2-Methyl-4-oxo-1.2.3.4-tetrahydro-2-naphthalinsaeure | 64414-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Methyl-4-oxo-1.2.3.4-tetrahydro-2-naphthalinsaeure
• 英文别名: 4-Oxo-2-methyl-tetralin-carbonsaeure-(2)；3-Carboxy-3-methyl-1-tetralon；2-Methyl-4-oxo-1,3-dihydronaphthalene-2-carboxylic acid
• CAS: 64414-48-8
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: BRRBFXFPAOUHJA-UHFFFAOYSA-N

物化性质

• 熔点：
  168-170 °C(Solv: ethanol (64-17-5))
• 沸点：
  382.8±31.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Methyl-4-oxo-1.2.3.4-tetrahydro-2-naphthalinsaeure 在 盐酸 、 羟胺 作用下， 生成
  参考文献：
  名称：

  Tricyclic cyanoguanidines: synthesis, site of action and insecticidal activity of a novel class of reversible acetylcholinesterase inhibitors

  摘要：

  Bridged-tricyclic cyanoguanidines 1 were found to be active as insecticides. The preparation and structure-activity relationships of oxacyclic (X=O) and carbocyclic (X=CH2) analogues of 1 is described. Compounds 1 were found to inhibit acetylcholinesterase with IC50 values comparable to the organophosphate Paraoxon. Unlike organophosphates. cyanoguanidines 1 were shown to reversibly bind acetylcholinesterase. This mode of action is shared by the structurally-related natural product Huperzine A. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00326-1
• 作为产物：
  描述：

  2-benzyl-2-methyl-succinic acid 在 硫酸 作用下， 生成 2-Methyl-4-oxo-1.2.3.4-tetrahydro-2-naphthalinsaeure
  参考文献：
  名称：

  苯乙烯基乙酸II的潜在降胆固醇衍生物：顺式和反式-3-甲基-4-苯基-3-丁烯酸类似物

  摘要：

  分别描述了2-茚满乙酸，2-甲基-1,2-二氢-2-萘甲酸及其5-和7-氯衍生物的体外胆固醇生物合成抑制活性的合成和初步生物学测试。这些化合物被制备为已知的抗血脂药3-甲基-4-苯基-3-丁烯酸的反式和顺式类似物。尽管两个系列的化合物均显示出胆固醇生物合成抑制特性，但氯取代仅在顺式系统中增强了效能。根据顺式化合物与氯贝特类抗血脂药之间的可能关系讨论了这些发现。

  DOI：

  10.1002/jps.2600670120

文献信息

• Potential Hypocholesteremic Derivatives of Styrylacetic Acid II: cis- and trans-3-Methyl-4-phenyl-3-butenoic Acid Analogs
  作者：E.S. Stratford、L.M. Smith、G.W. Tomecko

  DOI：10.1002/jps.2600670120

  日期：1978.1

  testing for in vitro cholesterol biosynthesis inhibitory activity of 2-indeneacetic acid, 2-methyl-1,2-dihydro-2-naphthoic acid, and their 5- and 7-chloro derivatives, respectively are described. These compounds were prepared as trans- and cis-analogs of the known antilipemic agent 3-methyl-4-phenyl-3-butenoic acid. Although both series of compounds showed cholesterol biosynthesis inhibitory properties

  分别描述了2-茚满乙酸，2-甲基-1,2-二氢-2-萘甲酸及其5-和7-氯衍生物的体外胆固醇生物合成抑制活性的合成和初步生物学测试。这些化合物被制备为已知的抗血脂药3-甲基-4-苯基-3-丁烯酸的反式和顺式类似物。尽管两个系列的化合物均显示出胆固醇生物合成抑制特性，但氯取代仅在顺式系统中增强了效能。根据顺式化合物与氯贝特类抗血脂药之间的可能关系讨论了这些发现。
• GAUTAM, R. K.;KANNAN, S.;SAHARIA, G. S., J. INST. CHEM. (INDIA), 1982, 54, N 1, 15-18
  作者：GAUTAM, R. K.、KANNAN, S.、SAHARIA, G. S.

  DOI：——

  日期：——
• Tricyclic cyanoguanidines: synthesis, site of action and insecticidal activity of a novel class of reversible acetylcholinesterase inhibitors
  作者：Bruce L. Finkelstein、Eric A. Benner、Maura C. Hendrixson、Kevin T. Kranis、James J. Rauh、Maya R. Sethuraman、Stephen F. McCann

  DOI：10.1016/s0968-0896(01)00326-1

  日期：2002.3

  Bridged-tricyclic cyanoguanidines 1 were found to be active as insecticides. The preparation and structure-activity relationships of oxacyclic (X=O) and carbocyclic (X=CH2) analogues of 1 is described. Compounds 1 were found to inhibit acetylcholinesterase with IC50 values comparable to the organophosphate Paraoxon. Unlike organophosphates. cyanoguanidines 1 were shown to reversibly bind acetylcholinesterase. This mode of action is shared by the structurally-related natural product Huperzine A. (C) 2002 Elsevier Science Ltd. All rights reserved.