(1-羟基十二烷-1,1-二基)二膦酸 | 16610-63-2

• 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
• 中文名称: (1-羟基十二烷-1,1-二基)二膦酸
• 中文别名: 月桂醇二膦酸
• 英文名称: (1-hydroxydodecane-1,1-diyl)diphosphonic acid
• 英文别名: dodecane-1-hydroxy-1,1-bisphosphonate；1-hydroxydodecane-1,1-diphosphonic acid；Lauryl alcohol diphosphonic acid；(1-hydroxy-1-phosphonododecyl)phosphonic acid
• CAS: 16610-63-2
• 化学式: C₁₂H₂₈O₇P₂
• 分子量: 346.298
• InChiKey: KKVZONPEMODBBG-UHFFFAOYSA-N

物化性质

• 沸点：
  564.4±60.0 °C(Predicted)
• 密度：
  1.319±0.06 g/cm3(Predicted)
• LogP：
  1.780 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  0.0
• 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

• 作为反应物：
  描述：

  (1-羟基十二烷-1,1-二基)二膦酸 、 β-环糊精 以 aq. phosphate buffer 为溶剂， 生成
  参考文献：
  名称：

  Cyclodextrins: A promising drug delivery vehicle for bisphosphonate

  摘要：

  Bisphosphonates are well established pharmaceutical drugs with wide applications in medicine. Nevertheless, the side chain and the nature of phosphorous groups could induce a poor aqueous solubility and act on their bioavailability. At the same time, cyclodextrins are cage molecules that facilitate transport of hydrophobic molecules to enhance the intestinal drug absorption of these molecules by forming inclusion complexes.Here we demonstrate that cyclodextrins could be used as a bisphosphonate carrier. The formation of cyclodextrins-bisphosphonate complexes was characterized by 1D and 2D NMR spectroscopy, Isothermal Titration Calorimetry and UV-vis spectroscopy. The results revealed that only the side chain of bisphosphonate was involved in the inclusion phenomenon and its length was a crucial parameter in the control of affinity. Findings from this study suggest that cyclodextrin will be a useful carrier for bisphosphonates. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carbpol.2016.09.030
• 作为产物：
  描述：

  月桂酸 在 甲烷磺酸 、 亚磷酸 、 三氯化磷 作用下， 反应 16.0h， 生成 (1-羟基十二烷-1,1-二基)二膦酸
  参考文献：
  名称：

  双膦酸酯对酸性鞘磷脂酶的强效和选择性抑制作用

  摘要：

  不仅仅是修补骨头：简单的双氨基双膦酸酯（参见图片）是迄今为止已知的最有效的酸性鞘磷脂酶抑制剂。它可以一步一步合成，并在体外抑制细胞死亡。由于酸性鞘磷脂酶是炎性肺部疾病的推定药物靶标，因此双膦酸盐可用于治疗肺部疾病。

  DOI：

  10.1002/anie.200903288

文献信息

• A mild and efficient one-pot synthesis of 1-hydroxymethylene-1,1-bisphosphonic acids. Preparation of new tripod ligands
  作者：Marc Lecouvey、Isabelle Mallard、Théodorine Bailly、Ramon Burgada、Yves Leroux

  DOI：10.1016/s0040-4039(01)01844-5

  日期：2001.11

  A simple and efficient one-pot procedure for synthesis of 1-hydroxymethylene-1,1-bisphosphonic acids by reaction of acyl chlorides and tris(trimethylsilyl)phosphite is described. This method was applied to the synthesis of new phosphonated chelating tripod ligands.

  描述了一种通过酰基氯与三（三甲基甲硅烷基）亚磷酸酯反应合成1-羟基亚甲基-1,1-双膦酸的简单有效的一锅法。该方法被用于合成新的膦酸化螯合三脚架配体。
• Bisphosphonates as inhibitors of acid sphingomyelinase
  申请人：Humboldt Universität zu Berlin

  公开号：EP2289900A1

  公开（公告）日：2011-03-02

  The present invention refers to bisphosphonate and phosphonate/phosphate compounds of Formulae I and II and its use as inhibitors of aSMase enzyme activity.

