1-hydroxy-1-cyclohexylmethane-1,1-diphosphonic acid | 34393-98-1

• 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: 1-hydroxy-1-cyclohexylmethane-1,1-diphosphonic acid
• 英文别名: [hydroxy(cyclohexyl)methylidene]bisphosphonic acid；[Hydroxy(cyclohexyl)methyliden]bisphosphonic acid；hydroxycyclohexylmethylenediphosphonic acid；[Cyclohexyl(hydroxy)methanediyl]bis(phosphonic acid)；(cyclohexyl-hydroxy-phosphonomethyl)phosphonic acid
• CAS: 34393-98-1
• 化学式: C₇H₁₆O₇P₂
• 分子量: 274.147
• InChiKey: YMOJUZRGXNRXAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  135
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 甲醇 作用下， 生成 1-hydroxy-1-cyclohexylmethane-1,1-diphosphonic acid
  参考文献：
  名称：

  Effects of Bisphosphonates on the Growth of Entamoeba histolytica and Plasmodium Species in Vitro and in Vivo

  摘要：

  The effects of a series of 102 bisphosphonates on the inhibition of growth of Entamoeba histolytica and Plasmodium falciparum in vitro have been determined, and selected compounds were further investigated for their in vivo activity. Forty-seven compounds tested were active (IC50 < 200 muM) versus E. histolytica growth in vitro. The most active compounds (IC50 similar to 4-9 muM) were nitrogen-containing bisphosphonates with relatively large aromatic side chains. Simple n-alkyl-1-hydroxy-1,1-bisphosphonates, known inhibitors of the enzyme farnesylpyrophosphate (FPP) synthase, were also active, with optimal activity being found with C9-C10 side chains. However, numerous other nitrogen-containing bisphosphonates known to be potent FPP synthase inhibitors, such as risedronate or pamidronate, had little or no activity. Several pyridine-derived bisphosphonates were quite active (IC50 similar to 10-20 muM), and this activity was shown to correlate with the basicity of the aromatic group, with activity decreasing with increasing pK(a) values. The activities of all compounds were tested versus a human nasopharyngeal carcinoma (KB) cell line to enable an estimate of the therapeutic index (TI). Five bisphosphonates were selected and then screened for their ability to delay the development of amebic liver abscess formation in an E. histolytica infected hamster model. Two compounds were found to decrease liver abscess formation at 10 mg/kg ip with little or no effect on normal liver mass. With P. falciparum, 35 compounds had IC50 values <200 muM in an in vitro assay. The most active compounds were also simple n-alkyl-1-hydroxy-1,1-bisphosphonates, having IC50 values around 1 muM. Five compounds were again selected for in vivo investigation in a Plasmodium berghei ANKA BALB/c mouse suppressive test. The most active compound, a C9 n-alkyl side chain containing bisphosphonate, caused an 80% reduction in parasitemia with no overt toxicity. Taken together, these results show that bisphosphonates appear to be useful lead compounds for the development of novel antiamebic and antimalarial drugs.

  DOI：

  10.1021/jm030084x

文献信息

• Dry process for preparing a surface-modified alkaline earth metal carbonate-containing material
  申请人：Omya International AG

  公开号：US10836646B2

  公开（公告）日：2020-11-17

  The present invention relates to a process to modify at least part of the surface of an earth alkaline metal carbonate-containing material in a dry blending process as well as to a mineral product obtainable by the inventive process and uses thereof.

  本发明涉及一种在干混工艺中改变含土碱金属碳酸盐材料至少部分表面的工艺，以及通过本发明工艺获得的矿产品及其用途。
• PLATINKOMPLEXE, VERFAHREN ZU IHRER HERSTELLUNG SOWIE DIESE ENTHALTENDE ARZNEIMITTEL
  申请人：HENKEL KGaA

  公开号：EP0345294A1

  公开（公告）日：1989-12-13
• NOVEL METHYLENEBISPHOSPHONIC ACID DERIVATIVES
  申请人：LEIRAS OY

  公开号：EP0563096A1

  公开（公告）日：1993-10-06
• CHROMFREIES KORROSIONSSCHUTZMITTEL UND KORROSIONSSCHUTZVERFAHREN
  申请人：Henkel Kommanditgesellschaft auf Aktien

  公开号：EP1187883A1

  公开（公告）日：2002-03-20
• FARBIGE KONVERSIONSSCHICHTEN AUF METALLOBERFLÄCHEN
  申请人：Henkel Kommanditgesellschaft auf Aktien

  公开号：EP1658392A1

  公开（公告）日：2006-05-24