4',6-dibromo flavanone | 77038-36-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4',6-dibromo flavanone
• 英文别名: 6-Bromo-2-(4-bromophenyl)-2,3-dihydrochromen-4-one
• CAS: 77038-36-9
• 化学式: C₁₅H₁₀Br₂O₂
• 分子量: 382.051
• InChiKey: IXQFYUKFXXMHDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  477.9±45.0 °C(Predicted)
• 密度：
  1.733±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  四甲基甲烷二胺 、 4',6-dibromo flavanone 在 乙酸酐 作用下， 反应 1.0h， 以75%的产率得到6-Bromo-2-(4-bromo-phenyl)-3-methylene-chroman-4-one
  参考文献：
  名称：

  Antimicrobial 3-methylene flavanones

  摘要：

  The antimicrobial activity previously attributed to flavanone Mannich bases was found to be due to their breakdown products, 3-methyleneflavanones. Among the latter compounds, highest potency was observed when the flavanone phenyl ring contained bromine or chlorine substituents. 3-Methylene-2-phenylflavanone (8) was synthesized and shown to be equal to hexachlorophene in tests against representative Gram-positive microorganisms.

  DOI：

  10.1021/jm00141a011
• 作为产物：
  描述：

  2'-Hydroxy-5',4-dibrom-chalkon 在 溶剂黄146 作用下， 反应 30.0h， 以578 mg的产率得到4',6-dibromo flavanone
  参考文献：
  名称：

  黄酮类或异黄酮类化合物及其用途

  摘要：

  本发明公开了一种式(Ⅰ)所示的黄酮类或式(Ⅱ)所示的异黄酮类化合物，该化合物可治疗HCV感染的疾病。式(Ⅰ)式(Ⅱ)其中，R1为式(Ⅲ)、式(Ⅳ)或式(Ⅴ)所示，式(Ⅲ)式(Ⅳ)式(Ⅴ)，R2、R3、R4、R5为H、OH、卤素、CN、氨基、(C1‑C8烷基)1‑2氨基、C1‑C8烷氧基甲酰基，(C1‑C8烷基)1‑2氨基甲酰基，C1‑C8烷基巯基，C1‑C8烷基磺酰基，C1‑C8烷基亚磺酰基，C1‑C8烷基、C1‑C8烷氧基、C3‑C8环烷基、C2‑C8杂环烷基、C6‑C10芳基、C6‑C10芳基氧基、或糖基氧基；或者，R1、R2与其连接的碳原子形成咪唑环。

  公开号：

  CN103980259B

文献信息

• 3-Methylene flavanones and 3-methylene chromanones
  申请人：Miles Laboratories, Inc.

  公开号：US04241069A1

  公开（公告）日：1980-12-23

  Compounds which are 3-methylene flavanones and 3-methylene chromanones having activity against microorganisms are disclosed. The compounds are represented by the general structural formula: ##STR1## wherein: R.sup.1 is a member selected from the group consisting of hydrogen, Br, CH.sub.3 and OCH.sub.3 ; R.sup.2 is selected from the group consisting of hydrogen and ##STR2## wherein R.sup.4 is a member selected from the group consisting of hydrogen, Br, Cl, CH.sub.3, OCH.sub.3, NO.sub.2, N(CH.sub.3).sub.3 and CN; R.sup.5 is selected from the group consisting of hydrogen and Cl, with the proviso that when R.sup.5 is Cl, R.sup.4 is hydrogen or Cl; and R.sup.3 is selected from the group consisting of hydrogen, phenyl, 2-thienyl, 4-pyridyl and naphthyl, with the proviso that when R.sup.3 is naphthyl, R.sup.1 and R.sup.2 are hydrogen.

  揭示了对微生物具有活性的3-亚甲基黄酮和3-亚甲基色酮类化合物。这些化合物由以下一般结构式表示：其中：R.sup.1是从氢、Br、CH.sub.3和OCH.sub.3组成的群体中选取的成员；R.sup.2是从氢和##STR2##组成的群体中选取的成员，其中R.sup.4是从氢、Br、Cl、CH.sub.3、OCH.sub.3、NO.sub.2、N(CH.sub.3).sub.3和CN组成的群体中选取的成员；R.sup.5是从氢和Cl组成的群体中选取的成员，但有一个条件是当R.sup.5是Cl时，R.sup.4是氢或Cl；R.sup.3是从氢、苯基、2-噻吩基、4-吡啶基和萘基组成的群体中选取的成员，但有一个条件是当R.sup.3是萘基时，R.sup.1和R.sup.2是氢。
• 3-Methylene flavanones and 3-methylene chromanones, antimicrobial composition containing same and method of inhibiting the growth of microorganisms
  申请人：MILES LABORATORIES, INC.

  公开号：EP0025161A1

  公开（公告）日：1981-03-18

  Compounds which are 3-methylene flavanones and 3-methylene chromanones having activity against microorganisms are disclosed. The compounds are represented by the general structural formula: wherein: R' is a member selected from the group consisting of hydrogen, Br, CH3 and OCH3; R2 is selected from the group consisting of hydrogen and wherein R4 is a member selected from the group consisting of hydrogen, Br, Cl, CH3, OCH3, NO2, N/CH3)2, C(CH3)3 and CN; R' is selected from the group consisting of hydrogen and Cl, with the proviso that when R5 is Cl, R' is hydrogen or Cl; and R3 is selected from the group consisting of hydrogen, phenyl, 2-thienyl, 4-pyridyl and naphthyl, with the proviso that when R3 is naphthyl, R1 and R2 are hydrogen.

  本发明公开了具有抗微生物活性的 3-亚甲基黄烷酮和 3-亚甲基色满酮化合物。这些化合物由一般结构式表示： 其中R'选自由氢、Br、CH3 和 OCH3 组成的组 其中 R4 选自由氢、Br、Cl、CH3、OCH3、NO2、N/CH3)2、C(CH3)3 和 CN 组成的组；R'选自由氢和 Cl 组成的组，但当 R5 为 Cl 时，R'为氢或 Cl；以及 R3 选自由氢、苯基、2-噻吩基、4-吡啶基和萘基组成的组，但当 R3 为萘基时，R1 和 R2 为氢。
• WARD, F. E.;GARLING, D. L.;BUCKLER, R. T.;LAWLER, D. M.;CUMMINGS, D. P., J. MED. CHEM., 1981, 24, N 9, 1073-1077
  作者：WARD, F. E.、GARLING, D. L.、BUCKLER, R. T.、LAWLER, D. M.、CUMMINGS, D. P.

  DOI：——

  日期：——
• US4241069A
  申请人：——

  公开号：US4241069A

  公开（公告）日：1980-12-23
• Antimicrobial 3-methylene flavanones
  作者：Frederick E. Ward、David L. Garling、Robert T. Buckler、David M. Lawler、Dennis P. Cummings

  DOI：10.1021/jm00141a011

  日期：1981.9

  The antimicrobial activity previously attributed to flavanone Mannich bases was found to be due to their breakdown products, 3-methyleneflavanones. Among the latter compounds, highest potency was observed when the flavanone phenyl ring contained bromine or chlorine substituents. 3-Methylene-2-phenylflavanone (8) was synthesized and shown to be equal to hexachlorophene in tests against representative Gram-positive microorganisms.