3-(2-aminophenoxy)propan-1-ol | 920268-18-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(2-aminophenoxy)propan-1-ol
• CAS: 920268-18-4
• 化学式: C₉H₁₃NO₂
• 分子量: 167.208
• InChiKey: HLAYFCOBZAWOII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-aminophenoxy)propan-1-ol 在 四溴化碳 、 N,N-二异丙基乙胺 、 三苯基膦 、 sodium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.0h， 生成 diethyl 2,2'-(2-(3-bromopropoxy)phenylazanediyl)diethanoate
  参考文献：
  名称：

  A Smart Magnetic Resonance Contrast Agent for Selective Copper Sensing

  摘要：

  We describe the synthesis and properties of Copper-Gad-1 (CG1), a new type of smart magnetic resonance (MR) sensor for selective detection of copper. CG1 is composed of a gadolinium contrast agent core tethered to copper-selective recognition motif. Cu2+-induced modulation of inner-sphere water access to the Gd3+ center provides a sensing mechanism for reporting Cu2+ levels by reading out changes in longitudinal proton relaxivity values. CG1 features good selectivity for Cu2+ over abundant biological cations and a 41% increase in relaxivity upon Cu2+ binding and is capable of detecting micromolar changes in Cu2+ concentrations in aqueous media.

  DOI：

  10.1021/ja065264l
• 作为产物：
  描述：

  硝苯酚 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 20.0~80.0 ℃ 、101.33 kPa 条件下， 反应 51.5h， 生成 3-(2-aminophenoxy)propan-1-ol
  参考文献：
  名称：

  A Smart Magnetic Resonance Contrast Agent for Selective Copper Sensing

  摘要：

  We describe the synthesis and properties of Copper-Gad-1 (CG1), a new type of smart magnetic resonance (MR) sensor for selective detection of copper. CG1 is composed of a gadolinium contrast agent core tethered to copper-selective recognition motif. Cu2+-induced modulation of inner-sphere water access to the Gd3+ center provides a sensing mechanism for reporting Cu2+ levels by reading out changes in longitudinal proton relaxivity values. CG1 features good selectivity for Cu2+ over abundant biological cations and a 41% increase in relaxivity upon Cu2+ binding and is capable of detecting micromolar changes in Cu2+ concentrations in aqueous media.

  DOI：

  10.1021/ja065264l

文献信息

• Synthesis, radiolabelling and initial biological characterisation of ¹⁸F-labelled xanthine derivatives for PET imaging of Eph receptors
  作者：Marc Pretze、Christin Neuber、Elisa Kinski、Birgit Belter、Martin Köckerling、Amedeo Caflisch、Jörg Steinbach、Jens Pietzsch、Constantin Mamat

  DOI：10.1039/d0ob00391c

  日期：——

  Docking into the ATP-binding site allowed us to find the best position for radiolabelling. The replacement of the methyl group at the uracil residue ([18F]3) rather than the methyl group of the phenoxy moiety ([18F]2) by a fluoropropyl group was predicted to preserve the affinity of the lead compound 1. Herein, we point out a synthesis route to [18F]2 and [18F]3 and the respective tosylate precursors as

  Eph受体酪氨酸激酶，特别是EphA2和EphB4，由于它们在癌症进展和治疗抵抗中的重要作用，代表了分子成像的有希望的候选者。黄嘌呤衍生物被确定为有效的Eph受体抑制剂，IC50值在低纳摩尔范围（1-40 nm）内。这些化合物占据激酶结构域中ATP结合位点的疏水口袋。基于铅化合物1，我们设计了两种氟18标记的受体酪氨酸激酶抑制剂（[18F] 2/3）作为正电子发射断层扫描（PET）的潜在示踪剂。停靠到ATP结合位点使我们能够找到最佳的放射性标记位置。据预测，尿嘧啶残基（[18F] 3）上的甲基而不是苯氧基部分（[18F] 2）上的甲基被氟丙基取代，可以保留铅化合物1的亲和力。指出了合成[18 F] 2和[18 F] 3以及各自的甲苯磺酸酯前体的合成路线，以及插入氟18的标记程序。放射性标记后，两种放射性示踪剂均以大约5％的放射化学收率获得，且放射化学纯度高（> 98％），摩尔活性> 10
• Imidazole-modified Merrifield resin supported oxidovanadium(IV) complexes of Schiff-base-ether-based mixed functionality ligands for the catalytic oxidation of light aliphatic alcohols
  作者：Payal Kachhap、Nikita Chaudhary、Chanchal Haldar

