4-[4-(6-methoxy-2-benzoxazolyl)phenyl]-1,2,4-triazoline-3,5-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[4-(6-methoxy-2-benzoxazolyl)phenyl]-1,2,4-triazoline-3,5-dione
• 英文别名: MBOTAD；4-[4-(6-Methoxy-2-benzoxazolyl)phenyl]1,2,4-triazoline-3,5-dione；4-[4-(6-methoxy-1,3-benzoxazol-2-yl)phenyl]-1,2,4-triazole-3,5-dione
• 化学式: C₁₆H₁₀N₄O₄
• 分子量: 322.28
• InChiKey: JSACPXBJRYHNHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  25-hydroxyvitamin D₃ 、 4-[4-(6-methoxy-2-benzoxazolyl)phenyl]-1,2,4-triazoline-3,5-dione 以 乙酸乙酯 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  一种新型的Cookson型试剂，可通过液相色谱/串联质谱法提高婴儿维生素D状况评估的敏感性和特异性

  摘要：

  25-羟维生素D 3 [25（OH）D 3 ]是维生素D状况的最佳指标。代表性的Cookson型试剂4-苯基1,1,2,4-三唑啉-3,5-二酮（PTAD）通常用于增强新生儿痕量测定25（OH）D 3的灵敏度使用液相色谱/电喷雾串联质谱法（LC / ESI-MS / MS）获得的干血斑（DBS）仅包含2.65μL全血。这项研究的目的是开发一种在25（OH）D 3的LC / ESI-MS / MS分析中灵敏度和特异性均超过PTAD的新型Cookson型试剂。

  DOI：

  10.1002/rcm.6708

文献信息

• Simultaneous Determination of 25-Hydroxyvitamin D2 and 25-Hydroxyvitamin D3 in Human Plasma by Liquid Chromatography-Tandem Mass Spectrometry Employing Derivatization with a Cookson-Type Reagent.
  作者：Tatsuya HIGASHI、Daisuke AWADA、Kazutake SHIMADA

  DOI：10.1248/bpb.24.738

  日期：——

  A rapid and highly sensitive LC-MS-MS method for simultaneous determination of 25-hydroxyvitamin D2 [25(OH)D2] and 25-hydroxyvitamin D3 [25(OH)D3] in human plasma has been developed using derivatization with a Cookson-type reagent, 4-[2-(6,7-dimethoxy-4-methyl-3-oxo-3,4-dihydroquinoxalyl)ethyl]-1,2,4-triazoline-3,5-dione (DMEQTAD). The derivatization with DMEQTAD significantly improved the ionization efficiencies of 25(OH)D2 and 25(OH)D3 with detection limits of 20 and 12.5 fmol (8 and 5 pg) per injection, respectively. The method employed two steps of solvent extraction but did not require chromatographic purifications for sample pretreatment. The determination was carried out by mass chromatography of the protonated molecular ions formed by atmospheric pressure chemical ionization operating in the positive-ion mode after the derivatization, and 25-hydroxyvitamin D4 was used as an internal standard. The intra-assay coefficients of variation were below 4.02 and 3.24% for 25(OH)D2 and 25(OH)D3, respectively, and the analytical recoveries of both compounds were quantitative. Assay linearity was obtained in the range of 0.05—1 ng per tube and the determination limit was 3 ng/ml for a 20 μl plasma aliquot, for each compound. The developed method was applied to plasma samples obtained from volunteers, two of whom had received vitamin D2 supplementation, and gave satisfactory results.

  开发了一种快速、高灵敏度的 LC-MS-MS 方法，可使用 Cookson-衍生化方法同时测定人血浆中的 25-羟基维生素 D2 [25(OH)D2] 和 25-羟基维生素 D3 [25(OH)D3]。型试剂，4-[2-(6,7-二甲氧基-4-甲基-3-氧代-3,4-二氢喹喔啉基)乙基]-1,2,4-三唑啉-3,5-二酮(DMEQTAD)。使用 DMEQTAD 衍生化显着提高了 25(OH)D2 和 25(OH)D3 的电离效率，每次进样的检测限分别为 20 和 12.5 fmol（8 和 5 pg）。该方法采用两步溶剂萃取，但样品预处理不需要色谱纯化。采用衍生化后以正离子模式操作的常压化学电离形成的质子化分子离子质谱进行测定，以25-羟基维生素D4作为内标。 25(OH)D2 和 25(OH)D3 的测定内变异系数分别低于 4.02 和 3.24%，并且两种化合物的分析回收率都是定量的。对于每种化合物，测定线性范围为每管 0.05-1 ng，20 μl 血浆等分试样的测定限为 3 ng/ml。所开发的方法应用于从志愿者（其中两名补充了维生素 D2）获得的血浆样本，并得到了令人满意的结果。
• Separating and quantifying unbound target analytes from biological samples
  申请人：ARUP Laboratories, Inc

