5-methoxy-2-phenylbenzofuran-7-carboxylic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 5-methoxy-2-phenylbenzofuran-7-carboxylic acid
• 英文别名: 5-Methoxy-2-phenyl-1-benzofuran-7-carboxylic acid
• 化学式: C₁₆H₁₂O₄
• 分子量: 268.269
• InChiKey: LAMZJYOMAGOZGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methoxy-2-phenylbenzofuran-7-carboxylic acid 生成 (5-methoxy-2-phenyl)benzo[b]furan-7-methanol
  参考文献：
  名称：

  IIJIMA, IKUO;OZEKI, MASAKATSU;SAIGA, YUTAKA;ISHIZUKA, TOHRU;NOSAKA, KUNIO

  摘要：

  DOI：
• 作为产物：
  描述：

  5-甲氧基水杨酸 以45%的产率得到5-methoxy-2-phenylbenzofuran-7-carboxylic acid
  参考文献：
  名称：

  Benzofuran derivative and processes for preparing the same

  摘要：

  一种新的苯并呋喃衍生物的化学式为：##STR1## 其中R.sup.1是氢原子，较低的烷氧基团或卤原子，R.sup.2和R.sup.3中的一个是较低的烷基团，另一个是较低的烷基团或苯基-较低的烷基团，或者R.sup.2和R.sup.3结合在一起与相邻的氮原子形成一个杂单环基团，环A是取代或未取代的苯基团，Y是氧原子或硫原子，n是2或3的整数，或其药学上可接受的盐。化合物(I)或其药学上可接受的盐对尿道膀胱反射性收缩具有强大的抑制活性。

  公开号：

  US04882340A1

文献信息

• Benzofuran derivative and processes for preparing the same
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US04882340A1

  公开（公告）日：1989-11-21

  A novel benzofuran derivative of the formula: ##STR1## wherein R.sup.1 is hydrogen atom, a lower alkoxy group or a halogen atom, one of R.sup.2 and R.sup.3 is a lower alkyl group and the other is a lower alkyl group or a phenyl-lower alkyl group, or R.sup.2 and R.sup.3 combine together with adjacent nitrogen atom to form a heteromonocyclic group, Ring A is a substituted or unsubstituted phenyl group, Y is oxygen atom or sulfur atom and n is an integer of 2 or 3, or a pharmaceutically acceptable salt thereof is disclosed. The compound (I) or a pharmaceutically acceptable salt thereof has a potent inhibitory activity against reflective contractions of urinary bladder.

  一种新的苯并呋喃衍生物的化学式为：##STR1## 其中R.sup.1是氢原子，较低的烷氧基团或卤原子，R.sup.2和R.sup.3中的一个是较低的烷基团，另一个是较低的烷基团或苯基-较低的烷基团，或者R.sup.2和R.sup.3结合在一起与相邻的氮原子形成一个杂单环基团，环A是取代或未取代的苯基团，Y是氧原子或硫原子，n是2或3的整数，或其药学上可接受的盐。化合物(I)或其药学上可接受的盐对尿道膀胱反射性收缩具有强大的抑制活性。
• Aromatic amino acid derivates and medicinal compositions
  申请人：Endo Hitoshi

  公开号：US20050119256A1

  公开（公告）日：2005-06-02

  1. An aromatic amino acid derivative represented by the formula (I) or its pharmacologically acceptable salt: wherein, R 1 is a hydrogen atom or an amino-protecting group, R 2 is a halogen atom or an alkyl, aralkyl or aryl group, R 3 is circle over (1)} a hydrogen atom, circle over (2)} an aroylamino group, circle over (3)} a phenyl group substituted with lower alkyl, phenyl, phenoxy, etc. circle over (4)} a naphthyl or tetrahydronaphthyl group optionally substituted with hydroxy, lower alkoxy or di(lower)alkylamino, circle over (5)} an unsaturated mono-cyclic heterocyclic group containing N, O and/or S substituted with lower alkyl, phenyl, naphthyl or tetrahydroquinolyl, circle over (6)} an unsaturated or partially saturated condensed heterocyclic group containing N, O and/or S, optionally substituted with oxo, carboxy, amino, lower alkyl, etc.; X is a halogen atom, an alkyl group or an alkoxy group; Y is oxygen atom or nitrogen atom; I is 0 or 1; m is 0, 1 or 2; n is an integer of 0-5. This compound can inhibit a transporter (LAT1) of essential amino acid which is one of main nutrition for cancer cells and accordingly cause drain of the essential amino acid on the cancer cells and finally can prohibit the multiplication of cancer cells.

