(+/-)-2-morpholinopropionic acid 2,6-dimethoxyphenyl ester | 22592-72-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+/-)-2-morpholinopropionic acid 2,6-dimethoxyphenyl ester
• 英文别名: 2-morpholin-4-yl-propionic acid 2,6-dimethoxy-phenyl ester；2,6-Dimethoxyphenyl 2-(morpholin-4-yl)propanoate；(2,6-dimethoxyphenyl) 2-morpholin-4-ylpropanoate
• CAS: 22592-72-9；55719-97-6
• 化学式: C₁₅H₂₁NO₅
• 分子量: 295.335
• InChiKey: QCQWVVNWUYVAGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,6-二甲氧基苯酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 6.0h， 生成 (+/-)-2-morpholinopropionic acid 2,6-dimethoxyphenyl ester
  参考文献：
  名称：

  α-氨基酸酚酯衍生物：变构调节GABA（A）受体的新型水溶性全身麻醉剂。

  摘要：

  在寻找新型水溶性全身麻醉剂时，从专利文献中鉴定出的α-氨基酸酚酯铅的活性被显着提高。除了改善小鼠体内活性外，还赋予GABA（A）受体良好的体外活性。在该系列化合物中，发现体内和体外活性均具有良好的对映选择性，这支持了蛋白质介导的麻醉作用机制，涉及GABA（A）受体的变构调节。选择α-氨基酸酚酯19作为氢溴酸盐Org 25435，是因为它保留了最佳的整体麻醉特性，并具有改善的稳定性和水溶性，因此被选作临床评估。

  DOI：

  10.1021/jm010903i

文献信息

• [EN] alpha -AMINO ACID PHENYL ESTER DERIVATIVES<br/>[FR] DERIVES ESTERS PHENYLIQUES D'ACIDE alpha -AMINE
  申请人：AKZO NOBEL NV

  公开号：WO2000005196A1

  公开（公告）日：2000-02-03

  The present invention relates to α-amino acid phenyl ester derivatives having general formula (I) wherein R1 is (C1-3)alkyloxy; R2 is (C1-3)alkyl, (C1-3)alkyloxy or (C2-3)alkenyl; R3 is hydrogen, (C1-3)alkyl, (C1-3)alkyloxy or (C2-3)alkenyl; R4 is (C1-6)alkyl; R5 and R6 are independently (C1-6)alkyl, (C2-6)alkenyl, (C2-6)alkynyl or aralkyl, each of which may be optionally substituted with (C1-3)alkyloxy, (C1-3)alkyloxycarbonyl, cyano or NR7R8; R7 and R8 are independently (C1-6)alkyl; or a pharmaceutically acceptable salt thereof. The invention also relates to pharmaceutical compositions comprising said derivatives, and to the use of these α-amino acid phenyl ester derivatives as hypnotics for the induction and maintenance of general anaesthesia.

  本发明涉及具有一般式（I）的α-氨基酸苯酯衍生物，其中R1是（C1-3）烷氧基; R2是（C1-3）烷基，（C1-3）烷氧基或（C2-3）烯基; R3是氢，（C1-3）烷基，（C1-3）烷氧基或（C2-3）烯基; R4是（C1-6）烷基; R5和R6分别独立地为（C1-6）烷基，（C2-6）烯基，（C2-6）炔基或芳基烷基，每个基团可以选择性地被（C1-3）烷氧基，（C1-3）烷氧羰基，氰基或NR7R8取代; R7和R8分别是（C1-6）烷基; 或其药学上可接受的盐。本发明还涉及包括所述衍生物的制药组合物，以及将这些α-氨基酸苯酯衍生物用作诱导和维持全身麻醉的催眠剂的用途。
• Alanine 2, 6-dialkoxyphenyl ester derivatives as hypnotics
  申请人：——

