7-苄氧基-2-二氢吲哚酮 | 74864-81-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 7-苄氧基-2-二氢吲哚酮
• 英文名称: 7-benzyloxy-2-indolinone
• 英文别名: 7-benzyloxy-indolin-2-one；7-Benzyloxy-indolin-2-on；2-oxo-7-benzyloxyindoline；7-benzyloxyoxindole；7-phenylmethoxy-1,3-dihydroindol-2-one
• CAS: 74864-81-6
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: SVUHIMPMVNRIBS-UHFFFAOYSA-N

物化性质

• 熔点：
  153-154 °C
• 沸点：
  457.3±45.0 °C(Predicted)
• 密度：
  1.222±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-苄氧基-2-二氢吲哚酮 在 四氢呋喃 、 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 7-(苄氧基)吲哚啉
  参考文献：
  名称：

  The Synthesis of Labile Hydroxytryptophan Metabolites¹

  摘要：

  DOI：

  10.1021/ja01651a001
• 作为产物：
  描述：

  3-苄氧基-2-硝基苯基-乙酸 在 溶剂黄146 、 锌 作用下， 反应 4.0h， 以29.2 g的产率得到7-苄氧基-2-二氢吲哚酮
  参考文献：
  名称：

  超甜玉米粉中羟吲哚-3-乙酸衍生物的抗氧化活性。

  摘要：

  澄清了在日本玉米汤和小吃中常用的超甜玉米粉（SSCP）的抗氧化活性成分，并研究了其效果。发现7-（O-β-葡糖基氧基）吲哚-3-乙酸（GOA）是最有力地促进80％乙醇的1,1-二苯基-2-吡啶并肼基（DPPH）自由基清除活性的成分证实了SSCP的提取物及其糖苷配基7-羟基-羟吲哚-3-乙酸（HOA）的存在。GOA和HOA分别对80％的SSCP乙醇提取物的DPPH自由基清除活性贡献了35.1％和10.5％。口服给予500和1500 mg / kg的HOA的小鼠血浆中的硫代巴比妥酸反应性物质（TBARS）的水平显着低于溶媒治疗的对照组（p <0.05）。

  DOI：

  10.1271/bbb.100124

文献信息

• Oxindole derivatives
  申请人：Zeneca Limited

  公开号：US06265411B1

  公开（公告）日：2001-07-24

  The invention relates to compounds of formula (I), wherein: R2 represents hydroxy, halogeno, C1-3alkyl, C1-3alkoxy, C1-3alkanoyloxy, trifluoromethyl, cyano, amino, nitro, C2-4alkanoyl, C1-4alkanoylamino, C1-4alkoxycarbonyl, C1-4alkylthio, C1-4alkylsulphinyl, C1-4alkylsulphonyl, carbamoyl, overscore (N)}—C1-4alkylcarbamoyl, overscore (N)},overscore (N)}-di(C1-4alkyl)carbamoyl, aminosulphonyl, overscore (N)}—C1-4alkylaminosulphonyl, overscore (N)},overscore (N)}-di(C1-4alkyl)aminosulphonyl, C1-4alkylsulphonylamino, or a group R4X1 wherein X1 represents a direct bond, C2-4alkanoyl, —CONR5R6—, —SO2NR7R8— or —SO2R9— (wherein R5 and R7, each independently represents hydrogen or C1-2alkyl and R6, R8 and R9 each independently represents C1-4alkyl and wherein R4 is linked to R6, R8 or R9) and R4 represents an optionally substituted group selected from phenyl and a 5 or 6-membered heterocyclic group; n is an integer from 0 to 4, R1 represents hydrogen, C1-4alkyl, C1-4alkoxymethyl, di(C1-4alkoxy)methyl or C1-4alkanoyl; m is an integer from 0 to 4; and R3 represents hydroxy, halogeno, nitro, trifluoromethyl, C1-3alkyl, cyano, amino or R10X2 (wherein X2 represents a direct bond, —CH2—, or a single or double heteroatom linker group including —S—, —SO— and —NR15— (wherein R15 represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl), and R10 is an alkenyl or alkynyl chain optionally substituted by for example hydroxy, amino, nitro, alkyl, cycloalkyl, alkoxyalkyl, or an optionally substituted group selected from pyridone, phenyl and a heterocyclic ring, which alkyl, alkenyl or alkynyl chain may have a heteroatom linker group, or R10 is an optionally substituted group selected from pyridone, phenyl and a heterocyclic ring. The compounds of formula (I) and the pharmaceutically acceptable salts thereof inhibit the effects of VEGF and FGF, properties of value in the treatment of a number of disease states including cancer and rheumatoid arthritis.

