2-[4-(2-Furanyl)butyl]-1H-isoindole-1,3(2H)-dione | 66356-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[4-(2-Furanyl)butyl]-1H-isoindole-1,3(2H)-dione
• 英文别名: 2-[4-(furan-2-yl)butyl]isoindole-1,3-dione
• CAS: 66356-81-8
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: RKMZBMWUVTUWFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  50.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 2-[4-(2-Furanyl)butyl]-1H-isoindole-1,3(2H)-dione 、 盐酸二甲胺 在 乙酸乙酯 、 crude product 、 silica methanol 作用下， 以 乙醇 为溶剂， 反应 26.0h， 以to give an amber oil (3.25 g) Rf 0.4 silica/methanol的产率得到2-[4-[5-(Dimethylamino)methyl-2-furanyl]butyl]-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  N'-Derivatives of N-(2-mercapto-ethyl)-2-nitro-1,1-ethenediamine

  摘要：

  一般式为##STR1##的化合物，其中R.sub.3为氢、低级烷基、低级烯基或烷氧基烷基。这些化合物在制备具有对组胺受体选择性作用的新型氨基烷基呋喃衍生物中非常有用。

  公开号：

  US04169855A1
• 作为产物：
  描述：

  potassium phtalimide 、 1-溴-4-(2-呋喃基)丁烷 以 N,N-二甲基甲酰胺 为溶剂， 以98%的产率得到2-[4-(2-Furanyl)butyl]-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  Antinociceptive activity of furan-containing congeners of improgan and ranitidine

  摘要：

  Furan-containing congeners of the histamine H-2 receptor antagonist ranitidine were synthesized and tested for improgan-like antinociceptive activity. The most potent ligand of the series, VUF5498, is the most potent improgan-like agent described to date (ED50 = 25 nmol, icv). This compound is approximately equal in potency with morphine. These non-imidazole, improgan-like pain relievers further define the structural requirements for analgesics of this class and are important tools for ongoing mechanism-based studies. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.060

文献信息

• N'-Derivatives of N-(2-mercapto-ethyl)-2-nitro-1,1-ethenediamine
  申请人：Allen & Hansbury, Limited

  公开号：US04169855A1

  公开（公告）日：1979-10-02

  Compounds of the general formula: ##STR1## in which R.sub.3 is hydrogen, lower alkyl, lower alkenyl or alkoxyalkyl. These compounds are useful in the preparation of novel aminoalkyl furan derivatives having a selective action on histamine receptors.

  一般式为##STR1##的化合物，其中R.sub.3为氢、低级烷基、低级烯基或烷氧基烷基。这些化合物在制备具有对组胺受体选择性作用的新型氨基烷基呋喃衍生物中非常有用。
• Furan derivatives having selective action on histamine receptors
  申请人：Allen & Hanburys Limited

  公开号：US04255440A1

  公开（公告）日：1981-03-10

  Compounds of the general formula I: ##STR1## and physiologically acceptable salts thereof and N-oxides and hydrates, in which R.sub.1 and R.sub.2 which may be the same or different represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group ##STR2## in which R.sub.4 represents hydrogen or lower alkyl or R.sub.1 and R.sub.2 may, together with the nitrogen atom to which they are attached, form a heterocyclic ring which may contain other heteroatoms selected from O and ##STR3## R.sub.3 is hydrogen, lower alkyl, lower alkenyl or alkoxyalkyl; X is --CH.sub.2 --, O-- or --S--; Y represents .dbd.S, .dbd.O, .dbd.NR.sub.5 or .dbd.CHR.sub.6 ; Alk denotes a straight or branched alkylene chain of 1 to 6 carbon atoms; R.sub.5 is H, nitro, cyano, lower alkyl, aryl, alkylsulphonyl, or arylsulphonyl; R.sub.6 represents nitro, arylsulphonyl or alkylsulphonyl; m is an integer from 2 to 4; and n is 1 or 2; or when X is --S-- or --CH.sub.2 --, n is zero, 1 or 2. These compounds have H.sub.2 -antagonist activity. Intermediates in the production thereof are also provided.

