1-(N-succinimidyloxycarbonyl)adamantane | 28320-76-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(N-succinimidyloxycarbonyl)adamantane
• 英文别名: 1-adamantanecarboxylic acid N-hydroxysuccinimide ester；ADM-NHS；N-[(1-adamantylcarbonyl)oxy]-succinimide；(2,5-dioxopyrrolidin-1-yl) adamantane-1-carboxylate
• CAS: 28320-76-5
• 化学式: C₁₅H₁₉NO₄
• 分子量: 277.32
• InChiKey: DVQMEKRCORHRIL-UHFFFAOYSA-N

物化性质

• 熔点：
  194-196 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• 沸点：
  394.4±25.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(N-succinimidyloxycarbonyl)adamantane 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Generation and in Situ Evaluation of Libraries of Poly(acrylic acid) Presenting Sialosides as Side Chains as Polyvalent Inhibitors of Influenza-Mediated Hemagglutination

  摘要：

  This paper describes a simple, microscale method for generating and evaluating libraries of derivatives of poly(acrylic acid) (pAA) that present mixtures of side chains that influence their biological activity. The method is based on the one-step conversion of poly(acrylic anhydride) (pAAn) to linear polymers presenting multiple units of R on side chains, pAA(R): the polymers are obtained by ultrasonication of a suspension of pAAn and aqueous RNH2 contained in a 250-mu L well of a microtiter plate. Using this method, derivatives of pAA having N-acetylneuraminic acid (NeuAc-L-NH2) as a side chain, pAA(NeuAc-L), were generated and assayed for ability to inhibit hemagglutination (HAI) of chicken erythrocytes by influenza virus A (X-31); the constant (KHAT) describing this inhibition is calculated on the basis of the concentration of NeuAc groups in solution, rather than the concentration of polymer molecules. Go-polymeric pAA(NeuAc-L-n; L-n=different linking groups) with a range of mole fractions of NeuAc-L-NH2 (chi(NeuAc-L)=0.02-0.11) exhibited HAI activities with K-i(HAI) values between 27 and 0.30 mu M. Using combinations of NeuAc-L-NH2 and one of 26 different primary amines RNH2, a variety of ter-polymeric pAA(NeuAc-L; R) (chi(Neu-Ac-L)similar to 0.05; chi(R) similar to 0.06) were also generated and assayed. Certain ter-polymers yielded values of K-i(HAI) that were lower by a factor of similar to 10(4) than that of the parent co-polymeric pAA(NeuAc-L): the most active inhibitor was pAA(NeuAc-L; L-3-(2'-naphthyl)alanine)) (K(i)(HAI)approximate to 0.05 mM). Typically, the incorporation of hydrophobic-especially aromatic-side chains enhanced activities. These polymers (pAA(NeuAc-L; R)) belong to a new class of polymeric, polyvalent sialosides that are potent inhibitors of the adsorption of influenza virus to erythrocytes. They were active with only low to moderate levels of incorporation of functional groups into the side chains: chi(NeuAc-L)similar to 0.05; chi(R) similar to 0.06.

  DOI：

  10.1021/ja963519x
• 作为产物：
  描述：

  1-金刚烷甲酸 在 吡啶 、 氟化硫醯基 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 1-(N-succinimidyloxycarbonyl)adamantane
  参考文献：
  名称：

  亚硫酰氟介导的一锅法取代和还原羧酸

  摘要：

  亚硫酰氟（SOF 2) 是一种未充分利用的试剂，尚未对其合成应用进行广泛研究。我们之前曾报道，它是快速合成酰基氟和一锅肽偶联的强大试剂，但尚未探索这些亲核酰基取代的全部范围。在这里，我们报告了一锅亚硫酰氟介导的肽和酰胺合成（35 个例子，45-99% 产率），这些在我们之前的研究中没有探索。亚硫酰氟介导的亲核酰基取代的范围也扩大到包括酯（24 个例子，64-99% 产率）和硫酯（11 个例子，24-96% 产率）。此外，我们证明了亚硫酰氟介导的一锅法反应的范围可以从亲核酰基取代扩展到使用 NaBH 温和还原羧酸4（13 个例子，33-80% 的产量）。

  DOI：

  10.1021/acs.joc.2c00496

文献信息

• [EN] IMIDAZOTRIAZINONE COMPOUNDS<br/>[FR] COMPOSÉS IMIDAZOTRIAZINONES
  申请人：ENVIVO PHARMACEUTICALS INC

  公开号：WO2012040230A1

  公开（公告）日：2012-03-29

  The present invention provides imidazotriazinone compounds which are inhibitors of phosphodiesterase 9. The present invention further provides processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of PDE9 associated diseases or disorders in mammals, including CNS or neurodegeneration disorder.

  本发明提供了嘧啶三唑酮类化合物，这些化合物是磷酸二酯酶9的抑制剂。本发明还提供了在治疗哺乳动物中PDE9相关疾病或紊乱，包括中枢神经系统或神经退行性疾病中使用这些化合物的方法、药物组合物、药物制剂和药物用途。
• [EN] IMIDAZOTRIAZINONE COMPOUNDS<br/>[FR] COMPOSÉS D'IMIDAZOTRIAZINONE
  申请人：ENVIVO PHARMACEUTICALS INC

  公开号：WO2013142269A1

  公开（公告）日：2013-09-26

  The present invention provides imidazotriazinone compounds which are inhibitors of phosphodiesterase 9 and pharmaceutically acceptable salt thereof. The present invention further provides processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of PDE9 associated diseases or disorders in mammals, including humans.

