(S)-3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-1,2-propanediol | 85648-10-8

• 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: (S)-3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-1,2-propanediol
• 英文别名: (S) 3-[2-(3,4-dimethoxyphenyl)ethylamino]-1,2-propanediol；(S)-3-[2-(3,4-dimethoxyphenyl)ethylamino]-1,2-propanediol；(S)-3-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-1,2-propanediol；(2S)-3-{[2-(3,4-Dimethoxyphenyl)ethyl]amino}propane-1,2-diol；(2S)-3-[2-(3,4-dimethoxyphenyl)ethylamino]propane-1,2-diol
• CAS: 85648-10-8
• 化学式: C₁₃H₂₁NO₄
• mdl: MFCD16345726
• 分子量: 255.314
• InChiKey: MXBYDXCALGSKTG-NSHDSACASA-N

物化性质

• 熔点：
  52-56 °C(Solv: hexane (110-54-3))
• 沸点：
  442.3±45.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  71
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-1,2-propanediol 在 吡啶 、 sodium hydride 、 苯甲酸 作用下， 以 苯 为溶剂， 反应 23.75h， 生成
  参考文献：
  名称：

  .beta.1-Selective adrenoceptor antagonists: examples of the 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazole class

  摘要：

  A series of 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazoles is described. The compounds were investigated in vitro for beta-adrenoceptor antagonism, and several examples were found to be selective for the beta 1-adrenoceptor. The structure--activity relationship exhibited by this series of compounds is discussed. (S)-2-[p-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-hydroxypropoxy]phenyl]-4-(2 -thienyl)imidazole [(S)-13] was over 100 times more selective than atenolol for the beta 1-adrenergic receptor and has been selected for in-depth studies.

  DOI：

  10.1021/jm00361a004
• 作为产物：
  描述：

  (4S)-2,2-dimethyl-4[[2-(3,4-dimethoxyphenyl)ethylamino]methyl]-1,3-dioxolane 在 盐酸 作用下， 反应 18.0h， 生成 (S)-3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-1,2-propanediol
  参考文献：
  名称：

  .beta.1-Selective adrenoceptor antagonists: examples of the 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazole class

  摘要：

  A series of 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazoles is described. The compounds were investigated in vitro for beta-adrenoceptor antagonism, and several examples were found to be selective for the beta 1-adrenoceptor. The structure--activity relationship exhibited by this series of compounds is discussed. (S)-2-[p-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-hydroxypropoxy]phenyl]-4-(2 -thienyl)imidazole [(S)-13] was over 100 times more selective than atenolol for the beta 1-adrenergic receptor and has been selected for in-depth studies.

  DOI：

  10.1021/jm00361a004

文献信息

• .beta.-adrenergic blocking imidazolylphenoxy propanolamines
  申请人：Merck & Co., Inc.

  公开号：US04642311A1

  公开（公告）日：1987-02-10

  Substituted imidazoles and methods for their preparation are disclosed. These imidazoles, and their salts, exhibit pharmacological activity which includes antihypertensive activity and .beta.-adrenergic blocking activity. ##STR1##

  公开了取代咪唑和其制备方法。这些咪唑及其盐表现出药理活性，包括降压活性和β-肾上腺素受体阻滞活性。
• Process for preparing alkoxyalkyl-idenehydrazinopyridazine derivatives
  申请人：I.S.F. Socièta per Azioni

  公开号：EP0274409A2

  公开（公告）日：1988-07-13

  A process for preparing a compound of the formula (4): is described wherein R3 and R4 are both hydrogen or together are =CR1R2, where R1 is hydrogen or C1-3alkyl and R2 is Cl-3alkyl, carboxy or phenyl, which comprises reducing a compound of the formula (5) : wherein Ph is phenyl, X is WN or O wherein W is 3,4-di(MeO)Ph(CH2)2-; Y and Z are both hydrogen or together are a protecting group and thereafter : i) removing the triphenylmethyl group and any other protecting groups; il) when X is WN optionally reacting with R1R2CO or when X is O reacting with R1R2CO and converting the product so formed to an epoxide of the formula (9) : which is reacted with 3,4-dimethoxyphenethylamine, and thereafter optionally removing the CR1R2 group by hydrolysis.

  一种制备式(4)化合物的工艺： 所述，其中 R3 和 R4 均为氢或一起为＝CR1R2，其中 R1 为氢或 C1-3 烷基，R2 为 Cl-3烷基、羧基或苯基，该工艺包括还原式（5）化合物 ： 其中 Ph 是苯基，X 是 WN 或 O，其中 W 是 3,4-二(MeO)Ph(CH2)2-；Y 和 Z 都是氢或一起是保护基团，然后：i) 除去三苯甲基和任何其他保护基团；il) 当 X 是 WN 时，可选择与 R1R2CO 反应，或当 X 是 O 时，与 R1R2CO 反应，并将如此形成的产物转化为式 (9) ： 与 3,4-二甲氧基苯乙胺反应，然后选择性地通过水解去除 CR1R2 基团。
• BALDWIN, J. J.;DENNY, G. H.;HIRSCHMANN, R.;FREEDMAN, M. B.;PONTICELLO, G.+, J. MED. CHEM., 1983, 26, N 7, 950-957
  作者：BALDWIN, J. J.、DENNY, G. H.、HIRSCHMANN, R.、FREEDMAN, M. B.、PONTICELLO, G.+

  DOI：——

  日期：——
• US4440774A
  申请人：——

  公开号：US4440774A

  公开（公告）日：1984-04-03
• US4567276A
  申请人：——

  公开号：US4567276A

  公开（公告）日：1986-01-28