[1-Hydroxy-2-[1-[2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]pyridin-1-ium-3-yl]-1-phosphonoethyl]phosphonic acid | 1092514-83-4

• 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-2-[1-[2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]pyridin-1-ium-3-yl]-1-phosphonoethyl]phosphonic acid
• CAS: 1092514-83-4
• 化学式: C₁₅H₂₇N₂O₁₀P₂
• 分子量: 457.334
• InChiKey: AQPWCHRRTQDSSU-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  198
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [1-Hydroxy-2-[1-[2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]pyridin-1-ium-3-yl]-1-phosphonoethyl]phosphonic acid 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 3.0h， 以100%的产率得到1-(3-amino-2-hydroxypropyl)-3-(2-hydroxy-2,2-diphosphonoethyl)pyridinium
  参考文献：
  名称：

  酸性激活的荧光探针，用于成像深骨腔中的骨吸收。

  摘要：

  合理设计的可激活pH的荧光探针（pHocas-RIS）已用于测量骨组织中骨细胞腔的局部pH值。将适度的骨结合药物Risedronate与可通过pH激活的BODIPY荧光团结合，可使探针穿透深埋在骨基质内部的骨细胞腔。注射pHocas-RIS后，由骨吸收性骨细胞引起的任何骨细胞性腔隙都会使探针在体内发出荧光，从而可以通过活体双光子激发显微镜进行成像。这种pH响应探针可实时显示产酸骨细胞的骨矿化活性，从而研究其在健康和疾病状态下对骨基质重构的核心作用。

  DOI：

  10.1002/anie.202006388
• 作为产物：
  描述：

  叔丁氧基 N-氨基甲酸丙烯 在 间氯过氧苯甲酸 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 18.5h， 生成 [1-Hydroxy-2-[1-[2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]pyridin-1-ium-3-yl]-1-phosphonoethyl]phosphonic acid
  参考文献：
  名称：

  Novel fluorescent risedronates: Synthesis, photodynamic inactivation and imaging of Bacillus subtilis

  摘要：

  Novel fluorescently-labeled conjugates of risedronate were synthesized using an epoxide linker, enabling conjugation of risedronate via its pyridyl nitrogen with the aromatic succinimidyl esters. The compounds were characterized by using H-1 NMR, C-13 NMR, P-31 NMR, UV-vis and fluorescence emission spectroscopies. Biological activity assays showed that the conjugates 14 and 15 exhibited photodynamic inactivation of Bacillus subtilis (ATCC 6633) with 91% and 47% bacterial lethality at 10 mu M upon visible light irradiation, respectively. Both 14 and 15 could be also used for fluorescence imaging of Bacillus subtilis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.051

文献信息

• [EN] FLUORESCENT BISPHOSPHONATE ANALOGS<br/>[FR] ANALOGUES DE BISPHOSPHONATES FLUORESCENTS
  申请人：UNIV SOUTHERN CALIFORNIA

  公开号：WO2016161407A1

  公开（公告）日：2016-10-06

  Fluorescent probes based on N-heterocyclic bisphosphonates or their phosphonocarboxylate analogues are provided. The probes have variable spectroscopic properties, bone mineral binding affinities, and pharmacological activities. Methods for preparing the probes include the use of two complementary linking strategies, one involving an amino group and the other involving a chloride group as a precursor to an amino group. In other versions, bifunctional N-heterocyclic bisphosphonates are provided having an amino group and an azido group as linking moieties. In some versions, the linking chemistry allows attachment of a wide selection of fluorescent dyes in the visible to near-infrared range to any of three clinically important heterocyclic bisphosphonates.

  基于N-杂环双膦酸盐或其膦酸盐类似物的荧光探针已提供。这些探针具有可变的光谱特性、骨矿物结合亲和力和药理活性。制备这些探针的方法包括使用两种互补的连接策略，一种涉及氨基团，另一种涉及氯化物作为氨基团的前体。在其他版本中，提供了具有氨基团和偶氮基团作为连接基团的双功能N-杂环双膦酸盐。在某些版本中，连接化学允许将广泛选择的荧光染料附着在可见光到近红外范围内的三种临床重要的杂环双膦酸盐中的任何一种上。
• SYNTHESIS OF DRUG CONJUGATES VIA REACTION WITH EPOXIDE-CONTAINING LINKERS
  申请人：McKenna Charles E.

  公开号：US20080312440A1

  公开（公告）日：2008-12-18

  The present invention relates to drug derivatives and linkers. The invention specifically relates to compounds and methods of phosphonates and linkers, that are useful as carriers for imaging agents and useful in the treatment of various bone diseases.

  本发明涉及药物衍生物和连接剂。具体涉及磷酸酯和连接剂的化合物和方法，这些化合物和方法可用作成像剂的载体，并在治疗各种骨疾病中有用。
• Synthesis of Drug Conjugates Via Reaction With Epoxide-Containing Linkers
  申请人：UNIVERSITY OF SOUTHERN CALIFORNIA

  公开号：US20130203998A1

  公开（公告）日：2013-08-08

  The present invention relates to drug derivatives and linkers. The invention specifically relates to compounds and methods of phosphonates and linkers, that are useful as carriers for imaging agents and useful in the treatment of various bone diseases.

  本发明涉及药物衍生物和连接剂。本发明特别涉及磷酸酯和连接剂的化合物和方法，这些化合物在成像剂的载体中有用，并在治疗各种骨疾病中有用。
• Phosphonate-drug conjugates
  申请人：Massachusetts Eye and Ear Infirmary

  公开号：US11331391B2

  公开（公告）日：2022-05-17

  This invention relates to drug conjugates useful for localized treatment of diseases or disorders of the middle ear and/or inner ear. Methods of treating diseases or disorders of the middle ear and/or inner ear, pharmaceutical compositions comprising the conjugates, and methods of inhibiting a Tropomyosin receptor kinase are also provided.

  本发明涉及用于局部治疗中耳和/或内耳疾病或紊乱的药物共轭物。本发明还提供了治疗中耳和/或内耳疾病或失调的方法、包含该共轭物的药物组合物以及抑制托品肌蛋白受体激酶的方法。
• Phosphonate-Drug Conjugates
  申请人：Massachusetts Eye and Ear Infirmary

  公开号：US20190030172A1

  公开（公告）日：2019-01-31

  This invention relates to drug conjugates useful for localized treatment of diseases or disorders of the middle ear and/or inner ear. Methods of treating diseases or disorders of the middle ear and/or inner ear, pharmaceutical compositions comprising the conjugates, and methods of inhibiting a Tropomyosin receptor kinase are also provided.