3-Bromo-4,7-dimethoxyphthalide | 89449-77-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3-Bromo-4,7-dimethoxyphthalide
• 英文别名: 1(3H)-Isobenzofuranone, 3-bromo-4,7-dimethoxy-；3-bromo-4,7-dimethoxy-3H-2-benzofuran-1-one
• CAS: 89449-77-4
• 化学式: C₁₀H₉BrO₄
• 分子量: 273.083
• InChiKey: IZHITGGCGGDWCM-UHFFFAOYSA-N

物化性质

• 熔点：
  211-212 °C
• 沸点：
  405.8±45.0 °C(Predicted)
• 密度：
  1.621±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Bromo-4,7-dimethoxyphthalide 在 ammonium cerium(IV) nitrate 、 magnesium 作用下， 以 水 、 乙腈 为溶剂， 反应 3.5h， 生成 dibenzoyl-2,3 dimethoxy-1,4 benzene
  参考文献：
  名称：

  A Convenient Preparation of 1,4-Dicarbonyl Compounds by Ring Cleavage of Furans with Cerium(IV) Ammonium Nitrate

  摘要：

  DOI：

  10.1055/s-1983-30608
• 作为产物：
  描述：

  4,7-dimethoxy-phthalide 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 3-Bromo-4,7-dimethoxyphthalide
  参考文献：
  名称：

  New ligands at the melatonin binding site MT3

  摘要：

  The third melatonin binding site, MT3 is a non-classical one since it is not a seven transmembrane domains receptor, but an enzyme, quinone reductase 2. A major concern for the study of the physiological role of this site is the lack of specific ligands, permitting to more accurately dissect the pathways linked to the activation of MT3. Indeed, in the course of finding new ligands, we identified a new series of compounds with affinity to the binding site in the nM range, particularly 2,3-dimethoxy 7-hydroxy 10-methyl 5H 10H indeno(1,2-b)indol-10-one (DMHMIO), with a Ki of 190 pM. Based on slightly different and novel synthons compared to most of the compounds used in melatonin pharmacology studies, these compounds offer new perspective for the description of the melatonin pathways, so much more by not having any affinity towards the MTI and MT2 'classical' melatonin receptors. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.12.002

文献信息

• Stereoselective synthesis of concave spacers for long-range electron transfer models
  作者：Daniel E Ryan

  DOI：10.1016/0040-4039(96)01299-3

  日期：1996.8

  Syntheses of concave spacers (9, 27) proceeded via stereoselective Diels-Alder reactions. Successful preparation of asymmetrical spacer 27 relied on regioselective protection of mutual precursor 7.

  凹间隔（的合成9，27）通过立体选择性狄尔斯-阿尔德反应进行。不对称间隔基27的成功制备取决于相互前体7的区域选择性保护。
• Anthracene derivatives useful as intermediates in the preparation of daunomycinones
  申请人：Research Corporation

  公开号：EP0007400A1

  公开（公告）日：1980-02-06

  There is provided a novel method of synthesizing certain 3-(2',5'-dialkoxy- 4'-substituted phenyt) phthalides wherein the 4-substituent has para-directing properties. These compounds provide a novel and regiospecific synthesis of a 9-acetyl-6, 11-dihydroxy-4-methoxy- 7,8,9,10-tetrahydronaphthacene-5, 12-quinone (7,9- dideoxydaunomycinone) in particular, which is a known intermediate in the synthesis of daunomycinone. There is also provided a method of preparing analogs of 7,9- dideoxydaunomycinone. Daunomycinone is a known compound which is an intermediate in the preparation of the clinically accepted naturally-occurring antitumor antibiotics daunomycin and its derivative adriamycin.

  本发明提供了一种合成某些 3-(2',5'-二烷氧基-4'-取代苯基)邻苯二甲酸盐的新方法，其中 4-取代基具有对位定向特性。这些化合物为 9-乙酰基-6,11-二羟基-4-甲氧基-7,8,9,10-四氢萘-5,12-醌（7,9-二脱氧戴诺霉素酮）提供了一种新颖的特异性合成方法，尤其是合成戴诺霉素酮的已知中间体。此外，还提供了一种制备 7,9- 二脱氧达诺霉素酮类似物的方法。daunomycinone 是一种已知化合物，是制备临床上公认的天然抗肿瘤抗生素 daunomycin 及其衍生物 adriamycin 的中间体。
• Total syntheses of di- and tri-O-methyl dynemicin A methyl esters
  作者：Jack Taunton、John L. Wood、Stuart L. Schreiber

  DOI：10.1021/ja00075a071

  日期：1993.11
• CHIKASHITA, HIDENORI;PORCO, JOHN A. (JR);STOUT, THOMAS J.;CLARDY, JON;SCH+, J. ORG. CHEM., 56,(1991) N, C. 1692-1694
  作者：CHIKASHITA, HIDENORI、PORCO, JOHN A. (JR)、STOUT, THOMAS J.、CLARDY, JON、SCH+

  DOI：——

  日期：——
• LEPAGE, L.;LEPAGE, Y., SYNTHESIS, BRD, 1983, N 12, 1018-1019
  作者：LEPAGE, L.、LEPAGE, Y.

  DOI：——

  日期：——