  本发明提供了咪唑三唑酮化合物，它们是磷酸二酯酶9的抑制剂及其药用盐。本发明还提供了用于治疗哺乳动物，包括人类，PDE9相关疾病或疾病的过程、药物组成、药物制剂和化合物的药用。
• Design and Construction of a Smart Targeting Drug Delivery System Based on Phototriggered Competition of Host-Guest Interaction
  作者：Dan Zhao、Xiaoqing Yi、Gongdao Yuan、Renxi Zhuo、Feng Li

  DOI：10.1002/mabi.201700150

  日期：2017.9

  A smart targeting drug delivery nanocarrier is successfully constructed based on phototriggered competition of host–guest interaction. The targeting motif, i.e., biotin is first concealed by β‐cyclodextrin (β‐CD) via host–guest interaction. When the nanoparticles are exposed to UV light, the cleavage of photosensitive groups results in the exposure of adamantane (Ad) groups initially located in the

  基于主机与客体相互作用的光触发竞争，成功构建了智能靶向药物输送纳米载体。靶向基序，即生物素首先通过宿主-客体相互作用被β-环糊精（β-CD）掩盖。当纳米颗粒暴露于紫外线下时，光敏基团的裂解导致金刚烷（Ad）基团最初位于纳米组件内部的暴露，并且由于较高的结合力，被生物素配体封端的β-CD可以被Ad取代。 Ad和β‐CD之间的常数比生物素与β‐CD之间的常数大 宿主-客体相互作用的竞争导致了生物素配体在纳米载体上的靶向能力的恢复。通过光调节，纳米载体表现出可控的配体-受体识别，这通过流式细胞术证明，激光共聚焦显微镜和细胞毒性测定。该策略具有改善靶向药物递送系统的选择性和安全性的潜力。
• Cyclodextrin Supramolecular Complex as a Water-Soluble Ratiometric Sensor for Ferric Ion Sensing
  作者：Meiyun Xu、Shuizhu Wu、Fang Zeng、Changmin Yu

  DOI：10.1021/la9033244

  日期：2010.3.16

  very demanding to design transition-metal ion detection methods that are cost-effective, rapid, facile, and applicable to the environmental and biological milieus. In this study, we demonstrated an alternative strategy for constructing a water-soluble FRET-based ratiometric sensor for ferric ion detection by forming a supramolecular β-cyclodextrin/dye complex. This water-soluble FRET system consists

  对人类健康和环境保护的日益关注促使人们对过渡金属离子的潜在影响及其毒性效应进行了积极的研究，因此，设计经济高效，快速，简便且经济实惠的过渡金属离子检测方法的要求非常高。适用于环境和生物环境。在这项研究中，我们证明了通过形成超分子β-环糊精/染料复合物，构建用于铁离子检测的水溶性基于FRET的比率传感器的替代策略。该水溶性FRET系统由丹磺酰基连接的β-环糊精（β-CD-DNS）和螺内酰胺罗丹明连接的金刚烷（AD-SRhB）组成。丹磺酰基部分用作供体，而螺内酰胺-若丹明B衍生物（SRhB）被选为敏感基团，Fe（III）离子的选择性化学传感器，以及由Fe（III）引发的非常有效的开环反应，产生了可以用作能量受体的长波长若丹明B荧光团。此外，以能够与β-CD衍生物形成稳定的宿主-客体包涵体复合物的能力而闻名的金刚烷基（AD）基团与螺内酰胺若丹明共价连接，因此可以将离子识别元件的金刚烷基部分锚定在
• [EN] DESFERRIOXAMINE CONJUGATES, DERIVATIVES AND ANALOGUES<br/>[FR] CONJUGUÉS DE LA DESFERRIOXAMINE, DÉRIVÉS ET ANALOGUES
  申请人：UNIV SYDNEY

  公开号：WO2009055863A1

  公开（公告）日：2009-05-07

  The present invention relates to desferoxamine conjugates, derivatives and analogues thereof. In particular, the present invention relates to desferoxamine conjugates, analogues and derivatives thereof, and methods for reducing levels of metals, especially iron, in a mammal. Uses of the compounds according to the invention are also provided. Compounds of the present invention may also be used to treat iron dyshomeostasis disorders, cancer, malaria and fungal infections. The compounds of the invention may be formulated into a pharmaceutical composition or packaged into kits.

  本发明涉及去氧胺酸共轭物、衍生物及类似物。具体而言，本发明涉及去氧胺酸共轭物、类似物和衍生物，以及在哺乳动物中降低金属水平，特别是铁的方法。本发明还提供了根据本发明的化合物的用途。本发明的化合物还可用于治疗铁失调疾病、癌症、疟疾和真菌感染。本发明的化合物可制成药物组合物或打包成套装。