  公开号：US20040059109A1

  公开（公告）日：2004-03-25

  The present invention relates to alanine 2,6-dialkoxyphenyl ester derivatives having the general formula I, Formula (I) wherein R 1 is (C 1-3 )alkyloxy, (C 1-3 )alkyloxy(C 1-3 )alkyl, (C 1-3 )alkylthio, (C 1-3 )alkylthio(C 1-3 )alkyl, (C 1-3 )alkylsulfinyl, (C 1-3 )alkylsulfinyl(C 1-3 )alkyl, (C 1-3 )alkylsulfonyl, (C 1-3 )alkylsulfonyl(C 1-3 )alkyl, (C 1-3 )alkyloxycarbonyl, (CH 2 ) n —CO—NR 8 R 9? or (CH2) n —NR 8 R 9?; n is 0, 1 or 2; R 2 is hydrogen or (C 1-3?)alkyl; R 3 is (C 1-3 )alkyl or (C 1-3 )alkyloxy(C 1-3?)alkyl; R 4 is (C 1-3 )alkyloxy(C 1-3 )alkyl; or R 3 and R 4 form together with the nitrogen atom to which they are bound a 5-, 6-, or 7-membered ring, optionally containing a further heteroatom selected from O and S, and which ring may optionally contain a double bond and be optionally substituted with (C 1-3 )alkyl or (C 1-3 )alkyloxy; R 5 and R 6 are independently (C 1-3 )alkyl; R 7 is hydrogen, (C 1-3 )alkyl, (C 1-3 )alkyloxy or (C 2-3 )alkenyl; R 8 and R 9 are independently (C 1-3 )alkyl; or R 8 and R 9 form together with the nitrogen atom to which they are bound a 5-, 6-, or 7-membered, optionally containing a further heteroatom selected from O and S, and which ring may optionally contain a double bond; or a pharmaceutically acceptable salt thereof. The invention also relates to pharmaceutical compositions comprising said derivatives, and to the use of these alanine 2,6-dialkoxyphenyl ester derivatives as hypnotics for the induction and maintenance of general anaesthesia. 1

  本发明涉及具有一般式I的丙氨酸2,6-二烷氧基苯酯衍生物，式(I)其中，R1是(C1-3)烷氧基、(C1-3)烷氧基(C1-3)烷基、(C1-3)烷基硫醚、(C1-3)烷基硫醚(C1-3)烷基、(C1-3)烷基亚磺酰、(C1-3)烷基亚磺酰(C1-3)烷基、(C1-3)烷基磺酰、(C1-3)烷基磺酰(C1-3)烷基、(C1-3)烷氧羰基、(CH2)n—CO—NR8R9或(CH2)n—NR8R9；n为0、1或2；R2是氢或(C1-3)烷基；R3是(C1-3)烷基或(C1-3)烷氧基(C1-3)烷基；R4是(C1-3)烷氧基(C1-3)烷基；或R3和R4与它们所结合的氮原子一起形成一个5、6或7元环，可选地含有进一步从O和S中选择的杂原子，并且该环可以可选地含有双键并被(C1-3)烷基或(C1-3)烷氧基取代；R5和R6独立地是(C1-3)烷基；R7是氢、(C1-3)烷基、(C1-3)烷氧基或(C2-3)烯基；R8和R9独立地是(C1-3)烷基；或者R8和R9与它们所结合的氮原子一起形成一个5、6或7元环，可选地含有进一步从O和S中选择的杂原子，并且该环可以可选地含有双键；或其药学上可接受的盐。本发明还涉及包含上述衍生物的制药组合物，以及将这些丙氨酸2,6-二烷氧基苯酯衍生物用作诱导和维持全身麻醉的催眠药的用途。
• alpha-AMINO ACID PHENYL ESTER DERIVATIVES
  申请人：Akzo Nobel N.V.

  公开号：EP1098871B1

  公开（公告）日：2003-07-09
• $g(a)-AMINO ACID PHENYL ESTER DERIVATIVES
  申请人：Akzo Nobel N.V.

  公开号：EP1098871A1

  公开（公告）日：2001-05-16
• ALANINE 2,6-DIALKOXYPHENYL ESTER DERIVATIVES AS HYPNOTICS
  申请人：Akzo Nobel N.V.

  公开号：EP1373188B1

  公开（公告）日：2006-06-07