3-bromo-4,5,6-trimethoxyphthalide | 40125-49-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-bromo-4,5,6-trimethoxyphthalide
• 英文别名: 3-bromo-4,5,6-trimethoxy-3H-isobenzofuran-1-one；3-bromo-4,5,6-trimethoxy-3H-2-benzofuran-1-one
• CAS: 40125-49-3
• 化学式: C₁₁H₁₁BrO₅
• 分子量: 303.109
• InChiKey: ZXAWLONFSAZAHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-bromo-4,5,6-trimethoxyphthalide 、 O,O’-双(三甲基硅烷)-5-氟尿嘧啶 以 乙腈 为溶剂， 以88%的产率得到5-fluoro-1-(5,6,7-trimethoxy-3-oxo-1,3-dihydroisobenzofuran-1-yl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Analogs of pyrimidine nucleosides. 19. Synthesis, antineoplastic activity, and kinetics of the hydrolysis of 1-(3-phthalidyl)-5-fluorouracils

  摘要：

  DOI：

  10.1007/bf00515261
• 作为产物：
  描述：

  4,5,6-三甲氧基-1(3h)-异苯并呋喃酮 在 溴 作用下， 以 四氯化碳 为溶剂， 反应 0.5h， 以85%的产率得到3-bromo-4,5,6-trimethoxyphthalide
  参考文献：
  名称：

  Analogs of pyrimidine nucleosides. 19. Synthesis, antineoplastic activity, and kinetics of the hydrolysis of 1-(3-phthalidyl)-5-fluorouracils

  摘要：

  DOI：

  10.1007/bf00515261

文献信息

• Penicillin esters
  申请人：Beecham Group limited

  公开号：US03939180A1

  公开（公告）日：1976-02-17

  3-CROTONOLACTONE 3-BISCROTONO-LACTANE PENICILLINS WHICH POSSESS ANTIBACTERIAL ACTIVITY ARE DISCLOSED.

  披霜烷内酯 3-双披霜烷内酯 青霉素具有抗菌活性。
• Lactonyl esters of penicillins
  申请人：Beecham Group Limited

  公开号：US04036829A1

  公开（公告）日：1977-07-19

  Lactonyl esters of Penicillins of the formula ##STR1## WHEREIN R.sup.1 is an antibacterially active penicillin-completing side chain; R is hydrogen, methyl or phenyl; and Ra, Rb, Rc, Rd are hydrogen, lower alkyl, lower alkoxy, halo, and nitro, provided that when R is hydrogen and R.sup.1 is D-.alpha.-aminophenylacetamido and Ra, Rb, Rc, and Rd are not all hydrogen are disclosed to possess antibacterial properties.

  公式为##STR1##的青霉素内酯酯类，其中R1为具有抗菌活性的青霉素补充侧链；R为氢、甲基或苯基；而Ra、Rb、Rc和Rd为氢、低级烷基、低级烷氧基、卤素和硝基，但当R为氢且R1为D-.alpha.-氨基苯乙酰胺时，且Ra、Rb、Rc和Rd不全为氢时，具有抗菌性能。
• Preparation, hydrolysis, and oral absorption of lactonyl esters of penicillins
  作者：J. Peter Clayton、Martin Cole、Stephen W. Elson、Harry Ferres、John C. Hanson、Linda W. Mizen、Robert Sutherland

  DOI：10.1021/jm00234a007

  日期：1976.12

  Lactonyl esters of ampicillin and other penicillins have been synthesized as prodrugs designed to improve the oral absorption of the parent penicillins. In general, the esters hydrolyzed rapidly in the presence of tissues including blood and certain of the esters were better absorbed than the parent penicillin. The phthalidyl ester of ampicillin [talampicillin (British Pharmacopoeia approved name), BRL 8988] was selected for extended studies. The compound was found to be well absorbed in various animal species and gave ampicillin serum concentrations in fasting human volunteers 2.5-3 times those obtained for ampicillin itself.
• Analogs of pyrimidine nucleosides. 19. Synthesis, antineoplastic activity, and kinetics of the hydrolysis of 1-(3-phthalidyl)-5-fluorouracils
  作者：R. A. Zhuk、A. S. Ludzisha、E. G. Shpaer、M. Yu. Lidak、A. A. Zidermane、D. V. Meirena

  DOI：10.1007/bf00515261

  日期：1985.10