3-(嘧啶-2-基)丙酸乙酯 | 459818-76-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-(嘧啶-2-基)丙酸乙酯
• 英文名称: ethyl 3-pyrimidin-2-yl propanoate
• 英文别名: ethyl 3-(2-pyrimidyl)propionate；Ethyl 3-(pyrimidin-2-yl)propanoate；ethyl 3-pyrimidin-2-ylpropanoate
• CAS: 459818-76-9
• 化学式: C₉H₁₂N₂O₂
• 分子量: 180.206
• InChiKey: XZMZHLGLBXLEPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(嘧啶-2-基)丙酸乙酯 、 1-(methylsulfonyl)-4-[5-(2,2,2-trifluoroethoxy) pyridin-2-yl] piperazine 在 lithium hexamethyldisilazane 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.33h， 以82%的产率得到4-pyrimidin-2-yl-1-({4-[5-(2,2,2-trifluoroethoxy) pyridin-2-yl] piperazin-1-yl} sulfonyl) butan-2-one
  参考文献：
  名称：

  [EN] N-{'4-SUBSTITUTED PIPERAZINE-1-SULFONYLMETHYL!ALKYL}-N-HYDROXYFOMAMIDE COMPOUNDS AS METALLOPROTEINASE INHIBITORS
  [FR] COMPOSES N-{PIPERAZINE-1-SULFONYLMETHYLALKYLE-4-SUBSTITUTE}-N-HYDROXYFORMAMIDE SERVANT D'INHIBITEURS DE METALLOPROTEINASE

  摘要：

  该发明提供了以下式(I)的化合物：或其药学上可接受的盐、前药或溶剂，其中环B代表具有六个环原子的单环芳基环或具有多达六个环原子并含有一个或多个环杂原子的单环杂芳基环，其中每个所述杂原子均为氮；R2代表从C1-6烷基或芳基中选择的一个基团，所述基团被一个或多个氟基取代；n为1、2或3；R1代表从C1-6烷基、C5-7环烷基、杂环烷基、芳基、杂芳基、C1-6烷基芳基、C1-6烷基杂芳基、C1-6烷基环烷基或C1-6烷基杂环烷基中选择的一个可选择取代的基团。它们的制备方法；含有它们的药物组合物；以及它们在治疗由一个或多个金属蛋白酶酶介导的疾病状态中的用途。

  公开号：

  WO2005000822A1

文献信息

• Metalloproteinase inhibitors
  申请人：——

  公开号：US20040147573A1

  公开（公告）日：2004-07-29

  The invention provides a metalloproteinsae inhibitor compound comprising a metal binding group having formula (I), for use in the treatment of a disease or condition mediated by one or more metalloproteinase enzymes wherein X is selected from NR1, O, S; B is C or CH, Y1 and Y2 are idenpendently selected from O, S; R1 is selected from H, alkyl, haloalkyl.

  本发明提供了一种金属蛋白酶抑制剂化合物，其包含具有式（I）的金属结合基团，用于治疗由一种或多种金属蛋白酶酶介导的疾病或病况，其中X选自NR1、O、S；B为C或CH，Y1和Y2独立地选自O、S；R1选自H、烷基、卤代烷基。
• N-{'4-substituted piperazine-1-sulfonylmethyl!alkyl}-n-hydroxyfomamide compounds as metalloproteinase inhibitors
  申请人：Finlay Verschoyle Maurice Raymond

  公开号：US20070197542A1

  公开（公告）日：2007-08-23

  The invention provides compounds of formula (I): or a pharmaceutically acceptable salt, prodrug or solvate thereof, wherein ring B represents a monocyclic aryl ring having six ring atoms or a monocyclic heteroaryl ring having up to six ring atoms and containing one or more ring heteroatoms wherein each said heteroatom is nitrogen; R2 represents a group selected from C1-6 alkyl or aryl, which said group is substituted by one or more fluorine groups; n is 1, 2 or 3; and R1 represents an optionally substituted group selected from C1-6 alkyl, C5-7 cycloalkyl, heterocycloalkyl, aryl, heteroaryl, C1-6 alkyl-aryl, C1-6 alkyl-heteroaryl, C1-6 alkyl-cycloalkyl or C1-6 alkyl-heterocycloalkyl. Processes for their preparation; pharmaceutical compositions containing them; and their use in the treatment of a disease condition mediated by one or more metalloproteinase enzymes.

  该发明提供了式(I)的化合物：或其药学上可接受的盐，前药或溶剂化物，其中环B表示具有六个环原子的单环芳基环或具有最多六个环原子且含有一个或多个环杂原子的单环杂芳基环，其中每个所述杂原子是氮；R2表示从C1-6烷基或芳基中选择的一种基团，所述基团被一个或多个氟基取代；n为1、2或3；R1表示从C1-6烷基，C5-7环烷基，杂环环烷基，芳基，杂芳基，C1-6烷基芳基，C1-6烷基杂芳基，C1-6烷基环烷基或C1-6烷基杂环环烷基中选择的可选择取代基团。制备它们的过程；含有它们的制药组合物；以及它们在治疗由一个或多个金属蛋白酶酶介导的疾病状态中的应用。
• Metalloproteinase Inhibitors
  申请人：Eriksson Anders

  公开号：US20080306065A1

  公开（公告）日：2008-12-11

  Compounds of the formula (I) wherein z is SO 2 or SO, useful as metalloproteinase inhibitors, especially as inhibitors of MMP12.

