2-[(1E)-isopropylmethylidene]toluenesulfonyl-hydrazone | 888071-70-3

• 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-[(1E)-isopropylmethylidene]toluenesulfonyl-hydrazone
• 英文别名: 4-methyl-N-[(E)-2-methylpropylideneamino]benzenesulfonamide
• CAS: 888071-70-3
• 化学式: C₁₁H₁₆N₂O₂S
• 分子量: 240.326
• InChiKey: XDBZTMINELTCCX-XYOKQWHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Diphenylphosphine oxide 、 2-[(1E)-isopropylmethylidene]toluenesulfonyl-hydrazone 以86%的产率得到
  参考文献：
  名称：

  BERTZ S. H.; DABBAGH G., J. AMER. CHEM. SOC., 1981, 103, NO 19, 5932-5934

  摘要：

  DOI：
• 作为产物：
  描述：

  N'-(1-diphenylphosphoryl-2-methylpropyl)-4-methylbenzenesulfonohydrazide 生成 2-[(1E)-isopropylmethylidene]toluenesulfonyl-hydrazone
  参考文献：
  名称：

  BERTZ S. H.; DABBAGH G., J. AMER. CHEM. SOC., 1981, 103, NO 19, 5932-5934

  摘要：

  DOI：

文献信息

• Transition-Metal-Free Sulfoximidation of Sulfonylhydrazones for the Synthesis of N-Sulfanylidenehydrazonamides
  作者：Tianming Huang、Muhammad Suleman、Zhengyu Xu、Li Wei、Yi Yang、Ming Zhang、Zhiyuan Chen

  DOI：10.1021/acs.orglett.4c02170

  日期：2024.8.9

  reagents. A library of novel N-sulfaneylidenehydrazonamides was constructed via chemoselective C–N bond formation reactions at aldehyde C–H bonds of sulfonyl hydrazones in the presence of a base. The reaction demonstrated broad substrate group diversity under exceedingly mild reaction conditions, and excellent yields were achieved at room temperature.

  在此，我们报道了磺酰腙与高价碘（III）试剂的无过渡金属C-H键磺酰亚胺化反应方案。在碱存在下，通过磺酰腙的醛 C-H 键上的化学选择性 C-N 键形成反应，构建了新型N-亚磺基腙酰胺库。该反应在极其温和的反应条件下表现出广泛的底物基团多样性，并且在室温下实现了优异的产率。
• Design, Synthesis, and in Vivo SAR of a Novel Series of Pyrazolines as Potent Selective Androgen Receptor Modulators
  作者：Xuqing Zhang、Xiaojie Li、George F. Allan、Tifanie Sbriscia、Olivia Linton、Scott G. Lundeen、Zhihua Sui

  DOI：10.1021/jm0613976

  日期：2007.8.1

  A novel series of pyrazolines 2 have been designed, synthesized, and evaluated by in vivo screening as tissue-selective androgen receptor modulators (SARMs). Structure- activity relationships (SAR) were investigated at the R-1 to R-6 positions as well as the core pyrazoline ring and the anilide linker. Overall, strong electron-withdrawing groups at the RI and 2 positions and a small group at the R1 and RI position are optimal for AR agonist activity. The (S)-isomer of 7c exhibits more potent AR agonist activity than the corresponding (R)-isomer. (S)-7c exhibited an overall partial androgenic effect but full anabolic effect via oral administration in castrated rats. It demonstrated a noticeable antiandrogenic effect on prostate in intact rats with endogenous testosterone. Thus, (S)-7c is a tissue-selective nonsteroidal androgen receptor modulator with agonist activity on muscle and mixed agonist and antagonist activity on prostate.
• Silver(I)-Catalyzed Facile Synthesis of Pyrazoles From Propargyl <i>N</i>-Sulfonylhydrazones
  作者：Young Tak Lee、Young Keun Chung

  DOI：10.1021/jo800663g

  日期：2008.6.1

  A silver(I)-catalyzed facile formation of pyrazoles from propargyl N-sulfonylhydrazones has been disclosed. During the reaction, a migration of sulfonyl groups (Ts, Ms) was observed. Good functional group compatibility was observed under mild reaction conditions (at room temperature for 3-5 h). This methodology allows for the efficient and regioselective synthesis of 1,3- and 1,5-disubstituted and 1,3,5-trisubstituted pyrazoles.
• REESE, C. B.;SANDERS, H. P., J. CHEM. SOC. PERKIN TRANS., 1982, N 11, 2719-2724
  作者：REESE, C. B.、SANDERS, H. P.

  DOI：——

  日期：——
• BERTZ, S. H.;DABBAGH, G., J. ORG. CHEM., 1983, 48, N 1, 116-119
  作者：BERTZ, S. H.、DABBAGH, G.

  DOI：——

  日期：——