5-(苄氧基)异苯并呋喃-1,3-二酮 | 5840-65-3

• 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: 5-(苄氧基)异苯并呋喃-1,3-二酮
• 英文名称: 4-benzyloxyphthalic anhydride
• 英文别名: 5-(Benzyloxy)isobenzofuran-1,3-dione；5-phenylmethoxy-2-benzofuran-1,3-dione
• CAS: 5840-65-3
• 化学式: C₁₅H₁₀O₄
• 分子量: 254.242
• InChiKey: ULTIREHJUYEDOA-UHFFFAOYSA-N

物化性质

• 熔点：
  202-204 °C
• 沸点：
  451.2±28.0 °C(Predicted)
• 密度：
  1.357±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  5-(苄氧基)异苯并呋喃-1,3-二酮 在 palladium on activated charcoal 氢气 、 sodium methylate 、 乙酸酐 、 potassium carbonate 、 三乙胺 、 sodium iodide 作用下， 以 乙酸乙酯 、 丙酮 为溶剂， 反应 8.0h， 生成 2-(3-Cyclopentyloxy-4-methoxyphenyl)-5-hydroxy-2-(pyridin-4-ylmethyl)indene-1,3-dione
  参考文献：
  名称：

  Novel Cyclic Compounds as Potent Phosphodiesterase 4 Inhibitors

  摘要：

  The synthesis and biological activity of a novel series of 2,2-disubstituted indan-1,3-dione-based PDE4 inhibitors are described. This structurally unique class of PDE4 inhibitors is markedly different from the known PDE4 inhibitors such as RP 73401 (2) and CDP 840 (3). Structure-activity relationship (SAR) studies led to the identification of inhibitors with nanomolar potency and oral activity in a murine endotoxemia model for TNF-alpha inhibition. Unlike other classical PDE4 inhibitors, several analogues were found to be nonemetic in a canine emesis model at intravenous doses of up to 3 mg/kg.

  DOI：

  10.1021/jm970575f
• 作为产物：
  描述：

  4-羟基邻苯二甲酸 在 氢氧化钾 作用下， 反应 13.0h， 生成 5-(苄氧基)异苯并呋喃-1,3-二酮
  参考文献：
  名称：

  Mono- and Dihydroxylated Metabolites of Thalidomide: Synthesis and TNF-.ALPHA. Production-Inhibitory Activity

  摘要：

  少量和双羟基化的沙利度胺代谢物被高效制备和表征，并评估了它们对人单核细胞白血病细胞系 THP-1 中肿瘤坏死因子 (TNF)-α 生产的抑制活性。5,N-二羟基沙利度胺是一种比沙利度胺更强效的 TNF-α 生产抑制剂。

  DOI：

  10.1248/cpb.54.1709

文献信息

• COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF ANDROGEN RECEPTOR
  申请人：Arvinas, Inc.

  公开号：US20180099940A1

  公开（公告）日：2018-04-12

  The present disclosure relates to bifunctional compounds, which find utility to degrade and (inhibit) Androgen Receptor. In particular, the present disclosure is directed to compounds, which contain on one end a cereblon ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds Androgen Receptor, such that Androgen Receptor is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of Androgen Receptor. The present disclosure exhibits a broad range of pharmacological activities associated with compounds according to the present disclosure, consistent with the degradation/inhibition of Androgen Receptor.

  本公开涉及双功能化合物，其用于降解和（抑制）雄激素受体。具体而言，本公开涉及包含一端结合到E3泛素连接酶的谷氨酰腺苷环配体，另一端结合到雄激素受体的部分的化合物，使得雄激素受体与泛素连接酶靠近，以实现雄激素受体的降解（和抑制）。本公开展示了与根据本公开涉及的化合物相关的广泛的药理活性范围，与雄激素受体的降解/抑制一致。
• [EN] PYRIDAZINONE-BASED BROAD SPECTRUM ANTI-INFLUENZA INHIBITORS<br/>[FR] INHIBITEURS ANTIGRIPPAUX À LARGE SPECTRE À BASE DE PYRIDAZINONE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2018001948A1

  公开（公告）日：2018-01-04

  The present invention relates to compounds of formula (I): (I) or pharmaceutically acceptable salts thereof, as well as processes for their manufacture, pharmaceutical compositions comprising them, and their use as medicaments.

