all-rac-5-hydroxy-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-carboxylic acid | 87207-96-3

• 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: all-rac-5-hydroxy-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-carboxylic acid
• 英文别名: 2,3-dihydro-5-hydroxy-2,4,6,7-tetramethylbenzofuran-2-carboxylic acid；5-hydroxy-2,4,6,7-tetramethyl-3H-1-benzofuran-2-carboxylic acid
• CAS: 87207-96-3
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: RTMJEEGBSLYPQR-UHFFFAOYSA-N

物化性质

• 沸点：
  435.2±45.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  all-rac-5-hydroxy-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-carboxylic acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以70%的产率得到all-rac-5-hydroxy-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-methanol
  参考文献：
  名称：

  Chiral effects on the carbon-13 resonances of .alpha.-tocopherol and related compounds. A novel illustration of Newman's "rule of six"

  摘要：

  DOI：

  10.1021/jo00264a012
• 作为产物：
  描述：

  Acetic acid 4-acetoxy-2-(2-cyano-2-hydroxy-2-methyl-ethyl)-3,5,6-trimethyl-phenyl ester 在 盐酸 作用下， 反应 18.0h， 生成 all-rac-5-hydroxy-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-carboxylic acid
  参考文献：
  名称：

  Chiral effects on the carbon-13 resonances of .alpha.-tocopherol and related compounds. A novel illustration of Newman's "rule of six"

  摘要：

  DOI：

  10.1021/jo00264a012

文献信息

• SYDNONE IMINE DERIVATIVES
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：EP0903346A1

  公开（公告）日：1999-03-24

  Compounds represented by the following general formula (1) or pharmaceutically acceptable salts thereof: [wherein Z represents -A-X-R1, a heterocycle or cycloalkyl; A represents a methylene group; X represents a sulfur atom; R1 represents a benzoyl group; R2 represents - N(R3)R4 (wherein R3 represents a methyl group; and R4 represents an optionally substituted alkyl group, etc.); or a group represented by the following general formula (2): wherein R5 and R6 represent each a hydrogen atom; and Y represents a group represented by the following general formula (3): (wherein R4 is as defined above)}]. Because of having vasodilative effect, myocardial protective effect, antiplatelet aggregation effect, etc., the compounds represented by the above general formula (1) or pharmaceutically acceptable salts thereof are useful as drugs such as therapeutic medicines for angina pectoris.

  由以下通式（1）代表的化合物或其药学上可接受的盐类： [其中 Z 代表-A-X-R1、杂环或环烷基；A 代表亚甲基；X 代表硫原子；R1 代表苯甲酰基；R2 代表-N(R3)R4(其中 R3 代表甲基；R4 代表任选取代的烷基等)；或下 列通式(2)所代表的基团： 其中 R5 和 R6 各代表一个氢原子；Y 代表由下式通式 (3) 所代表的基团： (其中 R4 如上定义）}]。 由于具有血管扩张作用、心肌保护作用、抗血小板聚集作用等，上述通式（1）所代表的化合物或其药学上可接受的盐类可用作药物，如心绞痛的治疗药物。
• EPR spectra of some .alpha.-tocopherol model compounds. Polar and conformational effects and their relation to antioxidant activities
  作者：T. Doba、G. W. Burton、K. U. Ingold

  DOI：10.1021/ja00359a033

  日期：1983.10
• COMPOSITIONS AND METHODS FOR THE PREVENTION AND/OR TREATMENT OF MITOCHONDRIAL DISEASE, INCLUDING FRIEDREICH'S ATAXIA
  申请人：Keefe Dennis

  公开号：US20210206736A1

  公开（公告）日：2021-07-08

  The disclosure provides therapeutic compositions (i.e., therapeutic agents) and methods of preventing or treating Friedreich's ataxia in a mammalian subject, reducing risk factors, signs and/or symptoms associated with Friedreich's ataxia (e.g., Complex I deficiency), and/or reducing the likelihood or severity of Friedreich's ataxia. The disclosure further provides novel intermediates for the production of said therapeutic compositions and related reduced versions of said therapeutic compositions, which reduce forms may also be used as therapeutic agents (or prodrugs of the therapeutic agent(s)).
• Chiral effects on the carbon-13 resonances of .alpha.-tocopherol and related compounds. A novel illustration of Newman's "rule of six"
  作者：S. Brownstein、G. W. Burton、L. Hughes、K. U. Ingold

  DOI：10.1021/jo00264a012

  日期：1989.2