4-phenylbutylidene 1,1-diphosphonic acid | 76541-78-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 4-phenylbutylidene 1,1-diphosphonic acid
• 英文别名: 4-phenylbutylidene-1,1-bisphosphonic acid；(4-Phenyl-1-phosphonobutyl)phosphonic acid
• CAS: 76541-78-1
• 化学式: C₁₀H₁₆O₆P₂
• 分子量: 294.181
• InChiKey: RNMVECQWIVXGDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-phenylbutylidene 1,1-diphosphonic acid 在 sodium hydroxide 作用下， 反应 6.0h， 生成 bis(methyl, hydrogen) (4-phenylbutylidene)bis(phosphonate)
  参考文献：
  名称：

  gem-Diphosphonate and gem-phosphonate-phosphate compounds with specific high density lipoprotein inducing activity

  摘要：

  New diphosphonate compounds and related derivatives were synthesized and investigated for their activity in specifically inducing plasma high density lipoproteins (HDL) and high density lipoprotein cholesterol (HDL-C) in normal rats. The screening of numerous compounds has permitted the determination of the structural variations leading to optimal plasma lipid altering activity, indicating antiatherosclerotic potential. Among the compounds observed to be the most active, dimethyl alpha-(dimethoxyphosphinyl)-p-chlorobenzyl phosphate (20, SR-202, mifobate) was selected for further pharmacological and subsequent clinical development.

  DOI：

  10.1021/jm00391a027
• 作为产物：
  描述：

  tetraethyl 4-phenylbutylidene 1,1-diphosphonate 在 盐酸 作用下， 反应 15.0h， 生成 4-phenylbutylidene 1,1-diphosphonic acid
  参考文献：
  名称：

  gem-Diphosphonate and gem-phosphonate-phosphate compounds with specific high density lipoprotein inducing activity

  摘要：

  New diphosphonate compounds and related derivatives were synthesized and investigated for their activity in specifically inducing plasma high density lipoproteins (HDL) and high density lipoprotein cholesterol (HDL-C) in normal rats. The screening of numerous compounds has permitted the determination of the structural variations leading to optimal plasma lipid altering activity, indicating antiatherosclerotic potential. Among the compounds observed to be the most active, dimethyl alpha-(dimethoxyphosphinyl)-p-chlorobenzyl phosphate (20, SR-202, mifobate) was selected for further pharmacological and subsequent clinical development.

  DOI：

  10.1021/jm00391a027

文献信息

• Squalene synthetase inhibitory composition and use thereof
  申请人：TAKEDA CHEMICAL INDUSTRIES, LTD.

  公开号：EP0541037A2

  公开（公告）日：1993-05-12

  There is provided a squalene inhibitory composition containing 1,1-bisphosphonic acid compound, a lower alkyl ester thereof or a salt thereof, which is useful as a treating agent for hypercholesterolemia. There are also provided novel compounds having squalene synthetase inhibitory activity and a pharmaceutical composition for treating hypercholesterolemia containing a 1,1-bisphosphonic compound, a lower alkyl ester thereof or a salt thereof.

  提供了一种角鲨烯抑制剂组合物，其中含有 1，1-二膦酸化合物、其低级烷基酯或其盐，可用作高胆固醇血症的治疗剂。还提供了具有角鲨烯合成酶抑制活性的新型化合物，以及一种治疗高胆固醇血症的药物组合物，该组合物含有1,1-二膦酸化合物、其低级烷基酯或其盐。
• NGUYEN, LAN M.;NIESOR, ERIC;BENTZEN, CRAIG L., J. MED. CHEM., 30,(1987) N 8, 1426-1433
  作者：NGUYEN, LAN M.、NIESOR, ERIC、BENTZEN, CRAIG L.

  DOI：——

  日期：——
• Diphosphonate or phosphate-phosphonate derivatives and pharmaceutical compositions containing them
  申请人：SYMPHAR S.A.

  公开号：EP0015370B1

  公开（公告）日：1983-01-12
• US4309364A
  申请人：——

  公开号：US4309364A

  公开（公告）日：1982-01-05
• US4371527A
  申请人：——

  公开号：US4371527A

  公开（公告）日：1983-02-01