(3S,4R)-4-(5-chlorobenzoxazol-2-ylamino)-3-hydroxy-2,2-dimethylchroman-6-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (3S,4R)-4-(5-chlorobenzoxazol-2-ylamino)-3-hydroxy-2,2-dimethylchroman-6-carbonitrile
• 英文别名: 4-(5-chloro-benzooxazol-2-ylamino)-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile；(3S,4R)-4-(5-Chloro-benzooxazol-2-ylamino)-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile；(3S,4R)-4-[(5-chloro-1,3-benzoxazol-2-yl)amino]-3-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carbonitrile
• 化学式: C₁₉H₁₆ClN₃O₃
• 分子量: 369.807
• InChiKey: DNJSGVLCZDMADT-SJORKVTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  91.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯并恶唑胺 、 6-cyano-2,2-dimethylchromene-3,4-epoxide 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以60%的产率得到(3S,4R)-4-(5-chlorobenzoxazol-2-ylamino)-3-hydroxy-2,2-dimethylchroman-6-carbonitrile
  参考文献：
  名称：

  Discovery and structure–activity relationships of a novel series of benzopyran-based KATP openers for urge urinary incontinence

  摘要：

  A novel series of benzopyran derivatives were synthesized and evaluated as K(ATP) channel openers. Structure-activity relationships were investigated around 4-position of the benzopyran nucleus. Optimization of 4-substituent with some heterocyclic rings led to compound 13b bearing a benzo[d] isoxazol-3-one moiety as a potent and selective KATP channel opener in vitro. In two anesthetized rat models of myogenic bladder overactivity, compound 13b was found to inhibit spontaneous bladder contractions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.11.055

文献信息

• NOVEL BENZOPYRAN DERIVATIVES AS POTASSIUM CHANNEL OPENERS
  申请人：Zhang Xuqing

  公开号：US20070049556A1

  公开（公告）日：2007-03-01

  The present invention is directed to novel benzopyran derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders related to potassium channel.

  本发明涉及新型苯并吡喃衍生物，含有它们的药物组合物以及它们在治疗与钾通道相关的疾病中的应用。
• US7812183B2
  申请人：——

  公开号：US7812183B2

  公开（公告）日：2010-10-12
• US7838553B2
  申请人：——

  公开号：US7838553B2

  公开（公告）日：2010-11-23
• [EN] NOVEL BENZOPYRAN DERIVATIVES AS POTASSIUM CHANNEL OPENERS<br/>[FR] NOUVEAUX DERIVES DE BENZOPYRANE EN TANT QU'AGENTS D'OUVERTURE DE CANAL POTASSIQUE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2007027780A2

  公开（公告）日：2007-03-08

  [EN] The present invention is directed to novel benzopyran derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders related to potassium channel.
  [FR] La présente invention concerne de nouveaux dérivés de benzopyrane, des compositions pharmaceutiques les renfermant et leur utilisation dans le traitement de troubles associés au canal potassique.
• [EN] NOVEL BENZOPYRAN DERIVATIVES AS POTASSIUM CHANNEL OPENERS<br/>[FR] NOUVEAUX DÉRIVÉS DE BENZOPYRANE TELS QUE DES OUVREURS DE CANAL DE POTASSIUM
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2007027959A1

  公开（公告）日：2007-03-08

  [EN] The present invention is directed to novel benzopyran derivatives of formula (I), pharmaceutical compositions containing them and their use in the treatment of disorders related to potassium channel.
  [FR] La présente invention se rapporte à de nouveaux dérivés de benzopyrane de la formule (I), à des compositions pharmaceutiques les contenant et à leur utilisation dans le traitement de troubles liés au canal de potassium.