1-<(4-bromomethylphenyl)sulfonyl>-1-methylhydrazine | 102235-41-6

• 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-<(4-bromomethylphenyl)sulfonyl>-1-methylhydrazine
• 英文别名: 1-[(4-bromomethylphenyl)sulfonyl]-1-methylhydrazine；4-bromo-N-methylbenzenesulfonohydrazide
• CAS: 102235-41-6
• 化学式: C₇H₉BrN₂O₂S
• 分子量: 265.131
• InChiKey: NYTZOJFNHDYGCI-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：

  1-<(4-bromomethylphenyl)sulfonyl>-1-methylhydrazine 、 乙基磺酰氯 在 吡啶 作用下， 以6%的产率得到C₉H₁₃BrN₂O₄S₂
  参考文献：
  名称：

  1,2-Bis(sulfonyl)hydrazines. 3. Effects of structural modification on antineoplastic activity

  摘要：

  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.

  DOI：

  10.1021/jm00394a040
• 作为产物：
  描述：

  甲基肼 、 4-溴苯磺酰氯 以 四氢呋喃 为溶剂， 反应 4.0h， 以92%的产率得到1-<(4-bromomethylphenyl)sulfonyl>-1-methylhydrazine
  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

• 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：——