1-methyl-1-(2-naphthalenylsulfonyl)hydrazine | 102235-45-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-methyl-1-(2-naphthalenylsulfonyl)hydrazine
• 英文别名: N-methylnaphthalene-2-sulfonohydrazide
• CAS: 102235-45-0
• 化学式: C₁₁H₁₂N₂O₂S
• 分子量: 236.294
• InChiKey: ZICBZTBAOYCFGD-UHFFFAOYSA-N

物化性质

• 沸点：
  429.2±28.0 °C(Predicted)
• 密度：
  1.340±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  氯化甲氧羰基硫 、 1-methyl-1-(2-naphthalenylsulfonyl)hydrazine 在 吡啶 作用下， 以 乙醚 为溶剂， 反应 0.25h， 以85%的产率得到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
• 作为产物：
  描述：

  甲基肼 、 2-萘磺酰氯 以 四氢呋喃 为溶剂， 反应 4.0h， 以79%的产率得到1-methyl-1-(2-naphthalenylsulfonyl)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

• 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.
• 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：——
• SHYAM, KRISHNAMURTHY;HRUBIEC, ROBERT T.;FURUBAYASHI, RYOSUKE;COSBY, LUCIL+, J. MED. CHEM., 30,(1987) N 11, 2157-2161
  作者：SHYAM, KRISHNAMURTHY、HRUBIEC, ROBERT T.、FURUBAYASHI, RYOSUKE、COSBY, LUCIL+

  DOI：——

  日期：——
• US4892887A
  申请人：——

  公开号：US4892887A

  公开（公告）日：1990-01-09