  公式为（I）的化合物，其中z为SO2或SO，可用作金属蛋白酶抑制剂，特别是作为MMP12的抑制剂。
• N-{'4-substituted piperazine-1-sulfonylmethylalkyl}-n-hydroxyfomamide compounds as metalloproteinase inhibitors
  申请人：AstraZeneca AB

  公开号：US07485644B2

  公开（公告）日：2009-02-03

  The invention provides compounds of formula (I): or a pharmaceutically acceptable salt, prodrug or solvate thereof, wherein ring B represents a monocyclic aryl ring having six ring atoms or a monocyclic heteroaryl ring having up to six ring atoms and containing one or more ring heteroatoms wherein each said heteroatom is nitrogen; R2 represents a group selected from C1-6 alkyl or aryl, which said group is substituted by one or more fluorine groups; n is 1, 2 or 3; and R1 represents an optionally substituted group selected from C1-6 alkyl, C5-7 cycloalkyl, heterocycloalkyl, aryl, heteroaryl, C1-6 alkyl-aryl, C1-6 alkyl-heteroaryl, C1-6 alkyl-cycloalkyl or C1-6 alkyl-heterocycloalkyl. Processes for their preparation; pharmaceutical compositions containing them; and their use in the treatment of a disease condition mediated by one or more metalloproteinase enzymes.

  本发明提供了公式（I）的化合物：或其药学上可接受的盐，前药或溶剂，其中环B表示具有六个环原子的单环芳基环或具有多达六个环原子并含有一个或多个环杂原子（其中每个杂原子均为氮）的单环杂芳基环; R2表示从C1-6烷基或芳基中选择的一种基团，该基团被一个或多个氟基取代; n为1、2或3; R1表示一种可选取代的基团，所选基团从C1-6烷基，C5-7环烷基，杂环环烷基，芳基，杂芳基，C1-6烷基芳基，C1-6烷基杂芳基，C1-6烷基环烷基或C1-6烷基杂环环烷基中选择。制备它们的方法；包含它们的制药组合物；以及它们在治疗由一个或多个金属蛋白酶酶介导的疾病状态中的用途。
• Iso(thio)ureas, processes for their preparation and compositions containing them
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0007232A1

  公开（公告）日：1980-01-23

  Isoureas and isothioureas which are histamine H2- antagonists and also have histamine H1-antagonist activity and antiinflammatory activity having the structure in which R' and R2 are hydrogen, lower alkyl, or together with the carbon and two nitrogen atoms shown form a dihydroimidazolyl or tetrahydropyrimidyl group, Y is sulphur or oxygen, n is from 3 to 8, X is oxygen or sulphur, Z is hydrogen or lower alkyl, A is C1-C3 alkylene or -(CH2)pW(CH2)q- where W is oxygen or sulphur and the sum of p and q is 1 to4, and B is methyl, cycloalkyl, heteroaryl, aryl or, when A is alkylene, hydrogen, are prepared by a process in which a compound of structure where D is HY- or a leaving group is reacted with: (a) when D is HY-, an isothiourea where A is lower alkyl or aryl (lower alkyl), or a cyanamide R1HNCN or a carbodiimide R1N=C=NR2 or (b) when D is a leaving group, a urea or thiourea or, when Y is oxyen a compound of structure where G is a lower alkylthio, chlorine, bromine or NO2NH-, is reacted with an isothiourea of Structure

  异脲类和异硫脲类是组胺 H2-拮抗剂，也具有组胺 H1-拮抗剂活性和抗炎活性，其结构为 其中 R' 和 R2 为氢、低级烷基或与所示的碳原子和两个氮原子一起形成二氢咪唑基或四氢嘧啶基，Y 为硫或氧，n 为 3 至 8，X 为氧或硫，Z 为氢或低级烷基、A 为 C1-C3 亚烷基或-(CH2)pW( )q-，其中 W 为氧或硫，p 和 q 之和为 1 至 4，B 为甲基、环烷基、杂芳基、芳基或（当 A 为亚烷基时）氢，通过以下工艺制备结构如下的化合物 其中 D 为 HY- 或离去基团，并与之反应： (a) 当 D 为 HY- 时，异硫脲 其中 A 为低级烷基或芳基（低级烷基），或氰胺 R1HNCN 或碳化二亚胺 R1N=C=NR2 或 (b) 当 D 为离去基团时，脲或硫脲 或当 Y 为氧烯时，结构如下的化合物 其中 G 为低级烷硫基、氯、溴或 NO2NH- 时，与结构式如下的异硫脲反应