  公开号：US11071927B2

  公开（公告）日：2021-07-27

  A method of separating free target analyte from protein-bound target analyte is described. Such can include obtaining an aqueous sample containing a target analyte in a free form (free target analyte) and the target analyte in a protein-bound form (protein-bound target analyte), passing the aqueous sample through a size exclusion chromatography matrix with a molecular weight cut off sufficient to allow the free target analyte to permeate into pores of the size exclusion chromatography matrix and exclude the protein-bound target analyte, whereupon the free target analyte adheres to and is immobilized by the size exclusion chromatography matrix and the protein-bound target analyte does not adhere to by the size exclusion chromatography matrix, separating the free target analyte from the protein-bound analyte by removing the protein-bound target analyte from the size exclusion chromatography matrix, and eluting the free target analyte from the size exclusion chromatography matrix with an organic solvent.

  描述了一种分离游离目标分析物和蛋白结合目标分析物的方法。这种方法可以包括获得含有游离形式的目标分析物（游离目标分析物）和蛋白结合形式的目标分析物（蛋白结合目标分析物）的水样，将水样通过尺寸排阻层析基质，该基质的分子量截距足以使游离目标分析物渗透到尺寸排阻层析基质的孔隙中，并排除蛋白结合目标分析物、在此情况下，游离的目标分析物附着在尺寸排阻色谱基质上并被尺寸排阻色谱基质固定，而蛋白结合的目标分析物不附着在尺寸排阻色谱基质上，通过从尺寸排阻色谱基质中去除蛋白结合的目标分析物来分离游离的目标分析物和蛋白结合的分析物，并用有机溶剂从尺寸排阻色谱基质中洗脱游离的目标分析物。
• Separation and Characterization of Monoglucuronides of Vitamin D3 and 25-Hydroxyvitamin D3 in Rat Bile by High-Performance Liquid Chromatography.
  作者：Kazutake SHIMADA、Ito NAKATANI、Kyoko SAITO、Kuniko MITAMURA

  DOI：10.1248/bpb.19.491

  日期：——

  The separation and characterization of vitamin D3- and 25-hydroxyvitamin D3-monoglucuronides, biliary metabolites obtained from rats dosed with D3 and 25-hydroxyvitamin D3 per os, respectively, were carried out by HPLC. The glucuronide fractions were obtained from bile specimens by the combined use of a Bond Elut C18 cartridge, for solid phase extraction, and a lipophilic gel (piperidinohydroxypropyl Sephadex LH-20), for ion-exchange chromatography. Each glucuronide was identified by comparison with an authentic sample in three ways : its chromatographic behavior, that of its fluorescent labeled derivative using 4-[4-(6-methoxy-2-benzoxazolyl)phenyl]-1, 2, 4-triazoline-3, 5-dione and data obtained following enzymatic hydrolysis using β-glucuronidase.
• METHODS FOR DETECTING DIHYDROXYVITAMIN D METABOLITES BY MASS SPECTROMETRY
  申请人：Quest Diagnostics Investments Incorporated

  公开号：EP2215447B1

  公开（公告）日：2019-01-02
• METHODS FOR DETERMINING LEVELS OF 1,25 DIHYDROXY VITAMIN D2 AND D3
  申请人：Taylor Robert L.

  公开号：US20110212534A1

  公开（公告）日：2011-09-01

  Methods for determining the amount of DHVD2 and/or DHVD3 in a sample are provided. The methods can employ LC-MS/MS techniques coupled with sample affinity purification and derivatization steps. Methods for diagnosing vitamin D deficiencies are also provided.