrazide；2-methyl-2-[(4-chlorophenyl)sulfonyl] hydrazine；4-chloro-N-methylbenzenesulfonohydrazide
• CAS: 93061-86-0
• 化学式: C₇H₉ClN₂O₂S
• 分子量: 220.68
• InChiKey: QSPDRUOFYOMPOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-methyl-N-<(4-chlorophenyl)sulfonyl>hydrazide 在 tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate 、 1-乙酸基-1,2-苯碘酰-3-(1H)-酮 作用下， 以 乙腈 为溶剂， 反应 14.0h， 生成 4-chloro-N-(1-(4-fluorophenyl)-1H-indol-2-yl)-N-methylbenzenesulfonamide
  参考文献：
  名称：

  高价碘试剂可实现（杂）芳烃与亚氨基苯乙酸的 C(sp2)–H 酰胺化

  摘要：

  含磺酰胺的（杂）芳烃广泛存在于生物活性分子中。在这里，我们报告了通过 C(sp 2 )-H 酰胺化从台式稳定的酰胺基-亚氨基苯乙酸合成磺胺基（杂）芳烃。高价碘试剂共价活化亚氨基苯乙酸，在温和的光催化氧化条件下容易产生磺胺自由基。多样化的吲哚、吡咯、咪唑并吡啶和稠合芳烃经过 C(sp 2 )-H 酰胺化，具有优异的化学选择性和区域选择性。该反应在具有潜在生物学应用的中性水性条件下表现良好。

  DOI：

  10.1021/acs.orglett.2c02751
• 作为产物：
  描述：

  4-氯苯磺酰氯 、 甲基肼 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以49%的产率得到N-methyl-N-<(4-chlorophenyl)sulfonyl>hydrazide
  参考文献：
  名称：

  3-(substituted phenyl)-5-(thienyl or furyl)-1, 2, 4-triazole compounds

  摘要：

  3-(取代苯基)-5-(噻吩或呋喃基)-1,2,4-三唑化合物可用作杀虫剂和杀螨剂。还提供了用于制备这些化合物的新合成方法和中间体，含有这些化合物的农药组合物，以及使用这些化合物控制昆虫和螨虫的方法。

  公开号：

  US06015826A1

文献信息

• Process and intermediates for preparing 3-(substituted phenyl)-5-(thienyl or furyl)-1,2,4-triazole compounds
  申请人：Dow AgroSciences LLC

  公开号：US06262305B1

  公开（公告）日：2001-07-17

  3-(Substituted phenyl)-5-(thienyl or furyl)-1,2,4-triazole compounds are useful as insecticides and acaricides. New synthetic procedures and intermediates for preparing the compounds, pesticide compositions containing the compounds, and methods of controlling insects and mites using the compounds are also provided.

  3-(取代苯基)-5-(噻吩或呋喃基)-1,2,4-三唑化合物可用作杀虫剂和杀螨剂。还提供了制备该化合物的新合成方法和中间体、含有该化合物的农药组合物以及使用该化合物控制昆虫和螨类的方法。
• [EN] PESTICIDAL 3-(SUBSTITUTED PHENYL)-5-(THIENYL OR FURYL)-1,2,4-TRIAZOLES<br/>[FR] 3-(PHENYL SUBSTITUE)-5-(THIENYL OU FURYL)-1,2,4-TRIAZOLES PESTICIDES
  申请人：DOW AGROSCIENCES LLC

  公开号：WO1998047894A1

  公开（公告）日：1998-10-29

  (EN) 3-(Substituted phenyl)-5-(thienyl or furyl)-1,2,4-triazole compounds are useful as insecticides and acaricides. New synthetic procedures and intermediates for preparing the compounds, pesticide compositions containing the compounds, and methods of controlling insects and mites using the compounds are also provided.(FR) Cette invention se rapporte à des composés 3-(phényl substitué)-5-(thiényl ou furyl)-1,2,4-triazoles qui s'avèrent utiles en tant qu'insecticides et acaricides. Elle se rapporte également à de nouvelles procédures de synthèse et à des intermédiaires pour la préparation de ces composés, à des compositions pesticides contenant lesdits composés et à des procédés de lutte contre les insectes et les acariens qui font usage desdits composés.

  (CN) 3-（取代苯基）-5-（ thiophene或 furan 基）1,2,4-三azole类化合物对杀虫剂和捕食小甲虫非常有用。此外，还提供了一些新的合成工艺和中间体，用于合成这些化合物、包含这些化合物的杀虫剂组合，以及使用这些化合物进行防治昆虫和甲虫的方法。
• Relationship between structure and antineoplastic activity of (arylsulfonyl)hydrazones of 4-pyridinecarboxaldehyde
  作者：Krishnamurthy Shyam、Lucille A. Cosby、Alan C. Sartorelli

  DOI：10.1021/jm00379a027

  日期：1985.1

  The effects of various structural modifications on the antineoplastic activity of (arylsulfonyl)hydrazones of 4-pyridinecarboxaldehyde were examined in mice bearing either Sarcoma 180 or P388 leukemia. The introduction of different functional groups into the phenyl ring of the benzenesulfonyl moiety did not alter tumor inhibitory activity appreciably, and the pyridine ring could be replaced by 4-nitrobenzene without loss of antineoplastic activity. However, the aldehyde proton and the hydrazone proton alpha to the sulfonyl group were essential, and their substitution resulted in inactive anticancer agents.
• 1,2-Bis(sulfonyl)hydrazines. 3. Effects of structural modification on antineoplastic activity
  作者：Krishnamurthy Shyam、Robert T. Hrubiec、Ryosuke Furubayashi、Lucille A. Cosby、Alan C. Sartorelli

  DOI：10.1021/jm00394a040

  日期：1987.11

  A series of 1,2-bis(sulfonyl)hydrazines was synthesized and evaluated for antineoplastic activity against the L1210 leukemia and the B16 melanoma. The most active agent to emerge from this study, 1,2-bis(methylsulfonyl)-1-methylhydrazine, produced a maximum % T/C for mice bearing the L1210 leukemia or the B16 melanoma of 340% and 278%, respectively. Two N-chloroethyl analogues, conceived as bifunctional alkylating agents, were also synthesized and evaluated for antineoplastic activity against the L1210 leukemia and the B16 melanoma. Although such a modification resulted in retention of antineoplastic activity against both tumor cell lines, it did not result in enhanced antineoplastic activity.
• 1,2-Bis(arylsulfonyl)hydrazines. 2. The influence of arenesulfonyl and aralkylsulfonyl substituents on antitumor and alkylating activity
  作者：Krishnamurthy Shyam、Lucille A. Cosby、Alan C. Sartorelli

  DOI：10.1021/jm00157a041

  日期：1986.7

  Several 1,2-bis(arylsulfonyl)-1-methylhydrazines were synthesized and evaluated for antineoplastic activity against the L1210 leukemia. The most active compound to emerge from this study, 2-[(4-chlorophenyl)sulfonyl]-1-methyl-1-(4-tolylsulfonyl)hydrazine , increased the survival time of tumor-bearing mice by 88%. The alkylating activity of the synthesized analogues and several compounds reported earlier was determined by measuring the absorbance at 540 nm of the alkylated product of 4-(4-nitrobenzyl)pyridine. The results obtained support the concept that the ability to alkylate is a necessary but not a sufficient condition for the expression of antitumor activity by agents of this class.