biagra

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: biagra
• 英文别名: 5-[2,3-dihydro-5-(4-methylpiperazin-1-ylsulfonyl)-7-benzofuryl]-1-methyl-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-7-one；1-methyl-5-[5-(4-methylpiperazin-1-yl)sulfonyl-2,3-dihydro-1-benzofuran-7-yl]-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
• 化学式: C₂₂H₂₈N₆O₄S
• 分子量: 472.568
• InChiKey: JGLHNZQSQGEHCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,3-二氢-1-苯并呋喃-7-碳酰氯 在 氯磺酸 、 4-二甲氨基吡啶 、 sodium hydroxide 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 6.0h， 生成 biagra
  参考文献：
  名称：

  Synthesis and phosphodiesterase 5 inhibitory activity of novel phenyl ring modified sildenafil analogues

  摘要：

  New sildenafil analogues containing an ether ring fused into the phenyl moiety, 6a-d and 7a-d, were efficiently synthesized from the readily available starting materials, 1a-d and 2, in five steps. Ab initio calculations indicated that introduction of a cyclic ether to the phenyl group might enhance the co-planarity of the molecule. The torsional angles were calculated to be 2-3 degrees for the 5-membered cyclic ether derivatives, 6a, 6c, 7a, and 7c, and 12-16 degrees for the 6-membered ones, 6b, 6d, 7b, and 7d. On the other hand, sildenafil showed the least co-planarity with the torsional angle of 23 degrees compared with the target compounds, 6a-d and 7a-d. In the enzyme assay, however, the in Vitro PDE 5 inhibitory activity was found out to be inversely related to the degree of coplanarity. In other words, the least planar sildenafil showed the highest activity, and the most planar 5-membered cyclic ether derivatives were least active by 100-200-fold compared with sildenafil. Our study clearly demonstrated that the open chain 2'-alkoxy group of the phenyl ring, although less effective for inducing the co-planarity, seemed to act as a much better lipophilic requirement than the cyclic alkoxy moiety. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00055-4

文献信息

• Compounds and pharmaceutical compositions containing the same
  申请人：The Jordanian Pharmaceutical Manufacturing and Medical Equipment Co., Ltd.

  公开号：US06242444B1

  公开（公告）日：2001-06-05

  The present invention relates to novel compounds and pharmaceutical compositions containing the same. The disclosed compounds are useful for treatment of inter alia erectile dysfunction. They are comprised by the general formula (I);

  本发明涉及新型化合物和含有它们的药物组合物。所揭示的化合物可用于治疗勃起功能障碍等疾病。它们由通式（I）表示。
• Voelter, Wolfgang; El-Abadelah, Mustafa M.; Sabri, Salim S., Zeitschrift fur Naturforschung, B: Chemical Sciences, 1999, vol. 54, # 11, p. 1469 - 1473
  作者：Voelter, Wolfgang、El-Abadelah, Mustafa M.、Sabri, Salim S.、Khanfar, Monther A.

  DOI：——

  日期：——
• Novel compounds and pharmaceutical compositions containing the same
  申请人：The Jordanian Pharmaceutical Manufacturing and Medical Equipment Co.Ltd.

  公开号：EP1057829B1

  公开（公告）日：2002-11-20
• JP2000344775A
  申请人：——

  公开号：JP2000344775A

  公开（公告）日：2000-12-12
• US6242444B1
  申请人：——

  公开号：US6242444B1

  公开（公告）日：2001-06-05