3,4-dihydro-2,2-dimethyl-6-phenyl-2H,8H-benzo<1,2-b:5,4-b'>dipyran-8-one | 81016-75-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 3,4-dihydro-2,2-dimethyl-6-phenyl-2H,8H-benzo<1,2-b:5,4-b'>dipyran-8-one
• 英文别名: 4-phenyl-6,7-dihydroxanthyletin；4-Phenyldihydroxanthyletin；8,8-Dimethyl-4-phenyl-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-2-one；2,2-dimethyl-6-phenyl-3,4-dihydropyrano[3,2-g]chromen-8-one
• CAS: 81016-75-3
• 化学式: C₂₀H₁₈O₃
• 分子量: 306.361
• InChiKey: NRLFLYIHMXGJML-UHFFFAOYSA-N

物化性质

• 熔点：
  202-203 °C
• 沸点：
  468.6±45.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-2,2-dimethyl-6-phenyl-2H,8H-benzo<1,2-b:5,4-b'>dipyran-8-one 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 36.0h， 以80%的产率得到2,2-dimethyl-6-phenyl-2H,8H-benzo<1,2-b:5,4-b'>dipyran-8-one
  参考文献：
  名称：

  Ahluwalia, V. K.; Singh, Raj P.; Singh, Rishi P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 1, p. 42 - 45

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-dihydroxy-3-iodobenzophenone 在 盐酸 、 磷酸 、 锌 作用下， 以 乙醚 、 乙醇 、 乙酸酐 、 Petroleum ether 为溶剂， 反应 49.5h， 生成 3,4-dihydro-2,2-dimethyl-6-phenyl-2H,8H-benzo<1,2-b:5,4-b'>dipyran-8-one
  参考文献：
  名称：

  Ahluwalia, V. K.; Singh, Raj P.; Singh, Rishi P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 1, p. 42 - 45

  摘要：

  DOI：

文献信息

• Pancreatic α-amylase inhibition and free radical scavenging activity of substituted pyranochromenone derivatives
  作者：J. Ashok Kumar、Ashok K. Tiwari、G. Saidachary、Chandan Kishor、D. Anand Kumar、Zehra Ali、B. Sridhar、Anthony Addlagatta、B. China Raju

  DOI：10.1007/s00044-013-0867-y

  日期：2014.6

  Pyranochromenone derivatives 3a-d, 6a-j and 2H-chromenones 8a-b were synthesized and screened for their in vitro alpha-amylase inhibitory and ABTS(aEuro cent+) [2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)] free radical scavenging activities. Compounds 3a, 3c, and 6d displayed dual function of ABTS(aEuro cent+) radical scavenging as well as alpha-amylase inhibition. Compound 6h was found to be most potent alpha-amylase inhibitor in present series of compounds. Docking studies suggest that these compounds occupy active site of the human pancreatic alpha-amylase similar to that of acarbose which inhibits enzyme by hydrophobic interactions. These compounds have potential to be developed as therapeutics targeted against diet-induced hyperglycemia in diabetes.Series of pyranochromenone derivatives 3a-d, 6a-j, and 8a-b were synthesized, among these compound 6h shown potent intestinal alpha-amylase inhibitory activity. Compounds 3a, 3c, and 6d were shown dual properties such as alpha-amylase inhibitory and antioxidant activities. These derivatives may serve as a model compounds for design and development of therapeutics based agents.
• Pathak, S. D.; Mujumdar, A. S.; Usgaonkar, R. N., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, p. 767 - 768
  作者：Pathak, S. D.、Mujumdar, A. S.、Usgaonkar, R. N.

  DOI：——

  日期：——
• Reaction of 2,2-Dimethylchromans with 2,3-Dichloro-5,6-dicyanobenzoguinone (DDQ)
  作者：V. K. Ahluwalia、R. S. Jolly

  DOI：10.1055/s-1982-29707

  日期：——
• AHLUWALIA, V. K.;JOLLY, R. S., SYNTHESIS, BRD, 1982, N 1, 74-75
  作者：AHLUWALIA, V. K.、JOLLY, R. S.

  DOI：——

  日期：——
• PATHAK, S. D.;MUJUMDAR, A. S.;USGAONKAR, R. N., INDIAN J. CHEM., 1982, 21, N 8, 767-768
  作者：PATHAK, S. D.、MUJUMDAR, A. S.、USGAONKAR, R. N.

  DOI：——

  日期：——