(4S)-2,2-dimethyl-4[[2-(3,4-dimethoxyphenyl)ethylamino]methyl]-1,3-dioxolane | 120182-60-7

• 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: (4S)-2,2-dimethyl-4[[2-(3,4-dimethoxyphenyl)ethylamino]methyl]-1,3-dioxolane
• 英文别名: 2-(3,4-dimethoxyphenyl)-N-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]ethanamine
• CAS: 120182-60-7
• 化学式: C₁₆H₂₅NO₄
• 分子量: 295.379
• InChiKey: OYMACJILHCLHDE-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  49
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (R)-(+)-2,2-二甲基-1,3-二氧戊环-4-甲醛 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (4S)-2,2-dimethyl-4[[2-(3,4-dimethoxyphenyl)ethylamino]methyl]-1,3-dioxolane
  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

• Process for preparing alkoxyalkyl-idenehydrazinopyridazine derivatives
  申请人：I.S.F. Socièta per Azioni

  公开号：EP0274409A3

  公开（公告）日：1989-06-07

  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.

  描述了一种制备化合物的过程，其化学式为(4)：其中R3和R4都是氢或者一起是=CR1R2，其中R1是氢或者C1-3烷基，R2是Cl-3烷基、羧基或苯基，包括还原化合物的过程的化学式为(5)：其中Ph是苯基，X是WN或O，其中W是3,4-二甲氧基苯基(CH2)2-；Y和Z都是氢或者一起是保护基，然后：i)去除三苯甲基基团和其他保护基；ii)当X是WN时，可以选择与R1R2CO反应，当X是O时，与R1R2CO反应并将产物转化为化学式(9)的环氧化合物：然后与3,4-二甲氧基苯乙胺反应，然后通过水解可选择去除CR1R2基团。
• US4873328A
  申请人：——

  公开号：US4873328A

  公开（公告）日：1989-10-10
• US5082939A
  申请人：——

  公开号：US5082939A

  公开（公告）日：1992-01-21
• .beta.1-Selective adrenoceptor antagonists: examples of the 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazole class
  作者：John J. Baldwin、George H. Denny、Ralph Hirschmann、Mark B. Freedman、Gerald S. Ponticello、Dennis M. Gross、Charles S. Sweet

  DOI：10.1021/jm00361a004

  日期：1983.7

  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.