6-肼基烟酸琥珀酰亚胺酯盐酸盐 | 133081-27-3

• 物质功能分类: 有机原料 - 肼或胲的有机衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 6-肼基烟酸琥珀酰亚胺酯盐酸盐
• 英文名称: succinimidyl 6-hydrazinopyridine-3-carboxylate hydrochloride
• 英文别名: succinimidyl 6-hydraziniumnicotinate hydrochloride；NHS-HYNIC；(2,5-dioxopyrrolidin-1-yl) 6-hydrazinylpyridine-3-carboxylate;hydron;chloride
• CAS: 133081-27-3
• 化学式: C₁₀H₁₀N₄O₄*ClH
• 分子量: 286.675
• InChiKey: KVYDWWCHNVBFJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.01
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  7

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  6-肼基烟酸琥珀酰亚胺酯盐酸盐 、 5-(4-氨基丁氧基)-N,N,N',N'-四(2-吡啶基甲基)-1,3-苯二甲胺 在 4-羟乙基哌嗪乙磺酸 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 1.5h， 以10.3%的产率得到N-(4-(3,5-bis((bis(pyridin-2-ylmethyl)amino)methyl)phenoxy)butyl)-6-hydrazineylnicotinamide
  参考文献：
  名称：

  Synthesis and preliminary evaluation of radiolabeled bis(zinc(II)–dipicolylamine) coordination complexes as cell death imaging agents

  摘要：

  The aim of this study was the development of Tc-99m labeled bis(zinc(II)-dipicolylamine) (Zn2+-DPA) coordination complexes, and the in vivo evaluation of their usefulness as radiotracers for the detection of cell death. DPA ligand 1 was labeled with Tc-99m via the Tc-99m-tricarbonyl core ([Tc-99m(CO)(3)-1](3+)) or via HYNIC (Tc-99m-HYNIC-1) in good radiochemical yields. Highest in vitro stabilities were demonstrated for [Tc-99m(CO)(3)-1](3+). A mouse model of hepatic apoptosis (anti-Fas mAb) was used to demonstrate binding to apoptotic cells. Tc-99m-HYNIC-1 showed the best targeting of apoptotic hepatic tissue with a 2.2 times higher liver uptake in anti-Fas treated mice as compared to healthy animals. A rat model of ischemia-reperfusion injury was used to further explore the ability of the Tc-99m-labeled Zn2+-DPA coordination complexes to target cell death. Selective accumulation could be detected for both tracers in the area at risk, correlating with histological proof of cell death. Area at risk to normal tissue uptake ratios were 3.82 for [Tc-99m(CO)(3)-1](3+) and 5.45 for Tc-99m-HYNIC-1. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.029
• 作为产物：
  描述：

  6-肼基烟酸 在 盐酸 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 6-肼基烟酸琥珀酰亚胺酯盐酸盐
  参考文献：
  名称：

  ^99m Tc-labeled NGR-chlorambucil conjugate, ^99m Tc-HYNIC-CLB-c(NGR) for targeted chemotherapy and molecular imaging

  摘要：

  靶向给药化疗药物到肿瘤部位可以在最小的全身暴露下增强疗效。为此，药物与对特定分子靶点具有亲和力的肽结合，被认为是靶向化疗的有效剂。研究中，将肿瘤归巢的天冬氨酸-甘氨酸-精氨酸（NGR）肽配体与DNA烷基化氮芥氯铂（CLB）结合。该肽药物结合物（PDC）CLB-c(NGR)用99mTc-HYNIC核心进行放射性标记，以追踪其药代动力学和生物分布模式。在小鼠黑色素瘤B16F10细胞中进行了99mTc-HYNIC-CLB-c(NGR)的体外细胞结合研究。通过将肽/药物/PDC与B16F10细胞共同孵育的细胞毒性研究表明，与单独使用肽或药物相比，PDC表现出增强的细胞毒性。在C57BL6小鼠体内的生物分布研究显示，在注射后30分钟，肿瘤的最大摄取量为2.45 ± 0.28% ID/g，3小时后降至0.77 ± 0.1% ID/g。由于该放射性示踪剂亲水性较强，因此迅速从心脏、肺、肝和肌肉中清除。肿瘤与血液和肿瘤与肌肉的比率随着时间的推移而改善。这项研究为其他靶向肽与CLB药物的结合提供了新的方向，以增强在疾病部位的毒性。

  DOI：

  10.1002/jlcr.3522

文献信息

• Bifunctional compound containing amino group and diaminedithiol ligand and manufacturing method thereof
  申请人：Liu Show-Wen

  公开号：US20110040123A1

  公开（公告）日：2011-02-17

  A bifunctional compound containing an amino group and diaminedithiol ligand and a manufacturing method thereof are revealed, the bifunctional compound includes at least one amino group and a diaminedithiol (N 2 S 2 ) ligand. The amino groups is for reacting with compounds containing carboxylic acids or halogens while the N 2 S 2 ligand binds with technetium or rhenium so as to form an anion complex. The thiol group in the N 2 S 2 ligand is protected by a protecting group for prevention of oxidation and easy storage. This protecting group is released easily during complex reactions. Due to the bifunctional property, the compound is applied to preparation of radiopharmaceuticals such as imaging agents and targeted agents.