  本发明涉及公式(I)的化合物，其中：R2代表羟基，卤素，C1-3烷基，C1-3烷氧基，C1-3烷氧酰基，三氟甲基，氰基，氨基，硝基，C2-4烷氧酰基，C1-4烷氧酰氨基，C1-4烷氧羰基，C1-4烷基亚硫酰基，C1-4烷基亚磺酰基，C1-4烷基亚磺酰基，碳酸酰基，N}-C1-4烷基碳酸酰基，N},N}-二(C1-4烷基)碳酸酰基，氨基磺酰基，N}-C1-4烷基氨基磺酰基，N},N}-二(C1-4烷基)氨基磺酰基，C1-4烷基亚磺酰氨基，或R4X1基团，其中X1代表直接键，C2-4烷氧酰基，-CONR5R6-，-SO2NR7R8-或-SO2R9-（其中R5和R7，每个独立地代表氢或C1-2烷基，R6，R8和R9每个独立地代表C1-4烷基，R4连接到R6，R8或R9），R4代表可选地取代的基团，选自苯基和5或6成员的杂环组；n是0到4的整数，R1代表氢，C1-4烷基，C1-4烷氧甲基，二(C1-4烷氧基)甲基或C1-4烷氧酰基；m是0到4的整数；R3代表羟基，卤素，硝基，三氟甲基，C1-3烷基，氰基，氨基或R10X2（其中X2代表直接键，-CH2-，或包括-S-，-SO-和-NR15-的单个或双杂原子连接基团（其中R15代表氢，C1-3烷基或C1-3烷氧基C2-3烷基），R10是可选地取代的烯基或炔基链，例如羟基，氨基，硝基，烷基，环烷基，烷氧基烷基，或从吡啶酮，苯基和杂环环中选择的可选地取代的基团，该烷基，烯基或炔基链可具有杂原子连接基团，或R10是可选地取代的基团，选自吡啶酮，苯基和杂环环。公式(I)的化合物及其药用盐抑制VEGF和FGF的活性，这些活性在包括癌症和类风湿性关节炎在内的多种疾病状态的治疗中具有重要价值。
• Phenoxyphenyl acetic acids and their medicinal use
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US04472433A1

  公开（公告）日：1984-09-18

  A compound of the formula: ##STR1## wherein R.sup.1 is phenyl substituted with halogen or lower alkyl, and R.sup.4 is a group of the formula C.sub.n H.sub.2n in which n is an integer of 1 to 7; or a pharmaceutically acceptable salt thereof. The compound exhibits antipyretic, analgesic and anti-inflammatory properties.

  化合物的公式为：##STR1## 其中R.sup.1是取代有卤素或较低烷基的苯基，R.sup.4是公式C.sub.n H.sub.2n的基团，其中n是1至7的整数；或其药学上可接受的盐。该化合物具有退热、镇痛和抗炎特性。
• Phenyl-alkanoic acid derivatives, the preparation thereof and pharmaceutical compositions containing them
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0008226A2

  公开（公告）日：1980-02-20

  present invention provides compounds of the ceneral formula: wherein R1 is an aryl, ar(fower)alkyl or pyridyl radical. each of which may be substituted by halogen, amino, lower alkyl. lower alkoxy or carboxy(lower)alkyl, R2 is a hydrogen or halogen atom. R3 is an amino, lower alkylamino, acylamino or nitro radical, R4 is a divalent radical of the general formula -CnH2n- in which n is an integer of from 1 to 7, and A is oxy, thio, sulfmyl. suifonyl or imino, the derivatives of the carboxy group, and the pharmaceutically acceptable salts thereof. The present mventton also provides processes for the preparation of these compounds, as well as pharmaceutical compositions containing trem.

  本发明提供通式如下的化合物： 其中 R1 是芳基、芳(下)烷基或吡啶基，其中每个基团可被卤素、氨基、低级烷基、低级烷氧基或羧基(低级)烷基取代、 R2 是氢原子或卤素原子。 R3 是氨基、低级烷基氨基、酰氨基或硝基、 R4 是通式为 -CnH2n- 的二价基，其中 n 是 1 到 7 的整数，以及 A 是氧基、硫基、亚砜基、砜基或亚氨基、 羧基的衍生物及其药学上可接受的盐类。 本发明还提供了制备这些化合物的工艺以及含有震颤的药物组合物。
• Lewer, Paul, Journal of the Chemical Society. Perkin transactions I, 1987, p. 753 - 758
  作者：Lewer, Paul

  DOI：——

  日期：——
• Occurrence and metabolism of 7-hydroxy-2-indolinone-3-acetic acid in zea mays
  作者：Paul Lewer*、Robert S. Bandurski

  DOI：10.1016/s0031-9422(00)81790-2

  日期：1987.4

  7-Hydroxy-2-indolinone-3-acetic acid was identified as a catabolite of indole-3-acetic acid in germinating kernels of Zea mays and found to be present in amounts of ca 3.1 nmol/kernel. 7-Hydroxy-2-indolinone-3-acetic acid was shown to be a biosynthetic intermediate between 2-indolinone-3-acetic acid and 7-hydroxy-2-indolinone-3-acetic acid-7'-O-glucoside in both kernels and roots of Zea mays. Further metabolism of 7-hydroxy-2-[5-3H]-indolinone-3-acetic acid-7'-O-glucoside occurred to yield tritiated water plus, as yet, uncharacterized products.