3-(2-nitrophenoxy)propan-1-ol | 38340-87-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2-nitrophenoxy)propan-1-ol
• CAS: 38340-87-3
• 化学式: C₉H₁₁NO₄
• mdl: MFCD12178178
• 分子量: 197.191
• InChiKey: RLTZJBKOOIQKNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-nitrophenoxy)propan-1-ol 在 palladium on activated charcoal 四溴化碳 、 氢气 、 N,N-二异丙基乙胺 、 三苯基膦 、 sodium iodide 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 81.0h， 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 、 3-溴-1-丙醇 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 以72%的产率得到3-(2-nitrophenoxy)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

• 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.
• BENZAMIDE DERIVATIVES AND THEIR USE AS VASOPRESSIN ANTAGONISTS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0832061A1

  公开（公告）日：1998-04-01
• US6054457A
  申请人：——

  公开号：US6054457A

  公开（公告）日：2000-04-25
• [EN] BENZAMIDE DERIVATIVES AND THEIR USE AS VASOPRESSIN ANTAGONISTS<br/>[FR] DERIVES DE TYPE BENZAMIDE ET LEUR UTILISATION COMME ANTAGONISTES DE LA VASOPRESSINE
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：WO1996041795A1

  公开（公告）日：1996-12-27

  (EN) This invention relates to new benzamide derivatives having a vasopressin antagonistic activity, etc., and represented by general formula (I), wherein R1 is aryl optionally substituted with lower alkoxy, etc., R2 is lower alkyl, etc., R3 is hydrogen, etc., R4 is lower alkoxy, etc., R5 is hydrogen, etc., A is NH, etc., E is (a), etc., X is -CH=CH-, -CH=N-, or S, and Y is CH or N, and pharmaceutically acceptable salts thereof, to processes for preparation thereof and to a pharmaceutical composition comprising the same.(FR) La présente invention concerne d'une part des dérivés de type benzamide présentant notamment une activité antagoniste de la vasopressine et d'autre part des sels de ces dérivés admis en pharmacologie. L'invention concerne également des procédés de préparation de ces dérivés ou sels ainsi que des compositions à base de ces dérivés ou sels. Ces dérivés sont représentés par la formule générale (I) dans laquelle R1 est aryle à substitution alcoxy inférieur éventuelle, R2 est alkyle inférieur, R3 est alcoxy inférieur, R5 est hydrogène, A est NH, E est (a), X est -CH=CH-, -CH=N- ou S, et Y est CH ou N.
• 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.