bis-(6-methyl-benzo[1,3]dioxol-5-yl)-methane | 109733-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: bis-(6-methyl-benzo[1,3]dioxol-5-yl)-methane
• 英文别名: Bis-(6-methyl-benzo[1,3]dioxol-5-yl)-methan；bis[(3,4-methylenedioxy)-6-methyl]phenylmethane；5-Methyl-6-[(6-methyl-1,3-benzodioxol-5-yl)methyl]-1,3-benzodioxole
• CAS: 109733-91-7
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: XDRVQLXULBACGS-UHFFFAOYSA-N

物化性质

• 熔点：
  102-103 °C
• 沸点：
  425.1±45.0 °C(Predicted)
• 密度：
  1.270±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis-(6-methyl-benzo[1,3]dioxol-5-yl)-methane 在 盐酸 、 乙醇 、 五氯化磷 作用下， 生成 5,5'-dimethyl-4,4'-methanediyl-di-pyrocatechol
  参考文献：
  名称：

  Dolce; Garofano, Annali di Chimica, 1957, vol. 47, p. 1185,1196

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-(亚甲二氧基)甲苯 在 聚合甲醛 、 硫酸 、 溶剂黄146 作用下， 生成 bis-(6-methyl-benzo[1,3]dioxol-5-yl)-methane
  参考文献：
  名称：

  Dolce; Garofano, Annali di Chimica, 1957, vol. 47, p. 1185,1196

  摘要：

  DOI：

文献信息

• N-aryl thienyl-, furyl-, and pyrrolyl-sulfonamides and derivatives thereof that modulate the activity of endothelin
  申请人：Texas Biotechnology Corp.

  公开号：US06342610B2

  公开（公告）日：2002-01-29

  Thienyl-, furyl- and pyrrolyl-sulfonamides and methods for modulating or altering the activity of the endothelin family of peptides are provided. In particular, N-(isoxazolyl)thienylsulfonamides, N-(isoxazolyl)furylsulfonamides and N-(isoxazolyl)pyrrolylsulfonamides and methods using these sulfonamides for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamides or prodrugs thereof that inhibit or increase the activity of endothelin are also provided.

  提供了噻吩基、呋喃基和吡咯基磺酰胺以及用于调节或改变内皮素肽家族活性的方法。特别是，提供了N-(异恶唑基)噻吩磺酰胺、N-(异恶唑基)呋喃磺酰胺和N-(异恶唑基)吡咯磺酰胺以及使用这些磺酰胺通过将受体与磺酰胺接触来抑制内皮素肽与内皮素受体结合的方法。还提供了通过施用有效量的一个或多个这些磺酰胺或其前药来治疗内皮素介导的疾病的方法，这些磺酰胺或其前药抑制或增加内皮素的活性。
• Discovery of TBC11251, a Potent, Long Acting, Orally Active Endothelin Receptor-A Selective Antagonist
  作者：Chengde Wu、Ming F. Chan、Fiona Stavros、B. Raju、Ilya Okun、Seymour Mong、Karin M. Keller、Tommy Brock、Timothy P. Kogan、Richard A. F. Dixon

  DOI：10.1021/jm9700068

  日期：1997.5.1

  Previously we reported the discovery of amidothiophenesulfonamides as endothelin receptor-A antagonists with high potency and selectivity. Replacement of an amide group in this class of compounds with an acetyl group maintained the in vitro binding affinity and in vivo activity while providing a compound with oral bioavailability and longer duration of action. The optimal compound discovered during these studies, 15q (TBC11251), binds competitively to human ETA receptors with a K-i of 0.43 +/- 0.03 nM and an IC50 of 1.4 nM (IC50 for ETB = 9800 nM). This compound inhibits ET-1-induced stimulation of phosphoinositide turnover with a K-i of 0.686 nM and a pA(2) of 8.0. The compound has a serum half-life in the rat and the dog of 6-7 h and 60-100% oral bioavailability. This compound is one of the most selective ETA antagonists reported and therefore is suitable for additional pharmacological and clinical investigation of the role of ETA receptors in diseases.
• Dolce; Garofano, Annali di Chimica, 1957, vol. 47, p. 1185,1196
  作者：Dolce、Garofano

  DOI：——

  日期：——