(3S,4R)-3-hydroxy-2,2-dimethyl-4-(3-oxo-3H-benzo[d]isoxazol-2-yl)chroman-6-carbonitrile | 1135611-64-1

• 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)-3-hydroxy-2,2-dimethyl-4-(3-oxo-3H-benzo[d]isoxazol-2-yl)chroman-6-carbonitrile
• 英文别名: (3S,4R)-3-hydroxy-2,2-dimethyl-4-(3-oxo-1,2-benzoxazol-2-yl)-3,4-dihydrochromene-6-carbonitrile
• CAS: 1135611-64-1
• 化学式: C₁₉H₁₆N₂O₄
• 分子量: 336.347
• InChiKey: NNVCFIGIVUSVNP-SJORKVTESA-N

物化性质

• 沸点：
  509.4±60.0 °C(predicted)
• 密度：
  1.43±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  82.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-cyano-2,2-dimethylchromene-3,4-epoxide 、 苯[D]异恶唑-3-醇 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (3S,4R)-3-hydroxy-2,2-dimethyl-4-(3-oxo-3H-benzo[d]isoxazol-2-yl)chroman-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

• Discovery and structure–activity relationships of a novel series of benzopyran-based KATP openers for urge urinary incontinence
  作者：Xuqing Zhang、Yuhong Qiu、Xiaojie Li、Sheela Bhattacharjee、Morgan Woods、Patricia Kraft、Scott G. Lundeen、Zhihua Sui

  DOI：10.1016/j.bmc.2008.11.055

  日期：2009.1

  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.