7-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid | 26018-52-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 7-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid
• 英文别名: 7-Methoxy-2,3-dihydro-1-benzofuran-2-carboxylic acid
• CAS: 26018-52-0
• 化学式: C₁₀H₁₀O₄
• mdl: MFCD18445725
• 分子量: 194.187
• InChiKey: AUSRBNPHZKIVHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid 在 氯化亚砜 、 氨 、 sodium methylate 、 phosphorus pentoxide 作用下， 以 1,4-二氧六环 、 甲苯 、 苯 为溶剂， 反应 8.75h， 生成 2-(7-Methoxy-2,3-dihydro-benzofuran-2-yl)-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  .alpha.-Adrenoceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on .alpha.-adrenoreceptor activity

  摘要：

  Modification of the 1,4-benzodioxan ring present in RX 781094 has not previously been considered. This paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives. The dihydrobenzofuranylimidazoline compound 7 is the only analogue possessing presynaptic antagonist potency potency and selectivity comparable to that of 1. In view of this result, a number of derivatives was prepared to determine the structure-activity relationships within this series. Many derivatives, as well as the parent compound 7, were found to possess presynaptic alpha 2-adrenoreceptor antagonist and postsynaptic alpha 1-adrenoreceptor partial agonist properties. Two of the selective presynaptic antagonists, 13 and 14 possess greater potency and selectivity than that possessed by 1. The 5-chloro derivative 25 is twice as potent as after oral administration but only about half as potent when given intravenously.

  DOI：

  10.1021/jm00371a003
• 作为产物：
  描述：

  7-甲氧基苯并呋喃-2-甲酸乙酯 在 氢氧化钾 、 sodium amalgam 作用下， 以 sodium hydroxide 、 乙醇 为溶剂， 反应 3.25h， 生成 7-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid
  参考文献：
  名称：

  .alpha.-Adrenoceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on .alpha.-adrenoreceptor activity

  摘要：

  Modification of the 1,4-benzodioxan ring present in RX 781094 has not previously been considered. This paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives. The dihydrobenzofuranylimidazoline compound 7 is the only analogue possessing presynaptic antagonist potency potency and selectivity comparable to that of 1. In view of this result, a number of derivatives was prepared to determine the structure-activity relationships within this series. Many derivatives, as well as the parent compound 7, were found to possess presynaptic alpha 2-adrenoreceptor antagonist and postsynaptic alpha 1-adrenoreceptor partial agonist properties. Two of the selective presynaptic antagonists, 13 and 14 possess greater potency and selectivity than that possessed by 1. The 5-chloro derivative 25 is twice as potent as after oral administration but only about half as potent when given intravenously.

  DOI：

  10.1021/jm00371a003

文献信息

• Antithrombotic iso- and heterocyclic phenylsulphonamides
  申请人：Bayer Aktiengesellschaft

  公开号：US05191092A1

  公开（公告）日：1993-03-02

  Iso- and heterocyclic phenylsulphonamides can be prepared by reaction of corresponding iso- and heterocyclic amines with phenylsulphonic acid derivatives. The iso- and heterocyclic phenylsulphonamides have thrombocyte aggregation-inhibiting and thromboxane A.sub.2 antagonist action and can be used in medicaments.

  Iso-和杂环苯磺酰胺可以通过将相应的Iso-和杂环胺与苯磺酸衍生物反应制备而成。Iso-和杂环苯磺酰胺具有抑制血小板聚集和抗血栓素A.sub.2拮抗作用，可用于药物中。
• Iso- and heterocyclic phenylsulphonamides
  申请人：BAYER AG

  公开号：EP0425946A2

  公开（公告）日：1991-05-08

  Iso- and heterocyclic phenylsulphonamides can be prepared by reaction of corresponding iso- and hetero­cyclic amines with phenylsulphonic acid derivatives. The iso- and heterocyclic phenylsulphonamides have thrombo­cyte aggregation-inhibiting and thromboxane A₂ antagonist action and can be used in medicaments.

  异环和杂环苯磺酰胺可通过相应的异环和杂环胺与苯磺酸衍生物反应制备。异环和杂环苯基磺酰胺具有抑制血小板聚集和血栓素 A₂拮抗剂的作用，可用于药物。
• YAMAGUCHI, SEIJI;MIYATA, AIKO;UENO, MARIKO;HASE, TAKAYUKI;YAMAMOTO, KENIC+, BULL. CHEM. SOC. JAP., 1984, 57, N 2, 617-618
  作者：YAMAGUCHI, SEIJI、MIYATA, AIKO、UENO, MARIKO、HASE, TAKAYUKI、YAMAMOTO, KENIC+

  DOI：——

  日期：——
• US5191092A
  申请人：——

  公开号：US5191092A

  公开（公告）日：1993-03-02
• US5264458A
  申请人：——

  公开号：US5264458A

  公开（公告）日：1993-11-23