  DOI：10.1016/j.reactfunctpolym.2023.105606

  日期：2023.8

  functionality ligands H2ap-Cl (I), H2ap-Br (II), and H2ap-Nt (III) were prepared by reacting precursor 3-(2-aminophenoxy)propan-1-ol with Cl, Br, and –NO2 derivatives of salicylaldehyde, respectively. Single crystal XRD analysis and theoretical calculations suggest the stabilization of azomethine -NH of the ligand III over its conventional phenolic-OH form. However, Schiff-base ligands I and II prefer

  三种席夫碱-醚混合官能配体 H 2 ap-Cl ( I )、H 2 ap-Br ( II ) 和 H 2 ap-Nt ( III ) 是通过前体 3-(2-氨基苯氧基)丙- 1-ol 分别与水杨醛的Cl、Br 和 –NO 2衍生物。单晶 XRD 分析和理论计算表明配体III的偶氮甲碱-NH比其传统的酚-OH 形式更稳定。然而，席夫碱配体I和II更喜欢传统的酚类 -OH 形式，而不是偶氮甲碱 -NH 形式。氧化钒 (IV) 络合物 [VO(ap-Cl)] ( 1), [VO(ap-Br)] ( 2 ), 和 [VO(ap-Nt)] ( 3 ) 是通过 VO(acac) 2与配体 ( I ), ( II ) 和 ( III )反应制备的，分别接枝在咪唑改性的 Merrifield 树脂上。聚合物接枝复合物 Ps-Im-[VO(ap-Cl)] ( 4 )、Ps-Im-[VO(ap-Br)] ( 5
• Pyrrolidinyl phenylurea derivatives as novel CCR3 antagonists
  作者：Aiko Nitta、Yosuke Iura、Hideki Inoue、Ippei Sato、Koichiro Morihira、Hirokazu Kubota、Tatsuaki Morokata、Makoto Takeuchi、Mitsuaki Ohta、Shin-ichi Tsukamoto、Takayuki Imaoka、Toshiya Takahashi

  DOI：10.1016/j.bmcl.2012.09.035

  日期：2012.11

  Optimization starting with our lead compound 1 (IC50 = 4.9 nM) led to the identification of pyrrolidinyl phenylurea derivatives. Further modification toward improvement of the bioavailability provided (R)-1-(1-((6-fluoronaphthalen-2-yl)methyl)pyrrolidin-3-yl)-3-(2-(2-hydroxyethoxy)phenyl)urea 32 (IC50 = 1.7 nM), a potent and orally active CCR3 antagonist. (C) 2012 Elsevier Ltd. All rights reserved.
• [EN] CSF-1R INHIBITORS, COMPOSITIONS, AND METHODS OF USE<br/>[FR] INHIBITEURS CSF-1R, COMPOSITIONS ET PROCÉDÉS D'UTILISATION
  申请人：NOVARTIS AG

  公开号：WO2009050228A2

  公开（公告）日：2009-04-23

  Disclosed herein are compounds and their oxides, esters, prodrugs, solvates, and pharmaceutically acceptable salts thereof, compositions of the compounds, either alone or in combination with at least one additional therapeutic agent, with a pharmaceutically acceptable carrier, and uses of the compounds, either alone or in combination with at least one additional therapeutic agent. The embodiments are useful for inhibiting cellular proliferation, inhibiting the growth and/or metathesis of tumors, treating or preventing cancer, treating or preventing degenerating bone diseases such as rheumatoid arthritis, and/or inhibiting molecules such as CSF-1R.
• A Smart Magnetic Resonance Contrast Agent for Selective Copper Sensing
  作者：Emily L. Que、Christopher J. Chang

  DOI：10.1021/ja065264l

  日期：2006.12.1

  We describe the synthesis and properties of Copper-Gad-1 (CG1), a new type of smart magnetic resonance (MR) sensor for selective detection of copper. CG1 is composed of a gadolinium contrast agent core tethered to copper-selective recognition motif. Cu2+-induced modulation of inner-sphere water access to the Gd3+ center provides a sensing mechanism for reporting Cu2+ levels by reading out changes in longitudinal proton relaxivity values. CG1 features good selectivity for Cu2+ over abundant biological cations and a 41% increase in relaxivity upon Cu2+ binding and is capable of detecting micromolar changes in Cu2+ concentrations in aqueous media.