2-Methoxycarbonylsulfenyl-1-methyl-1-(2-naphthalenesulfonyl)hydrazine | 102235-44-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Methoxycarbonylsulfenyl-1-methyl-1-(2-naphthalenesulfonyl)hydrazine
• 英文别名: 2-[(methoxycarbonyl)sulfenyl]-1-mehyl-1-(2-naphthalenylsulfonyl)hydrazine；Methyl (2-methyl-2-naphthalen-2-ylsulfonylhydrazinyl)sulfanylformate
• CAS: 102235-44-9
• 化学式: C₁₃H₁₄N₂O₄S₂
• 分子量: 326.397
• InChiKey: MJELBRSWIBTIBV-UHFFFAOYSA-N

物化性质

• 熔点：
  91-92 °C (decomp)
• 沸点：
  484.8±28.0 °C(Predicted)
• 密度：
  1.407±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-萘磺酰氯 在 吡啶 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 4.25h， 生成 2-Methoxycarbonylsulfenyl-1-methyl-1-(2-naphthalenesulfonyl)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

• Novel 1-alkyl-1-sulfonyl-2-alkoxycarbonylsulfenylhydrazines having antineoplastic activity
  申请人：YALE UNIVERSITY

  公开号：EP0294238A1

  公开（公告）日：1988-12-07

  Compounds of the formula:     wherein R₁ is a lower alkyl of 1-6 carbon atoms, benzyl, phenyl or phenyl substituted by halogen, alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, amino, or carbonyl substituents, or -RN(R′)₂ wherein R and R′ are each independently alkyl of 1 to 4 carbon atoms; R₂ is a heterocycle or an aromatic substituent and each A is an aromatic substitution independently selected from the group consisting of hydrogen, alkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms, halogen, -NO₂, -NH₂, -COOH, and -NHCOCH₃. The compounds have been found to be alkylating agents having antineoplastic activity for use in inhibiting the growth of tumors.

  式中的化合物： 其中 R₁ 是 1-6 个碳原子的低级烷基、苄基、苯基或被卤素、1-4 个碳原子的烷氧基、1-4 个碳原子的烷基、氨基或羰基取代基取代的苯基，或 -RN(R′)₂，其中 R 和 R′各自独立地为 1-4 个碳原子的烷基； R₂ 是杂环或芳香取代基，每个 A 是独立选自氢、1-4 个碳原子的烷基、1-4 个碳原子的烷氧基、卤素、-NO₂、-NH₂、-COOH 和 -NHCOCH₃ 组成的组的芳香取代基。 已发现这些化合物是具有抗肿瘤活性的烷化剂，可用于抑制肿瘤的生长。
• SARTORELLI, ALAN C.;SHYAM, KRISHNAMURTHY;HRUBIEC, ROBERT T.
  作者：SARTORELLI, ALAN C.、SHYAM, KRISHNAMURTHY、HRUBIEC, ROBERT T.

  DOI：——

  日期：——
• 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：——
• US4849563A
  申请人：——

  公开号：US4849563A

  公开（公告）日：1989-07-18
• US4962114A
  申请人：——

  公开号：US4962114A

  公开（公告）日：1990-10-09