(4-oxo-3,4-diphenylbutylidene)bisphosphonic acid tetraethyl ester | 141790-32-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (4-oxo-3,4-diphenylbutylidene)bisphosphonic acid tetraethyl ester
• 英文别名: Tetraethyl (4-oxo-3,4-diphenylbutylidene)bisphosphonate；4,4-bis(diethoxyphosphoryl)-1,2-diphenylbutan-1-one
• CAS: 141790-32-1
• 化学式: C₂₄H₃₄O₇P₂
• 分子量: 496.477
• InChiKey: ZTGFXSKXKPGTCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  615.8±55.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  33
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4-oxo-3,4-diphenylbutylidene)bisphosphonic acid tetraethyl ester 生成 [4-hydroxy-3,4-diphenylbutylidene]bisphosphonic acid tetraethyl ester
  参考文献：
  名称：

  Bisphosphonic acid derivatives as anti-arthritic agents

  摘要：

  公式（III）中的双膦酸盐R.sub.2 --X--(CW).sub.m1 --CR.sub.3 R.sub.4 --CH.sub.2 --CM[PO--(OR.sub.1).sub.2 ].sub.2（III），双环双膦酸盐（V），和环状双膦酸盐（VII）可用作抗关节炎药物，并且不具有前列腺素合成酶抑制剂的副作用。

  公开号：

  US05412141A1
• 作为产物：
  描述：

  二苯基乙酮 、 1,1-双(二乙氧基磷酰基)乙烯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 以61%的产率得到(4-oxo-3,4-diphenylbutylidene)bisphosphonic acid tetraethyl ester
  参考文献：
  名称：

  Carbonyl-Containing Bisphosphonate Esters as Novel Antiinflammatory and Antiarthritic Agents

  摘要：

  A study of the decomposition of the pyrazoline bisphosphonate ester 2 identified 3 as the sole bisphosphonate component. Evaluation in a delayed-type hypersensitivity granuloma model of chronic inflammation in mice (DTH-GRA) showed 3 to be a potent inhibitor of granuloma formation (sc, 10 mg/kg, 45%), but in a murine model of antigen-induced arthritis (AIA), no significant inhibition was observed. As a result, new ketonic bisphosphonate tetraethyl esters were synthesized from vinylidenebisphosphonic acid tetraethyl ester 4 and activated carbonyl compounds in 13-84% yield. 6 significantly inhibited the pathology of both the DTH-GRA (sc, 25 mg/kg, 45%) and AIA models (sc, 25 mg/kg, 55%). Other compounds in the series were not as potent. Our results show that bisphosphonate ester 6 can inhibit the chronic inflammatory response associated with cutaneous granuloma formation and erosive arthritis.

  DOI：

  10.1021/jm00052a004

文献信息

• BISPHOSPHONIC ACID DERIVATIVES AS ANTI-ARTHRITIC AGENTS
  申请人：THE UPJOHN COMPANY

  公开号：EP0544812A1

  公开（公告）日：1993-06-09
• METHOD FOR INDUCING FAT LOSS IN MAMMALS
  申请人：Ferrante, JR. Anthony W.

  公开号：US20130315981A1

  公开（公告）日：2013-11-28

  The present invention is a method of increasing lipolysis in an adipose tissue of a mammal comprising delivering to macrophages at the adipose tissue of the mammal an effective amount of an agent which reduces the concentration of macrophages at the adipose tissue of the mammal, thereby increasing lipolysis in the adipose tissue of the mammal.
• US5412141A
  申请人：——

  公开号：US5412141A

  公开（公告）日：1995-05-02
• US5602115A
  申请人：——

  公开号：US5602115A

  公开（公告）日：1997-02-11
• [EN] BISPHOSPHONIC ACID DERIVATIVES AS ANTI-ARTHRITIC AGENTS
  申请人：THE UPJOHN COMPANY

  公开号：WO1992003451A1

  公开（公告）日：1992-03-05

  (EN) The bisphosphonates of formula (III): R2-X-(CW)m1-CR3R4-CH2-CM[PO-(OR1)2]2 bicyclic bisphosphonates (V), and cyclic bisphosphonates (VII) are useful as anti-arthritic agents and do not have the side effects of anti-arthritic agents which are prostaglandin synthetase inhibitors.(FR) Les bisphosphonates de la formule (III): R2-X(CW)m1-CR3R4-CH2-CM[PO-(OR1)2]2, des bisphosphonates bicycliques (IV), ainsi que des bisphosphonates cycliques (VII) sont utiles comme agents anti-arthritiques et ne présentent pas les effets secondaires d'agents anti-arthritiques qui constituent des inhibiteurs de synthétase de prostaglandine.