3,4,7,8-tetrahydroxy-6H-benzo[b,d]pyran-6-one | 131086-94-7

• 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: 3,4,7,8-tetrahydroxy-6H-benzo[b,d]pyran-6-one
• 英文别名: 3,4,7,8-Tetrahydroxy-6H-dibenzopyran-6-one；3,4,7,8-Tetrahydroxy-6H-dibenzo[b,d]pyran-6-one；6H-Dibenzo(b,d)pyran-6-one, 3,4,7,8-tetrahydroxy-；3,4,7,8-tetrahydroxybenzo[c]chromen-6-one
• CAS: 131086-94-7
• 化学式: C₁₃H₈O₆
• 分子量: 260.203
• InChiKey: JJVYUTLKWCEZBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-N,N-diisopropylcarboxamido-3,4-dimethoxyphenyl boronic acid 在 四(三苯基膦)钯 三溴化硼 、 sodium carbonate 、 溶剂黄146 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 反应 40.0h， 生成 3,4,7,8-tetrahydroxy-6H-benzo[b,d]pyran-6-one
  参考文献：
  名称：

  Sequential directed ortho metalation-boronic acid cross-coupling reactions. A general regiospecific route to oxygenated dibenzo[b,d]pyran-6-ones related to ellagic acid

  摘要：

  A general regiospecific synthesis of dibenzo[b,d]pyran-6-one derivatives 1a,c and 8a-i related to ellagic acid is described (Scheme I, Table I). The sequence involves directed ortho metalation-boronation of benzamides 4 to give the arylboronic acids 5, which, upon palladium-catalyzed cross-coupling with alkoxybromobenzenes 6 leads to the biphenylamides 7. BBr3 demethylation followed by acid-catalyzed cyclization affords pyranone 8. In this manner, the naturally occurring dibenzopyranones 1a, autumnariol (1c), and the heterocyclic analogue 13 (Scheme III) were efficiently prepared.

  DOI：

  10.1021/jo00012a004

文献信息

• PHARMACEUTICAL APPLICATION OF FUSED-RING PHENOLIC COMPOUND
  申请人：Risen (Suzhou) Pharma Tech Co., Ltd.

  公开号：EP4260854A1

  公开（公告）日：2023-10-18

  The present application relates to a kind of fused ring phenolic compound, or a pharmaceutically acceptable salt or ester thereof, in the manufacture of medicaments for treating, inhibiting or preventing bacterial infections. The disclosed fused ring phenolic compounds can inhibit PPK1 and PPK2 and can be used to treat infections or conditions caused by bacteria such as Pseudomonas aeruginosa.

  本申请涉及一种环状酚类化合物，或其药用上可接受的盐或酯，在制造用于治疗、抑制或预防细菌感染的药物中的用途。本申请中公开的环状酚类化合物能够抑制 PPK1 和 PPK2，并且可以用于治疗由细菌（例如铜绿假单胞菌）引起的感染或病症。
• ALO, B. I.;KANDIL, A.;PATIL, P. A.;SHARP, M. J.;SIDDIGUI, M. A.;SNIECKUS,+, J. ORG. CHEM., 56,(1991) N2, C. 3763-3768
  作者：ALO, B. I.、KANDIL, A.、PATIL, P. A.、SHARP, M. J.、SIDDIGUI, M. A.、SNIECKUS,+

  DOI：——

  日期：——
• TRICYCLIC POLYHYDROXYLIC TYROSINE KINASE INHIBITORS
  申请人：PFIZER INC.

  公开号：EP0586608A1

  公开（公告）日：1994-03-16
• US5104894A
  申请人：——

  公开号：US5104894A

  公开（公告）日：1992-04-14
• US6194439B1
  申请人：——

  公开号：US6194439B1

  公开（公告）日：2001-02-27