2,3-dihydro-7-methoxy-2,2-dimethyl-4H-1-benzothiopyran-4-one | 64793-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫铬烷
• 英文名称: 2,3-dihydro-7-methoxy-2,2-dimethyl-4H-1-benzothiopyran-4-one
• 英文别名: 7-methoxy-2,2-dimethyl-thiochroman-4-one；7-methoxy-2,2-dimethyl-3H-thiochromen-4-one
• CAS: 64793-90-4
• 化学式: C₁₂H₁₄O₂S
• 分子量: 222.308
• InChiKey: AWOGOLRECAWFCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-7-methoxy-2,2-dimethyl-4H-1-benzothiopyran-4-one 在 三溴化磷 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 4-bromo-7-methoxy-2,2-dimethyl-2H-thiochromene
  参考文献：
  名称：

  Application of Nazarov type electrocyclization to access [6,5,6] and [6,5,5] core embedded new polycycles: an easy entry to tetrahydrofluorene scaffolds related to Taiwaniaquinoids and C-nor-D homosteroids

  摘要：

  在相对温和和催化的纳扎罗夫型电环化条件下，已经实现了一种简单、高效且简洁的方法，用于合成嵌入新多环的四氢氟烯[6,5,6]ABC三环核心，使用2 mol% Sc(OTf)3在无水DCM（氯仿）中于室温反应，获得了高产率。通过合成嵌入稀有异三环[6,5,5]ABC骨架的多样化多环，展示了该反应的普遍性。

  DOI：

  10.1039/c0ob00892c
• 作为产物：
  描述：

  3-甲氧基苯硫酚 在 哌啶 、 PPA 作用下， 反应 20.67h， 生成 2,3-dihydro-7-methoxy-2,2-dimethyl-4H-1-benzothiopyran-4-one
  参考文献：
  名称：

  Synthesis of 2,2-Dimethyl-2H-thiochromenes, the Sulfur Analogs of Precocenes

  摘要：

  一种新的高产率合成2,2-二甲基-2H-噻吩并[4,3-b]吡喃的方法包括：硫酚对3-甲基-2-丁烯酸的迈克尔加成反应，生成的3-甲基-3-苯硫基丁酸的内环化缩合反应，用硼氢化钠还原所得的2,2-二甲基-4-氧代噻吩并[4,3-b]吡喃，以及酸催化下所得的4-羟基-2,2-二甲基噻吩并[4,3-b]吡喃的去水反应。

  DOI：

  10.1055/s-1987-27866

文献信息

• Synthesis of 6-methoxy-2,2-dimethyl-2<i>H</i>-1-benzothiopyran and 6,7-dimethoxy-2,2-dimethyl-2<i>H</i>-1-benzothiopyran, sulfur analogues of precocene I and precocene II
  作者：F. Camps、O. Colomina、J. Coll、A. Messeguer

  DOI：10.1002/jhet.5570200456

  日期：1983.7

  Preparation of title compounds 5, sulfur analogues of the natural insect antijuvenile hormones precocene I and II, is described. The synthetic pathway involves conversion of the appropriate thiophenol 2 into the corresponding thiochroman-4-one 4 followed by reduction and dehydration. The 13C nmr data for all the above products are also reported.

  描述了标题化合物5的制备，标题化合物5是天然昆虫抗幼激素激素前十烯I和II的硫类似物。合成途径包括将合适的苯酚2转化为相应的苯并二氢吡喃-4-酮4，然后进行还原和脱水。还报告了上述所有产品的13 C nmr数据。
• [EN] NOVEL TETRACYCLIC HETEROATOM CONTAINING DERIVATIVES USEFUL AS SEX STEROID HORMONE RECEPTOR MODULATORS<br/>[FR] NOUVEAUX DERIVES CONTENANT DES HETEROATOMES TETRACYCLIQUES MODULATEURS DES RECEPTEURS DES HORMONES STEROIDIENNES SEXUELLES
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2006034090A1

  公开（公告）日：2006-03-30

  The present invention is directed to novel tetracyclic heteroatom containing derivatives, pharmaceutical compositions containing them, their use in the treatment of disorders mediated by one or more sex steroid hormone receptors and processes for their preparation.

  本发明涉及新型四环杂原子含有衍生物，含有它们的药物组合物，它们在治疗由一个或多个性激素受体介导的疾病中的应用以及它们的制备方法。
• Novel tetracyclic heteroatom containing derivatives useful as sex steroid hormone receptor modulators
  申请人：Sui Zhihua

  公开号：US20060116415A1

  公开（公告）日：2006-06-01

  The present invention is directed to novel tetracyclic heteroatom containing derivatives, pharmaceutical compositions containing them, their use in the treatment of disorders mediated by one or more sex steroid hormone receptors and processes for their preparation.

  本发明涉及新型四环杂原子含有衍生物，含有它们的制药组合物，它们在治疗由一个或多个性激素受体介导的疾病中的使用以及它们的制备方法。
• NOVEL TETRACYCLIC HETEROATOM CONTAINING DERIVATIVES USEFUL AS SEX STEROID HORMONE RECEPTOR MODULATORS
  申请人：SUI Zhihua

  公开号：US20080114048A1

  公开（公告）日：2008-05-15

  The present invention is directed to novel tetracyclic heteroatom containing derivatives, pharmaceutical compositions containing them, their use in the treatment of disorders mediated by one or more sex steroid hormone receptors and processes for their preparation.

  本发明涉及新型四环杂原子含有衍生物，包含它们的药物组合物，它们在治疗由一个或多个性激素受体介导的疾病中的应用以及它们的制备方法。
• Discovery of indole-containing tetracycles as a new scaffold for androgen receptor ligands
  作者：Xuqing Zhang、Xiaojie Li、George F. Allan、Amy Musto、Scott G. Lundeen、Zhihua Sui

  DOI：10.1016/j.bmcl.2006.03.047

  日期：2006.6

  A novel series of tetracyclic indoles have been designed, synthesized and evaluated as androgen receptor (AR) ligands. Studies of structure-activity relationships (SARs) were investigated, which led to some compounds in this series as strong binders to androgen receptors. (c) 2006 Elsevier Ltd. All rights reserved.