  揭示了一种含有氨基和二胺二硫配体的双功能化合物及其制造方法，该双功能化合物包括至少一个氨基和一个二胺二硫（N2S2）配体。氨基用于与含有羧酸或卤素的化合物发生反应，而N2S2配体与锝或铼结合以形成阴离子络合物。N2S2配体中的硫醇基团通过保护基团进行保护，以防止氧化并便于储存。在复杂反应过程中，这种保护基团容易释放。由于具有双功能性质，该化合物被应用于制备放射性药物，如成像剂和靶向剂。
• Novel hydrazone-based and oxime-based fluorescent and chromophoric/pro-fluorescent and pro-chromophoric reagents and linkers
  申请人：Schwartz David A.

  公开号：US20080221343A1

  公开（公告）日：2008-09-11

  Conjugationally extended hydrazine compositions of the formula (RR 2 )N(H) n (NH 2 ) n , fluorescent hydrazone compositions of the formula (RR 2 )NN═C(R 1 R 2 ), methods of the formation of hydrazones from the reaction of conjugationally extended hydrazines with conjugationally extended carbonyls and methods of their use in assays systems are described. Use of these conjugationally extended hydrazine and oxime compositions for direct calorimetric and fluorometric assays wherein a chromophore or the fluorophore is incorporated into the linker that is positioned between a reactive linking moiety and a biotin molecule. More specifically the linker comprises one molecule of a high affinity binding pair such as for example biotin of the biotin/avidin high affinity binding pair, connected to a spacer molecule such as for example a length of polyethyleneglycol followed by a pro-chromophoric, chromophoric, pro-fluorescent or fluorescent moiety connected to an amino-, thiol- or carbohydrate-reactive moiety such as for example succinimidyl, maleimido or aminoxy group respectively, that may covalently link to a biomolecule.

  描述了公式(RR2)N(H)n(NH2)n的共轭扩展肼组合物，公式(RR2)NN═C(R1R2)的荧光肼酮组合物，以及从共轭扩展肼与共轭扩展羰基化合物反应形成肼酮的方法，以及在测定系统中使用它们的方法。利用这些共轭扩展肼和肟组合物进行直接量热和荧光测定，其中色团或荧光团被并入连接基团中，该连接基团位于反应性连接基团和生物素分子之间。更具体地，连接基团包括一分子高亲和性结合对之一，例如生物素/亲和素高亲和性结合对之一，连接到一个间隔分子，例如一段聚乙二醇长度，后接一个前色团、色团、前荧光团或荧光团，连接到一个氨基、硫醇或碳水化合物反应性基团，例如琥珀酰亚胺基、马来酰亚胺基或氨氧基团，可以共价连接到生物分子。
• ANTI-PTK7 ANTIBODY-DRUG CONJUGATES
  申请人：PFIZER INC.

  公开号：US20150315293A1

  公开（公告）日：2015-11-05

  The present invention provides anti-PTK7 antibody-drug conjugates and methods for preparing and using the same.

  本发明提供了抗PTK7抗体药物偶联物及其制备和使用方法。
• Protein labelling
  申请人：JOHNSON MATTHEY PUBLIC LIMITED COMPANY

  公开号：EP0384769A2

  公开（公告）日：1990-08-29

  Bifunctional aromatic compounds which are capable of linking metal ions to biologically useful molecules. The bifunctional compounds are characterized as having a hydrazine or hydrazide group and a protein reactive group. The hydrazine or hydrazide group may be protected as a lower alkyl hydrazone. Conjugates of the bifunctional compounds with macromolecules are also described and labelled macromolecules comprised of the conjugates and metal ions are provided. Additionally, a method is provided for forming a labelled macromolecule by reacting a conjugate with a metal species. The compounds and method of this invention are particularly useful in the fields of biology and medicine for imaging and/or therapy.

  双官能芳香族化合物能够将金属离子与生物有用分子连接起来。双官能化合物的特点是具有一个肼或酰肼基团和一个蛋白质活性基团。肼或酰肼基团可作为低级烷基腙加以保护。还描述了双官能团化合物与大分子的共轭物，并提供了由共轭物和金属离子组成的标记大分子。此外，还提供了一种通过共轭物与金属物种反应形成标记大分子的方法。本发明的化合物和方法尤其适用于生物学和医学领域的成像和/或治疗。
• Method of imaging cell death in vivo
  申请人：THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY

  公开号：EP1905357A1

  公开（公告）日：2008-04-02

  A method of imaging apoptosis in vivo, using radiolabeled annexin, is described.

  描述了一种利用放射性标记的附件蛋白对体内细胞凋亡进行成像的方法。