N-[4-(1-hydroxyethyl)phenyl]formamide | 1227211-76-8

• 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: N-[4-(1-hydroxyethyl)phenyl]formamide
• CAS: 1227211-76-8
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: FGALZMHLEBSOAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-乙酰苯基异氰酸酯 在 二氯二茂锆 、 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 、 2-甲基四氢呋喃 为溶剂， 反应 1.0h， 以87%的产率得到N-[4-(1-hydroxyethyl)phenyl]formamide
  参考文献：
  名称：

  化学选择性Schwartz试剂介导的异氰酸酯还原为甲酰胺

  摘要：

  在广泛可用的异氰酸酯中添加原位产生的Schwartz试剂构成了化学选择性，高产且通用的合成各种功能化甲酰胺的方法。立体和电子因素或敏感功能（酯，硝基，腈，烯烃）的存在不会影响该方法的潜力。观察到完全保留了起始材料中所含的立体化学信息。简要研究了甲酰胺在有机金属试剂亲核加成中的应用（Chida-Sato烯丙基化，Charette-Huang加到亚氨基三氟甲磺酸酯活化的酰胺中，硼酸酯的Matteson同源性）。

  DOI：

  10.1021/acs.orglett.6b01226

文献信息

• COMPOUNDS AND METHODS FOR INHIBITING NHE-MEDIATED ANTIPORT IN THE TREATMENT OF DISORDERS ASSOCIATED WITH FLUID RETENTION OR SALT OVERLOAD AND GASTROINTESTINAL TRACT DISORDERS
  申请人：Ardelyx, Inc.

  公开号：EP3351248A1

  公开（公告）日：2018-07-25

  The present disclosure is directed to compounds and methods for the treatment of disorders associated with fluid retention or salt overload, such as heart failure (in particular, congestive heart failure), chronic kidney disease, end-stage renal disease, liver disease, and peroxisome proliferator-activated receptor (PPAR) gamma agonist-induced fluid retention. The present disclosure is also directed to compounds and methods for the treatment of hypertension. The present disclosure is also directed to compounds and methods for the treatment of gastrointestinal tract disorders, including the treatment or reduction of pain associated with gastrointestinal tract disorders. The methods generally comprise administering to a mammal in need thereof a pharmaceutically effective amount of a compound, or a pharmaceutical composition comprising such a compound, that is designed to be substantially active in the gastrointestinal (GI) tract to inhibit NHE-mediated antiport of sodium ions and hydrogen ions therein. More particularly, the method comprises administering to a mammal in need thereof a pharmaceutically effective amount of a compound, or a pharmaceutical composition comprising such a compound, that inhibits NHE-3, -2 and/or -8 mediated antiport of sodium and/or hydrogen ions in the GI tract and is designed to be substantially impermeable to the layer of epithelial cells, or more specifically the epithelium of the GI tract. As a result of the compound being substantially impermeable, it is not absorbed and is thus essentially systemically non-bioavailable, so as to limit the exposure of other internal organs (e.g., liver, heart, brain, etc.) thereto. The present disclosure is still further directed to a method wherein a mammal is administered such a compound with a fluid-absorbing polymer, such that the combination acts as described above and further provides the ability to sequester fluid and/or salt present in the GI tract

