3-溴-4-甲氧基-3H-2-苯并呋喃-1-酮 | 70767-96-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 3-溴-4-甲氧基-3H-2-苯并呋喃-1-酮
• 英文名称: 3-bromo-4-methoxyphthalide
• 英文别名: 4-Methoxy-3-bromophthalide；N-bromo-4-methoxyphthalide；3-bromo-4-methoxyisobenzofuran-1(3H)-one；3-bromo-4-methoxy-3H-2-benzofuran-1-one
• CAS: 70767-96-3
• 化学式: C₉H₇BrO₃
• 分子量: 243.057
• InChiKey: CIXUEGBDGDMPQH-UHFFFAOYSA-N

物化性质

• 沸点：
  346.4±42.0 °C(Predicted)
• 密度：
  1.682±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-溴-4-甲氧基-3H-2-苯并呋喃-1-酮 在 四氯化锡 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 10.0h， 生成 3-[4-Bromo-1-hydroxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5,6,7,8-tetrahydro-naphthalen-2-yl]-4-methoxy-3H-isobenzofuran-1-one
  参考文献：
  名称：

  一种区域特异性和灵活的方法来合成（±）-金牛烯酮和（±）-11-脱氧金牛烯酮

  摘要：

  从常见的合成子2-乙酰基-8-溴-5-羟基-1,2,3,4-四羟基-4开始描述了一种灵活的区域特异性合成（±）-金牛烯酮和（±）-11-脱氧金牛烯酮的方法-一。

  DOI：

  10.1039/c39830000564
• 作为产物：
  描述：

  3-羟基苯二甲酸酐 在 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 生成 3-溴-4-甲氧基-3H-2-苯并呋喃-1-酮
  参考文献：
  名称：

  Synthesis of phosphonate 3-phthalidyl esters as prodrugs for potential intracellular delivery of phosphonates

  摘要：

  A new prodrug approach for intracellular delivery of phosphonates was developed via the synthesis of 3-phthalidyl esters of 1-naphthalenemethylphosphonate. This approach is advantageous over the traditional acyloxymethyl phosphonate prodrugs, because these prodrugs do not generate formaldehyde and have improved plasma half-lives. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00239-5

文献信息

• PHTHALAZINONE DERIVATIVES
  申请人：MENEAR Keith Allan

  公开号：US20090192156A1

  公开（公告）日：2009-07-30

  A compound of the formula (I): wherein: A and B together represent an optionally substituted, fused aromatic ring; X and Y are selected from CH and CH, CF and CH, CH and CF and N and CH respectively; R C is selected from H, C 1-4 alkyl; and R 1 is selected from C 1-7 alkyl, C 3-20 heterocyclyl and C 5-20 aryl, which groups are optionally substituted; or R C and R 1 together with the carbon and oxygen atoms to which they are attached form a spiro-C 5-7 oxygen-containing heterocyclic group, which is optionally substituted or fused to a C 5-7 aromatic ring.

  其中： A和B一起代表一个可选取代的融合芳香环；X和Y分别从CH和CH、CF和CH、CH和CF以及N和CH中选择；RC从H、C1-4烷基中选择；R1从C1-7烷基、C3-20杂环烷基和C5-20芳基中选择，这些基团可选取代；或者RC和R1与它们连接的碳和氧原子一起形成一个可选取代或与C5-7芳香环融合的螺环C5-7含氧杂环基。
• Phthalazinone derivatives
  申请人：AstraZeneca AB

  公开号：US08129380B2

  公开（公告）日：2012-03-06

  A compound of the formula (I): wherein: A and B together represent an optionally substituted, fused aromatic ring; X and Y are selected from CH and CH, CF and CH, CH and CF and N and CH respectively; RC is selected from H, C1-4 alkyl; and R1 is selected from C1-7 alkyl, C3-20 heterocyclyl and C5-20 aryl, which groups are optionally substituted; or RC and R1 together with the carbon and oxygen atoms to which they are attached form a spiro-C5-7 oxygen-containing heterocyclic group, which is optionally substituted or fused to a C5-7 aromatic ring.

  化合物的式子（I）： 其中： A 和 B 一起代表一个可选取取代基的融合芳香环； X 和 Y 分别从 CH 和 CH、CF 和 CH、CH 和 CF 和 N 和 CH 中选择； RC 从 H、C1-4 烷基中选择； R1 从 C1-7 烷基、C3-20 杂环基和 C5-20 芳基中选择，这些基团可选取取代基；或者 RC 和 R1 与它们附着的碳和氧原子一起形成一个螺环-C5-7 含氧杂环基，该基团可选取取代基或融合到一个 C5-7 芳香环中。
• 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。
• New ligands at the melatonin binding site MT3
  作者：Marie-Françoise Boussard、Sandrine Truche、Anne Rousseau-Rojas、Sylvie Briss、Sophie Descamps、Monique Droual、Michel Wierzbicki、Gilles Ferry、Valérie Audinot、Philippe Delagrange、Jean A. Boutin

  DOI：10.1016/j.ejmech.2005.12.002

  日期：2006.3

  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.
• Gupta, Dahmendra N.; Hodge, Philip; Hurley, Peter N., Journal of the Chemical Society. Perkin transactions I, 1989, p. 391 - 394
  作者：Gupta, Dahmendra N.、Hodge, Philip、Hurley, Peter N.

  DOI：——

  日期：——