  本发明涉及Formulae I和II的双膦酸盐和膦酸盐/磷酸盐化合物，以及其作为aSMase酶活性抑制剂的用途。
• [EN] METHOD FOR THE SYNTHESIS OF ALKANE-1-HYDROXY-1,1-DIPHOSPHONIC ACID<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE L'ACIDE ALCANE-1-HYDROXY-1,1-DIPHOSPHONIQUE
  申请人：STRAITMARK HOLDING AG

  公开号：WO2015059287A1

  公开（公告）日：2015-04-30

  The present invention is related to a new method for the synthesis of alkane-1-hydroxy-,1-diphosphonic acid or its salts which includes the steps of -reacting tetraphosphorus hexaoxide and a carboxylic acid under controlled reaction conditions; -hydrolyzing the formed alkane-1-hydroxy-1,1-diphosphonic acid condensates to form alkane-1-hydroxy-1,1-diphosphonic acid; -precipitating the alkane-1-hydroxy-1,1-diphosphonic acid through the use of a suitable solvent; -filtering the alkane-1-hydroxy-1,1-diphosphonic acid and recovering the mother liquor and the suitable solvent.1 The process according to the method of the present invention is highly controllable and is further characterized by a high selectivity.

  本发明涉及一种合成烷基-1-羟基-1,1-二膦酸或其盐的新方法，包括以下步骤：-在控制的反应条件下，将四磷六氧化物和羧酸反应；-水解形成的烷基-1-羟基-1,1-二膦酸缩聚物以形成烷基-1-羟基-1,1-二膦酸；-通过使用适当的溶剂沉淀烷基-1-羟基-1,1-二膦酸；-过滤烷基-1-羟基-1,1-二膦酸并回收母液和适当的溶剂。根据本发明的方法，该过程具有高度可控性，并且具有高选择性。
• Salts of triazinic compounds with phosphorus oxyacids, and use of said compounds in self-extinguishing polymeric compositions
  申请人：MINISTERO DELL' UNIVERSITA' E DELLA RICERCA SCIENTIFICA E TECNOLOGICA

  公开号：EP0537837A1

  公开（公告）日：1993-04-21

  Salts of triazinic compounds with phosphorus oxyacids, having the general formula (I): obtained by salifying oligomeric derivatives of 2,4, 6-triamino-1,3,5-triazine with a phosphorus-containing acid. The compounds with general formula (I) find use in particular as flame-retardant additives.

  三嗪化合物与含磷氧酸盐的盐，其一般式为(I)：通过用含磷酸盐对2,4,6-三氨基-1,3,5-三嗪的寡聚衍生物进行盐化而获得。具有一般式(I)的化合物特别用作阻燃添加剂。
• Extraction of uranium values from phosphoric acid
  申请人：Allied Corporation

  公开号：US04316877A1

  公开（公告）日：1982-02-23

  Aqueous phosphoric acid solutions containing uranium values are contacted with an organic solution of a mixture of organophosphorus compounds produced from a carboxylic acid and PCl.sub.3 in the presence of water or from corresponding acid halides or anhydrides and phosphorous acid to extract the uranium values. The organophorus compounds generally include an alkane-1,1,2-triphosphonic acid or a 1-hydroxy-1,1-alkanediphosphonic acid or both, which differ from common organophosphorus extractants in having a carbon-phosphorus bond. The extraction has high distribution coefficients even when the phosphoric acid solution is 10 molar or more and even when the extraction is conducted at elevated temperatures such as 60.degree. C. While distribution coefficients in the presence of iron are higher for tetravalent uranium, efficient extraction can be conducted of hexavalent uranium as well. Uranium values are recovered from the organic solution by contacting it with about 40-70 weight percent aqueous HF and separating a uranium-rich precipitate from the solution.

  含有铀价值的水相磷酸溶液与一种有机溶液接触，该有机溶液由从羧酸和PCl.sub.3在水的存在下或从相应的酸卤或酐和磷酸制成的混合有机磷化合物组成，以提取铀价值。这些有机磷化合物通常包括烷基-1,1,2-三膦酸或1-羟基-1,1-烷基二膦酸或两者，它们与常见的有机磷萃取剂不同，具有碳-磷键。即使磷酸溶液为10摩尔或更高，甚至在高温下如60℃进行萃取时，其分配系数也很高。虽然四价铀存在时铁的分配系数较高，但六价铀的高效萃取也可以进行。通过将有机溶液与约40-70重量％的氢氟酸水溶液接触，并从溶液中分离出富含铀的沉淀物，可以从中回收铀价值。