  一般式为I的化合物：## STR1 ##及其生理上可接受的盐和N-氧化物和水合物，其中R.sub.1和R.sub.2可能相同或不同，代表氢，低烷基，环烷基，低烯基，芳基烷基或被氧原子或群体## STR2 ##中断的低烷基，其中R.sub.4代表氢或低烷基，或R.sub.1和R.sub.2可以与它们附着的氮原子一起形成可能包含其他杂原子（如O和## STR3 ##）的杂环，R.sub.3为氢，低烷基，低烯基或烷氧基烷基；X为--CH.sub.2 --，O--或--S--；Y代表.dbd.S，.dbd.O，.dbd.NR.sub.5或.dbd.CHR.sub.6；Alk表示1到6个碳原子的直链或支链烷基链；R.sub.5为H，硝基，氰基，低烷基，芳基烷基，烷基磺酰基或芳基磺酰基；R.sub.6代表硝基，芳基磺酰基或烷基磺酰基；m为2至4的整数；n为1或2；或当X为--S--或--CH.sub.2 --时，n为零，1或2。这些化合物具有H.sub.2-拮抗剂活性。还提供了其生产的中间体。
• Aminoalkyl furan derivatives
  申请人：Allen & Hanburys Ltd.

  公开号：US04279819A1

  公开（公告）日：1981-07-21

  Compounds of the general formula I: ##STR1## and physiologically acceptable salts thereof and N-oxides and hydrates, in which R.sub.1 and R.sub.2 which may be the same or different represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group ##STR2## in which R.sub.4 represents hydrogen or lower alkyl or R.sub.1 and R.sub.2 may, together with the nitrogen atom to which they are attached, form a heterocyclic ring which may contain other heteroatoms selected from O and ##STR3## R.sub.3 is hydrogen, lower alkyl, lower alkenyl or alkoxyalkyl; X is --CH.sub.2 --, O or S; Y represents .dbd.S, .dbd.O, .dbd.NR.sub.5 or .dbd.CHR.sub.6 ; Alk denotes a straight or branched alkylene chain of 1 to 6 carbon atoms; R.sub.5 is H, nitro, cyano, lower alkyl, aryl, alkylsulphonyl, or arylsulphonyl; R.sub.6 represents nitro, arylsulphonyl or alkylsulphonyl; m is an integer from 2 to 4; and n is 1 or 2; or when X.dbd.S, or --CH.sub.2 --, n is zero, 1 or 2. These compounds have H.sub.2 -antagonist activity. Intermediates in the production thereof are also provided.

  通式I的化合物：##STR1##和其生理上可接受的盐和N-氧化物和水合物，其中R.sub.1和R.sub.2可以相同也可以不同，表示氢，低烷基，环烷基，低烯基，芳基烷基或被氧原子或基团##STR2##中断的低烷基，其中R.sub.4表示氢或低烷基，或R.sub.1和R.sub.2可以与它们附着的氮原子一起形成杂环，该杂环可以包含其他从O和##STR3##中选择的杂原子；R.sub.3是氢，低烷基，低烯基或烷氧基烷基；X是--CH.sub.2--，O或S；Y表示.dbd.S，.dbd.O，.dbd.NR.sub.5或.dbd.CHR.sub.6；Alk表示1到6个碳原子的直链或支链烷基链；R.sub.5是H，硝基，氰基，低烷基，芳基磺酰基或烷基磺酰基；R.sub.6表示硝基，芳基磺酰基或烷基磺酰基；m是2到4的整数；n是1或2；或当X.dbd.S或--CH.sub.2--时，n为零，1或2。这些化合物具有H.sub.2-拮抗剂活性。还提供了其生产的中间体。
• US4128658A
  申请人：——

  公开号：US4128658A

  公开（公告）日：1978-12-05
• US4169855A
  申请人：——

  公开号：US4169855A

  公开（公告）日：1979-10-02