  一种芳香族氨基酸衍生物，其化学式为（I）或其药理学上可接受的盐：其中，R1为氢原子或氨基保护基；R2为卤素原子或烷基、芳基烷基或芳基基团；R3为circle over (1)}氢原子，circle over (2)}芳基氨基基团，circle over (3)}苯基，其取代基为较低的烷基、苯基、苯氧基等，circle over (4)}萘基或四氢萘基，可选地取代羟基、较低的烷氧基或二（较低）烷基氨基，circle over (5)}含N、O和/或S的不饱和单环杂环基团，取代基为较低的烷基、苯基、萘基或四氢喹啉基团，circle over (6)}含N、O和/或S的不饱和或部分饱和的紧缩杂环基团，可选地取代为氧代、羧基、氨基、较低的烷基等；X为卤素原子、烷基或烷氧基；Y为氧原子或氮原子；I为0或1；m为0、1或2；n为0-5的整数。该化合物可以抑制癌细胞的主要营养物质之一的必需氨基酸转运体（LAT1），从而导致癌细胞必需氨基酸的流失，最终可以抑制癌细胞的增殖。
• A benzo-furan (or -thiophene) derivative and processes for preparing the same
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：EP0270342A2

  公开（公告）日：1988-06-08

  Novel benzo-furan(or -thiophene) derivative of the formula: wherein R¹ is hydrogen atom, a lower alkyl group, a cycloalkyl group, a phenyl-lower alkyl group or a substituted or unsubstituted phenyl group, R² is hydrogen atom, a lower alkyl group, an acyl group or phenyl group, R³ is hydrogen atom, a halogen atom, nitro group, a lower alkoxy group, amino group or an acylamino group, R⁴ is a group of the formula: A is a lower alkylene group optionally substituted with hydroxy group, B is single bond or a lower alkylene group, one of R⁵ and R⁶ is hydrogen atom or a lower alkyl group and the other is a lower alkyl group or a phenyl-­lower alkyl group, or R⁵ and R⁶ combine together with adjacent nitrogen atom to form a heteromonocyclic group, R⁷ is a lower alkyl group, X is oxygen atom or sulfur atom, Y is oxygen atom, imino group, a lower alkylimino group or a phenyl-lower alkylimino group and a salt thereof are disclosed. The invention also includes a process for making the compound (I). said compound (I) and a salt thereof have a potent inhibitory activity against reflective contraction of urinary bladder.

  式中的新型苯并呋喃（或噻吩）衍生物： 其中 R¹ 是氢原子、低级烷基、环烷基、苯基-低级烷基或取代或未取代的苯基，R² 是氢原子、低级烷基、酰基或苯基，R³ 是氢原子、卤素原子、硝基、低级烷氧基、氨基或酰氨基，R⁴ 是式中的一个基团： A 是可选被羟基取代的低级亚烷基，B 是单键或低级亚烷基，R⁵ 和 R⁶ 中的一个是氢原子或低级亚烷基，另一个是低级亚烷基或苯基-低级亚烷基、或 R⁵ 和 R⁶ 与相邻的氮原子结合在一起形成杂单环基，R⁷ 是低级烷基，X 是氧原子或硫原子，Y 是氧原子、亚氨基、低级烷基亚氨基或苯基-低级烷基亚氨基及其盐。 本发明还包括一种制造化合物（I）的工艺。所述化合物（I）及其盐对膀胱的反射性收缩具有强效抑制活性。
• A benzofuran derivative and processes for preparing the same
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：EP0306226A2

  公开（公告）日：1989-03-08

  A novel benzofuran derivative of the formula: wherein R¹ is hydrogen atom, a lower alkoxy group or a halogen atom, one of R² and R³ is a lower alkyl group and the other is a lower alkyl group or a phenyl-lower alkyl group, or R² and R³ combine together with adjacent nitrogen atom to form a heteromonocyclic group, Ring A is a substituted or unsubstituted phenyl group, Y is oxygen atom or sulfur atom and n is an integer of 2 or 3, and processes thereof are disclosed. The compound (I) or a pharmaceutically acceptable salt thereof has a potent inhibitory activity against reflective contractions of urinary bladder.

  一种新型苯并呋喃衍生物，其式如下 其中 R¹ 是氢原子、低级烷氧基或卤原子，R² 和 R³ 中的一个是低级烷基，另一个是低级烷基或苯基-低级烷基，或者 R² 和 R³ 与相邻的氮原子结合在一起形成杂环基，环 A 是取代或未取代的苯基，Y 是氧原子或硫原子，n 是 2 或 3 的整数。 化合物(I)或其药学上可接受的盐对膀胱反射性收缩具有强效抑制活性。
• Anticancer agent composition
  申请人：J-Pharma Co., Ltd.

  公开号：US10172835B2

  公开（公告）日：2019-01-08

  A method for treating cancer includes administering to a subject in need of the treatment an anticancer agent composition that includes the following agents as active ingredients; a LAT1 inhibitor, and one or more agents selected from the group consisting of an alkylating agent, a platinum-based antineoplastic agent, an anti-metabolite, a topoisomerase inhibitor, an anti-microtubule polymerizing agent, a hormonal agent, an anti-microtubule depolymerizing agent, an anticancer antibiotic, and a molecular targeted agent.

  一种治疗癌症的方法包括向需要治疗的受试者施用抗癌剂组合物，该组合物包括作为活性成分的下列制剂；LAT1抑制剂，以及选自以下组别的一种或多种制剂：烷化剂、铂类抗肿瘤剂、抗代谢剂、拓扑异构酶抑制剂、抗微管聚合剂、激素制剂、抗微管解聚剂、抗癌抗生素和分子靶向制剂。