  本公开内容涉及用于治疗与体液潴留或盐负荷过重相关的疾病的化合物和方法，如心力衰竭（尤其是充血性心力衰竭）、慢性肾病、终末期肾病、肝病和过氧化物酶体增殖激活受体（PPAR）γ激动剂诱导的体液潴留。本公开还涉及治疗高血压的化合物和方法。本公开还涉及治疗胃肠道疾病的化合物和方法，包括治疗或减轻与胃肠道疾病相关的疼痛。这些方法一般包括向有需要的哺乳动物施用药学上有效量的化合物或包含这种化合物的药物组合物，这种化合物在胃肠道中基本具有活性，可抑制其中钠离子和氢离子的NHE介导的反转运。更具体地说，该方法包括向有需要的哺乳动物施用药学上有效量的化合物或包含该化合物的药物组合物，该化合物可抑制胃肠道中NHE-3、-2和/或-8介导的钠离子和/或氢离子的反转运，且设计成基本上不渗透上皮细胞层，或更具体地说不渗透胃肠道上皮细胞。由于该化合物基本上不渗透，因此不会被吸收，从而基本上不会被全身生物利用，从而限制了其他内脏器官（如肝脏、心脏、大脑等）对该化合物的接触。本公开内容还进一步涉及一种方法，在这种方法中，哺乳动物与吸液聚合物一起服用这种化合物，从而使这种组合起到如上所述的作用，并进一步提供封存存在于消化道中的液体和/或盐的能力。
• A very simple and highly efficient procedure for N-formylation of primary and secondary amines at room temperature under solvent-free conditions
  作者：Goutam Brahmachari、Sujay Laskar

  DOI：10.1016/j.tetlet.2010.02.119

  日期：2010.4

  N-Formylation of primary and secondary amines has efficiently been carried out at room temperature in excellent yields by using catalytic amount of sodium formate in formic acid under solvent-free conditions. The process is remarkably simple and environmentally benign. (C) 2010 Elsevier Ltd. All rights reserved.
• [EN] DIARYLAMINE-CONTAINING COMPOUNDS AND COMPOSITIONS, AND THEIR USE AS MODULATORS OF C-KIT RECEPTORS<br/>[FR] COMPOSES ET COMPOSITIONS CONTENANT DE LA DIARYLAMINE, ET UTILISATION EN TANT QUE MODULATEURS DE RECEPTEURS DE C-KIT
  申请人：IRM LLC

  公开号：WO2007038669A9

  公开（公告）日：2008-05-29

  [EN] Described herein are compounds that include a diarylamine structural feature. Also described herein are methods for making such compounds, methods for using such compounds to modulate the activity of c-kit receptors, and pharmaceutical compositions and medicaments comprising such compounds. Also described herein are methods of using such compounds, pharmaceutical compositions and medicaments to treat and/or prevent and/or inhibit and/or ameliorate the pathology and/or symptomology diseases or conditions associated with the activity of c-kit receptors.
  [FR] Cette invention concerne des composés présentant une caractéristique structurelle de diarylamine. Sont également décrites des méthodes d'obtention de tels composés, des méthodes d'utilisation de ces composés pour la modulation de l'activité de récepteurs de c-kit, ainsi que des compositions pharmaceutiques et des médicaments renfermant de tels composés. De plus, l'invention concerne des méthodes d'utilisation de ces composés, compositions et médicaments pour le traitement et/ou la prévention et/ou l'inhibition et/ou l'amélioration de la pathologie et/ou de la symptomologie de maladies ou de manifestations associées à l'activité de récepteurs de c-kit.
• Chemoselective Schwartz Reagent Mediated Reduction of Isocyanates to Formamides
  作者：Vittorio Pace、Karen de la Vega-Hernández、Ernst Urban、Thierry Langer

  DOI：10.1021/acs.orglett.6b01226

  日期：2016.6.3

  Addition of the in situ generated Schwartz reagent to widely available isocyanates constitutes a chemoselective, high-yielding, and versatile approach to the synthesis of variously functionalized formamides. Steric and electronic factors or the presence of sensitive functionalities (esters, nitro groups, nitriles, alkenes) do not compromise the potential of the method. Full preservation of the stereochemical

  在广泛可用的异氰酸酯中添加原位产生的Schwartz试剂构成了化学选择性，高产且通用的合成各种功能化甲酰胺的方法。立体和电子因素或敏感功能（酯，硝基，腈，烯烃）的存在不会影响该方法的潜力。观察到完全保留了起始材料中所含的立体化学信息。简要研究了甲酰胺在有机金属试剂亲核加成中的应用（Chida-Sato烯丙基化，Charette-Huang加到亚氨基三氟甲磺酸酯活化的酰胺中，硼酸酯的Matteson同源性）。