bis<2-<(6-aminohexyl)oxy>ethyl> disulfide | 108296-15-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: bis<2-<(6-aminohexyl)oxy>ethyl> disulfide
• 英文别名: bis[2-[(6-aminohexyl)oxy]ethyl] disulfide；6-[2-[2-(6-Aminohexoxy)ethyldisulfanyl]ethoxy]hexan-1-amine
• CAS: 108296-15-7
• 化学式: C₁₆H₃₆N₂O₂S₂
• 分子量: 352.606
• InChiKey: ZOKVUSBIZHDCCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis<2-<(6-aminohexyl)oxy>ethyl> disulfide 在 sodium tetrahydroborate 作用下， 以 甲醇 、 苯 为溶剂， 反应 15.5h， 生成 N-[(2-methoxyphenyl)methyl]-6-[2-[2-[6-[(2-methoxyphenyl)methylamino]hexoxy]ethyldisulfanyl]ethoxy]hexan-1-amine
  参考文献：
  名称：

  Structure-activity relationships among di- and tetramine disulfides related to benextramine

  摘要：

  The synthesis and irreversible alpha-blocking activity in the rat vas deferens of a series of tetra- and diamine disulfides 2-38, structural analogues of benextramine (BHC), are described. All compounds containing a central cystamine moiety displayed an irreversible alpha-adrenergic blockade at concentrations ranging from 10(-4) to 6 X 10(-6)M. Potency was increased in cystamines N,N'-disubstituted with 6-aminohexyl groups, especially when the outer nitrogen atoms bear arylalkyl substituents or are enclosed in a ring. However, N,N,N',N'-tetrasubstituted cystamines were poor blockers. Structural specificity in the outer portion of the tetramine disulfide is low, since many types of substituents gave rise to potent alpha-blockers. Even replacement of the outer amines with nonbasic ethers or amides was observed to maintain irreversible alpha-blockade.

  DOI：

  10.1021/jm00390a011
• 作为产物：
  描述：

  10-bromo-1-phenyl5-oxa-2-thiadecane 在 lithium aluminium tetrahydride 、 碘 、 sodium 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 8.67h， 生成 bis<2-<(6-aminohexyl)oxy>ethyl> disulfide
  参考文献：
  名称：

  Structure-activity relationships among di- and tetramine disulfides related to benextramine

  摘要：

  The synthesis and irreversible alpha-blocking activity in the rat vas deferens of a series of tetra- and diamine disulfides 2-38, structural analogues of benextramine (BHC), are described. All compounds containing a central cystamine moiety displayed an irreversible alpha-adrenergic blockade at concentrations ranging from 10(-4) to 6 X 10(-6)M. Potency was increased in cystamines N,N'-disubstituted with 6-aminohexyl groups, especially when the outer nitrogen atoms bear arylalkyl substituents or are enclosed in a ring. However, N,N,N',N'-tetrasubstituted cystamines were poor blockers. Structural specificity in the outer portion of the tetramine disulfide is low, since many types of substituents gave rise to potent alpha-blockers. Even replacement of the outer amines with nonbasic ethers or amides was observed to maintain irreversible alpha-blockade.

  DOI：

  10.1021/jm00390a011

文献信息

• ALVAREZ, M.;MAULEON, D.;PUJOL, M. D.;ROSELL, G.;SALAS, M. L., AN. QUIM. REAL. SOC. ESP. QUIM., 83,(1987) N 2, 155-161
  作者：ALVAREZ, M.、MAULEON, D.、PUJOL, M. D.、ROSELL, G.、SALAS, M. L.

  DOI：——

  日期：——
• ALVAREZ, M.;GRANADOS, R.;MAULEON, D.;ROSELL, G.;SALAS, M.;SALLES, J.;VALL+, J. MED. CHEM., 30,(1987) N 7, 1186-1193
  作者：ALVAREZ, M.、GRANADOS, R.、MAULEON, D.、ROSELL, G.、SALAS, M.、SALLES, J.、VALL+

  DOI：——

  日期：——
• Structure-activity relationships among di- and tetramine disulfides related to benextramine
  作者：M. Alvarez、R. Granados、D. Mauleon、G. Rosell、M. Salas、J. Salles、N. Valls

  DOI：10.1021/jm00390a011

  日期：1987.7

  The synthesis and irreversible alpha-blocking activity in the rat vas deferens of a series of tetra- and diamine disulfides 2-38, structural analogues of benextramine (BHC), are described. All compounds containing a central cystamine moiety displayed an irreversible alpha-adrenergic blockade at concentrations ranging from 10(-4) to 6 X 10(-6)M. Potency was increased in cystamines N,N'-disubstituted with 6-aminohexyl groups, especially when the outer nitrogen atoms bear arylalkyl substituents or are enclosed in a ring. However, N,N,N',N'-tetrasubstituted cystamines were poor blockers. Structural specificity in the outer portion of the tetramine disulfide is low, since many types of substituents gave rise to potent alpha-blockers. Even replacement of the outer amines with nonbasic ethers or amides was observed to maintain irreversible alpha-blockade.