8,9-dihydro-5-hydroxy-8-(methylsulfonyl)-methyl-4-propyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2,10-dione | 1207064-75-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 8,9-dihydro-5-hydroxy-8-(methylsulfonyl)-methyl-4-propyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2,10-dione
• 英文别名: 5-Hydroxy-8-(methylsulfonylmethyl)-4-propyl-8,9-dihydropyrano[2,3-h]chromene-2,10-dione
• CAS: 1207064-75-2
• 化学式: C₁₇H₁₈O₇S
• 分子量: 366.392
• InChiKey: RBJFWVOBFJCWTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,1-二乙氧基-3-甲基-2-丁烯 、 8,9-dihydro-5-hydroxy-8-(methylsulfonyl)-methyl-4-propyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2,10-dione 在 吡啶 作用下， 以 硝基苯 、 甲苯 为溶剂， 以42.4%的产率得到6,6-dimethyl-10,11-dihydro-10-(methylsulfonyl)-methyl-4-propyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyran-2,12-dione
  参考文献：
  名称：

  Highly Suppressing Wild-Type HIV-1 and Y181C Mutant HIV-1 Strains by 10-Chloromethyl-11-demethyl-12-oxo-calanolide A with Druggable Profile

  摘要：

  We herein report a new compound: 10-chloromethyl-11-demethyl-12-oxo-calanolide A (20, EC50 = 7.4 nM, St = 1417), which demonstrates a druggable profile with 32.7% oral bioavailability in rat, tolerated oral single dose toxicity in mice, and especially the feature of highly efficient suppression of the wild-type HIV-1 and Y181C mutant HIV-1 at an EC50 = 7.4 nM and EC50 = 0.46 nM, respectively.

  DOI：

  10.1021/jm901653e
• 作为产物：
  描述：

  5-Hydroxy-8-(methylsulfanylmethyl)-4-propyl-8,9-dihydropyrano[2,3-h]chromene-2,10-dione 在 间氯过氧苯甲酸 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以69.4%的产率得到8,9-dihydro-5-hydroxy-8-(methylsulfonyl)-methyl-4-propyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2,10-dione
  参考文献：
  名称：

  Highly Suppressing Wild-Type HIV-1 and Y181C Mutant HIV-1 Strains by 10-Chloromethyl-11-demethyl-12-oxo-calanolide A with Druggable Profile

  摘要：

  We herein report a new compound: 10-chloromethyl-11-demethyl-12-oxo-calanolide A (20, EC50 = 7.4 nM, St = 1417), which demonstrates a druggable profile with 32.7% oral bioavailability in rat, tolerated oral single dose toxicity in mice, and especially the feature of highly efficient suppression of the wild-type HIV-1 and Y181C mutant HIV-1 at an EC50 = 7.4 nM and EC50 = 0.46 nM, respectively.

  DOI：

  10.1021/jm901653e

文献信息

• Highly Suppressing Wild-Type HIV-1 and Y181C Mutant HIV-1 Strains by 10-Chloromethyl-11-demethyl-12-oxo-calanolide A with Druggable Profile
  作者：Hai Xue、Xiaofan Lu、Purong Zheng、Li Liu、Chunyan Han、Jinping Hu、Zijie Liu、Tao Ma、Yan Li、Lin Wang、Zhiwei Chen、Gang Liu

  DOI：10.1021/jm901653e

  日期：2010.2.11

  We herein report a new compound: 10-chloromethyl-11-demethyl-12-oxo-calanolide A (20, EC50 = 7.4 nM, St = 1417), which demonstrates a druggable profile with 32.7% oral bioavailability in rat, tolerated oral single dose toxicity in mice, and especially the feature of highly efficient suppression of the wild-type HIV-1 and Y181C mutant HIV-1 at an EC50 = 7.4 nM and EC50 = 0.46 nM, respectively.