2-[6-(Benzo[1,3]dioxol-5-ylmethoxy)-hexylamino]-ethanethiol | 116936-70-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-[6-(Benzo[1,3]dioxol-5-ylmethoxy)-hexylamino]-ethanethiol
• 英文别名: 2-[6-(1,3-Benzodioxol-5-ylmethoxy)hexylamino]ethanethiol
• CAS: 116936-70-0
• 化学式: C₁₆H₂₅NO₃S
• 分子量: 311.445
• InChiKey: SGJZUTPFMXMLBB-UHFFFAOYSA-N

物化性质

• 沸点：
  426.8±45.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[6-(Benzo[1,3]dioxol-5-ylmethoxy)-hexylamino]-ethanethiol 在 盐酸 、 potassium hexacyanoferrate(III) 作用下， 以 水 为溶剂， 反应 0.5h， 生成 [6-(Benzo[1,3]dioxol-5-ylmethoxy)-hexyl]-(2-{2-[6-(benzo[1,3]dioxol-5-ylmethoxy)-hexylamino]-ethyldisulfanyl}-ethyl)-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：

  1,6-二溴己烷 在 sodium hydride 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 11.5h， 生成 2-[6-(Benzo[1,3]dioxol-5-ylmethoxy)-hexylamino]-ethanethiol
  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：——