1-[(methoxycarbonyl)sulfenyl]-2-[(4-methylphenyl)sulfonyl]hydrazine | 102235-46-1

• 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: 1-[(methoxycarbonyl)sulfenyl]-2-[(4-methylphenyl)sulfonyl]hydrazine
• 英文别名: Methyl [2-(4-methylphenyl)sulfonylhydrazinyl]sulfanylformate
• CAS: 102235-46-1
• 化学式: C₉H₁₂N₂O₄S₂
• 分子量: 276.337
• InChiKey: LCBVMQXLZWSYGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  氯化甲氧羰基硫 、 对甲苯磺酰肼 在 吡啶 作用下， 以 乙醚 为溶剂， 反应 0.25h， 以63%的产率得到1-[(methoxycarbonyl)sulfenyl]-2-[(4-methylphenyl)sulfonyl]hydrazine
  参考文献：
  名称：

  Synthesis and evaluation of 1-(arylsulfonyl)-2-[(methoxycarbonyl)sulfenyl]-1-methylhydrazines as antineoplastic agents

  摘要：

  1-(Arylsulfonyl)-2-[(methoxycarbonyl)sulfenyl]-1-methylhydrazines, with the potential to function as biological methylating agents, were synthesized and evaluated as antineoplastic agents against the L1210 leukemia and the B16 melanoma in mice. All of the compounds of this class had significant activity against the B16 melanoma, with the most active compound, 2-[(methoxycarbonyl)sulfenyl]-1-methyl-1-[(4- methylphenyl)sulfonyl]hydrazine, producing percent T/C values for B16 melanoma tumor bearing mice of between 182 and 232 at dosage levels of from 12.5 to 50 mg/kg daily for 6 consecutive days. In contrast to the related class of agents, the N,N'-bis(sulfonyl)hydrazines reported earlier by this laboratory,1 the 1-(arylsulfonyl)-2-[(methoxycarbonyl)sulfenyl]-1-methylhydrazines were found to be inactive against the L1210 leukemia in vivo.

  DOI：

  10.1021/jm00159a036

文献信息

• HRUBIEC R. T.; SHYAM KRISHNAMURTHY; COSBY L. A.; SARTORELLI A. C., J. MED. CHEM., 29,(1986) N 9, 1777-1779
  作者：HRUBIEC R. T.、 SHYAM KRISHNAMURTHY、 COSBY L. A.、 SARTORELLI A. C.

  DOI：——

  日期：——
• Synthesis and evaluation of 1-(arylsulfonyl)-2-[(methoxycarbonyl)sulfenyl]-1-methylhydrazines as antineoplastic agents
  作者：Robert T. Hrubiec、Krishnamurthy Shyam、Lucille A. Cosby、Alan C. Sartorelli

  DOI：10.1021/jm00159a036

  日期：1986.9

  1-(Arylsulfonyl)-2-[(methoxycarbonyl)sulfenyl]-1-methylhydrazines, with the potential to function as biological methylating agents, were synthesized and evaluated as antineoplastic agents against the L1210 leukemia and the B16 melanoma in mice. All of the compounds of this class had significant activity against the B16 melanoma, with the most active compound, 2-[(methoxycarbonyl)sulfenyl]-1-methyl-1-[(4- methylphenyl)sulfonyl]hydrazine, producing percent T/C values for B16 melanoma tumor bearing mice of between 182 and 232 at dosage levels of from 12.5 to 50 mg/kg daily for 6 consecutive days. In contrast to the related class of agents, the N,N'-bis(sulfonyl)hydrazines reported earlier by this laboratory,1 the 1-(arylsulfonyl)-2-[(methoxycarbonyl)sulfenyl]-1-methylhydrazines were found to be inactive against the L1210 leukemia in vivo.