Adamantane-1-carboxylic acid (2-amino-ethyl)-amide | 190657-27-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Adamantane-1-carboxylic acid (2-amino-ethyl)-amide
• 英文别名: N-(2-aminoethyl)adamantane-1-carboxamide
• CAS: 190657-27-3
• 化学式: C₁₃H₂₂N₂O
• 分子量: 222.33
• InChiKey: RFYINKHLXJZSRL-UHFFFAOYSA-N

物化性质

• 熔点：
  137-138 °C
• 沸点：
  415.5±24.0 °C(Predicted)
• 密度：
  1.143±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.923
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Adamantane-1-carboxylic acid (2-amino-ethyl)-amide 在 碳酸氢钠 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成
  参考文献：
  名称：

  由超分子主客体相互作用形成的肌红蛋白-CdTe 量子点共轭物的光化学性质

  摘要：

  肌红蛋白-碲化镉量子点 (QD) 偶联物​​是通过连接在 QD 上的环糊精分子与共价连接的金刚烷基之间的超分子主客体相互作用构建的。

  DOI：

  10.1246/cl.140321
• 作为产物：
  描述：

  1-金刚烷甲酸 在 4-二甲氨基吡啶 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 Adamantane-1-carboxylic acid (2-amino-ethyl)-amide
  参考文献：
  名称：

  Nucleus-selective self-augmenting cascade nanoassemblies for targeted synergistic photo-chemo therapy of tumors

  摘要：

  HPC-CAT/CL-Ap纳米复合材料通过内吞作用进入肿瘤细胞，并迅速在细胞核内聚集，从而通过自增强级联光化学疗法显著抑制肿瘤生长和肺转移。

  DOI：

  10.1039/d3cc03331g

文献信息

• Compounds Useful for Promoting Protein Degradation and Methods Using Same
  申请人：Yale University

  公开号：US20160022642A1

  公开（公告）日：2016-01-28

  The present description includes compounds that act as degraders of a target protein, wherein degradation is independent of the class of the target protein or its localization. In certain embodiments, the description includes a compound comprising a protein degradation moiety covalently bound to a linker, wherein the ClogP of the compound is equal to or higher than 1.5. The target protein contemplated within the description comprises an androgen receptor. Compounds of the present description may be used to treat disease states wherein protein degradation is a viable therapeutic approach, such as cancer or any sort of oxidative stress disease state.

  本描述包括作为目标蛋白质降解剂的化合物，其中降解与目标蛋白质的类别或其定位无关。在某些实施例中，描述包括一种化合物，其中蛋白质降解基团与连接剂共价结合，该化合物的ClogP等于或高于1.5。描述中考虑的目标蛋白质包括雄激素受体。本描述的化合物可用于治疗蛋白质降解是可行治疗方法的疾病状态，如癌症或任何一种氧化应激疾病状态。
• A soft supramolecular carrier with enhanced singlet oxygen photosensitizing properties
  作者：Jens Voskuhl、Ulrike Kauscher、Malte Gruener、Hendrik Frisch、Birgit Wibbeling、Cristian A. Strassert、Bart Jan Ravoo

  DOI：10.1039/c2sm27353e

  日期：——

  Herein we report the self-assembly of a supramolecular singlet oxygen photosensitizing system from an adamantane-functionalized, hexaanionic water-soluble zinc(II) phthalocyanine (PC) and β-cyclodextrin vesicles (CDV). Characterisation of the designed PC, which was synthesized by an asymmetric statistical condensation, was carried out by several analytical techniques such as MALDI-HRMS, NMR, IR, UV/vis as well as steady state and time resolved fluorescence spectroscopy. The influence of the docking of the PC to the CDVs on the PC photoluminescence as well as on the singlet oxygen photoproduction quantum yields was investigated. The results indicate that the host–guest interaction of the photosensitizer and the CDVs significantly prevents the formation of inactive aggregates, and enhances the photosensitizing ability of the PC. The supramolecular assembly constitutes a biocompatible photoactive platform for the design of phototherapeutic agents.

  在此，我们报告了一种超分子单态氧光敏系统的自组装，该系统由功能化的金刚烷、六价阴离子水溶性锌(II)酞菁 (PC) 和 β-环糊精囊泡 (CDV) 组成。通过多种分析技术对所设计的 PC 进行了表征，包括 MALDI-HRMS、NMR、IR、UV/vis 以及稳态和时间分辨荧光光谱。研究了 PC 与 CDV 的对接对 PC 光致发光以及单态氧光生产量子的影响。结果表明，光敏剂与 CDV 的主客体相互作用显著抑制了无效聚集体的形成，并增强了 PC 的光敏化能力。这种超分子组装构成了一个生物相容的光活性平台，可用于光疗剂的设计。
• Generation and <i>in Situ</i> Evaluation of Libraries of Poly(acrylic acid) Presenting Sialosides as Side Chains as Polyvalent Inhibitors of Influenza-Mediated Hemagglutination
  作者：Seok-Ki Choi、Mathai Mammen、George M. Whitesides

  DOI：10.1021/ja963519x

  日期：1997.5.1

  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.
• Design and Synthesis of a Series of 6-Substituted-2-pyridinylmethylamine Derivatives as Novel, High-Affinity, Selective Agonists at 5-HT_1A Receptors
  作者：Bernard Vacher、Bernard Bonnaud、Philippe Funes、Nathalie Jubault、Wouter Koek、Marie-Bernadette Assié、Cristina Cosi

  DOI：10.1021/jm9804329

  日期：1998.12.1

  A search for novel, selective agonists with high intrinsic activity at the 5-HT1A subtype of serotonin (5-HT) receptors was undertaken. Mechanistic and thermodynamic considerations led to the design of 6-substituted-2-pyridinylmethylamine as a potential 5-HT1A pharmacophore. Various adducts derived from the 6-substituted-2-pyridinylmethylamine moiety were tested for their affinity at 5-HT1A, alpha(1)-adrenergic, and D-2-dopaminergic receptors. Compounds with high affinity for 5-HT1A receptors (pK(i) greater than or equal to 8) were examined for agonist properties by measuring their ability to inhibit forskolin-stimulated cAMP production in HA7 cells (i.e., HeLa cells permanently transfected with the h5-HT1A receptor gene and expressing the h5-HT1A receptor protein). Several compounds of the type aryl4-[(6-substituted-pyridin-2-ylmethylamino)methyl]piperidin-1-yl}methanone had nanomolar affinity for 5-HT1A binding sites and were more than 500-fold selective with respect to alpha(1) and D-2 sites. Importantly, their 5-HT1A agonist properties were demonstrated in HA7 cells where they behaved as potent inhibitors of cAMP accumulation. In particular, (3,4-dichlorophenyl)4-[(6-oxazol-5-ylpyridin-2-ylmethylamino)methyl]piperidin-1-yl}methanone (70) and (3,4-dichlorophenyl)4-[(6-azetidinopyridin-2-ylmethylamino)methyl]piperidin-1-yl}methanone (36) appeared to be more potent than, and at least as efficacious as, the prototypical 5-HT1A agonist (+/-)-8-OH-DPAT. SAR studies revealed that the pyridine nitrogen atom and the nature and the position of the substituents on the pyridine ring were critically involved in the ability of the compounds to recognize and activate 5-HT1A receptors. Structural modifications of the nonpharmacophoric part of the molecule showed, however, that the entire structure was required for affinity at 5-HT1A binding sites.
• WO2007/10211
  申请人：——

  公开号：——

  公开（公告）日：——