  本发明涉及以下式(I)的化合物或其药用盐，以及其制备方法、包含它们的药物组合物，以及它们作为药物的用途。
• Fused heterocyclic compounds
  申请人：——

  公开号：US20040082607A1

  公开（公告）日：2004-04-29

  The present invention provides a compound of the formula: wherein ring A is an optionally substituted 5 to 10-membered aromatic ring; R 1 and R 2 are the same or different and each is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group; X is a bond and the like; and L is a divalent hydrocarbon group, and a salt thereof, except 3-(aminomethyl)-2,6,7-trimethyl-4-phenyl-1(2H)-isoquinolinone, 3-(aminomethyl)-2-methyl-4-phenyl-1(2H)-isoquinolinone, 3-(aminomethyl)-6-chloro-2-methyl-4-phenyl-1(2H)-isoquinolinone and 3-(aminomethyl)-2-isopropyl-4-phenyl-1(2H)-isoquinolinone. The compound shows a superior peptidase-inhibitory activity and is useful as an agent for the prophylaxis or treatment of diabetes and the like. 1

  本发明提供了一种化合物，其化学式如下：其中环A是一个可选择取代的5至10成员芳香环；R1和R2相同或不同，每个都是一个可选择取代的碳氢化合物基团或可选择取代的杂环基团；X是一个键等；L是一个二价碳氢基团，以及其盐，但不包括3-(氨甲基)-2,6,7-三甲基-4-苯基-1(2H)-异喹啉酮，3-(氨甲基)-2-甲基-4-苯基-1(2H)-异喹啉酮，3-(氨甲基)-6-氯-2-甲基-4-苯基-1(2H)-异喹啉酮和3-(氨甲基)-2-异丙基-4-苯基-1(2H)-异喹啉酮。该化合物表现出优越的肽酶抑制活性，并可用作糖尿病的预防或治疗剂等。
• Mono- and Dihydroxylated Metabolites of Thalidomide: Synthesis and TNF-.ALPHA. Production-Inhibitory Activity
  作者：Takanori Nakamura、Tomomi Noguchi、Hisayoshi Kobayashi、Hiroyuki Miyachi、Yuichi Hashimoto

  DOI：10.1248/cpb.54.1709

  日期：——

  Mono- and dihydroxylated metabolites of thalidomide were efficiently prepared and characterized, and their inhibitory activity on tumor necrosis factor (TNF)-α production in the human monocytic leukemia cell line THP-1 was evaluated. 5,N-Dihydroxythalidomide was a much more potent TNF-α production inhibitor than thalidomide.

  少量和双羟基化的沙利度胺代谢物被高效制备和表征，并评估了它们对人单核细胞白血病细胞系 THP-1 中肿瘤坏死因子 (TNF)-α 生产的抑制活性。5,N-二羟基沙利度胺是一种比沙利度胺更强效的 TNF-α 生产抑制剂。
• A Polymer-Supported Chiral Dirhodium(II) Complex: Highly Durable and Recyclable Catalyst for Asymmetric Intramolecular CH Insertion Reactions
  作者：Koji Takeda、Tadashi Oohara、Masahiro Anada、Hisanori Nambu、Shunichi Hashimoto

  DOI：10.1002/anie.201003730

  日期：2010.9.17

  A highly effective immobilization of [Rh2(S‐PTTL)4] (PTTL=N‐phthaloyl‐tert‐leucinate) has been achieved by copolymerization of monomer 1 with styrene and a flexible cross‐linker. The immobilized catalyst promoted the title reaction at −78 °C with high enantioselectivity, and could be used for up to 100 cycles with a low level of leaching (0.28 ppm).

  通过单体1与苯乙烯和柔性交联剂的共聚，已实现了[Rh 2（S -PTTL）4 ]（PTTL = N-邻苯二甲酰叔亮氨酸）的高效固定。固定化的催化剂在-78°C下以高对映选择性促进了标题反应，可在低浸出（0.28 ppm）的条件下用于多达100个循环。