2-氨基-4-氟-5-羟基苯甲酸甲酯 | 1113049-61-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氨基-4-氟-5-羟基苯甲酸甲酯
• 英文名称: methyl 2-amino-4-fluoro-5-hydroxybenzoate
• CAS: 1113049-61-8
• 化学式: C₈H₈FNO₃
• 分子量: 185.155
• InChiKey: FSUONMUAAVMIJC-UHFFFAOYSA-N

物化性质

• 沸点：
  344.1±42.0 °C(Predicted)
• 密度：
  1.400±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2-氨基-4-氟-5-羟基苯甲酸甲酯 在 sodium cyanoborohydride 、 caesium carbonate 、 溶剂黄146 、 三氟乙酸 、 sodium hydroxide 作用下， 以 二甲基亚砜 、 乙腈 为溶剂， 生成 1-[(2,4-Difluorophenyl)methyl]-7-fluoro-6-[[3-(trifluoromethyl)-2-pyridyl]oxy]quinazolin-4-one
  参考文献：
  名称：

  Structure-based design of novel HCV NS5B thumb pocket 2 allosteric inhibitors with submicromolar gt1 replicon potency: Discovery of a quinazolinone chemotype

  摘要：

  We describe the structure-based design of a novel lead chemotype that binds to thumb pocket 2 of HCV NS5B polymerase and inhibits cell-based gt1 subgenomic reporter replicons at sub-micromolar concentrations (EC50 <200 nM). This new class of potent thumb pocket 2 inhibitors features a 1H-quinazolin-4-one scaffold derived from hybridization of a previously reported, low affinity thiazolone chemotype with our recently described anthranilic acid series. Guided by X-ray structural information, a key NS5B-ligand interaction involving the carboxylate group of anthranilic acid based inhibitors was replaced by a neutral two-point hydrogen bonding interaction between the quinazolinone scaffold and the protein backbone. The in vitro ADME and in vivo rat PK profile of representative analogs are also presented and provide areas for future optimization of this new class of HCV polymerase inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.037
• 作为产物：
  描述：

  4,5-二氟-2-硝基苯甲酸 在 甲醇 、 硫酸 、 2.5 wt% Pd/C 、 水 、 氢气 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 10.0~90.0 ℃ 、689.49 kPa 条件下， 反应 0.83h， 生成 2-氨基-4-氟-5-羟基苯甲酸甲酯
  参考文献：
  名称：

  Process for preparation of substituted P-aminophenol

  摘要：

  本发明涉及一种制备式(I)的取代p-氨基苯酚化合物或其盐的方法。

  公开号：

  US08519176B1

文献信息

• [EN] VIRAL POLYMERASE INHIBITORS<br/>[FR] INHIBITEURS DE POLYMERASE VIRALE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2009018656A1

  公开（公告）日：2009-02-12

  Compound of Formula I: wherein, R2, R5 and R6 are defined herein, are useful as inhibitors of the hepatitis C virus NS5B polymerase

  化合物的化学式I：其中，R2、R5和R6如本文所定义，可用作乙型肝炎病毒NS5B聚合酶的抑制剂。
• [EN] ARYLCARBOXAMIDES AND USES THEREOF<br/>[FR] ARYLCARBOXAMIDES ET LEURS UTILISATIONS
  申请人：INCEPTION 1 INC

  公开号：WO2017192304A1

  公开（公告）日：2017-11-09

  The present disclosure is directed to compounds of formula (I): or a pharmaceutically acceptable salt, solvate or solvate of the salt thereof. Compounds of formula (I) are inhibitors of NOX4 and are useful in the treatment of fibrotic diseases such as scleroderma; lung disease, such as pulmonary fibrosis including idiopathic pulmonary fibrosis (IPF); heart disease, such as heart failure due to ischaemic heart disease, valvular heart disease and hypertensive heart disease, diabetic cardiomyopathy and hypertension; liver disease, such as cirrhosis of the liver; and kidney disease, such as progressive kidney disease glomerulonephritis and diabetic nephropathy; and eye disease such as diabetic retinopathy; skin or subcutaneous scarring, such as keloids, adhesions, hypertrophic scarring or cosmetic scarring; or as an adjuvant or anti-fibrotic in pancreatic cancer to increase chemotherapeutic drug penetration by reducing the density of the connective tissue stroma.

  本公开涉及的化合物具有以下结构式（I）：或其药学上可接受的盐、溶剂或该盐的溶剂。结构式（I）的化合物是NOX4的抑制剂，可用于治疗纤维化疾病，如硬皮病；肺部疾病，如肺纤维化，包括特发性肺纤维化（IPF）；心脏疾病，如缺血性心脏病、瓣膜性心脏病和高血压性心脏病、糖尿病性心肌病和高血压；肝脏疾病，如肝硬化；肾脏疾病，如进行性肾脏疾病肾小球肾炎和糖尿病肾病；眼部疾病，如糖尿病视网膜病变；皮肤或皮下疤痕，如瘢痕、粘连、肥厚性瘢痕或美容瘢痕；或作为胰腺癌的辅助治疗或抗纤维化剂，通过减少结缔组织基质密度来增加化疗药物的渗透性。
• Process for preparation of substituted P-aminophenol
  申请人：Busacca Carl A.

  公开号：US08519176B1

  公开（公告）日：2013-08-27

  The present invention is related to a process of preparing substituted p-aminophenol compound of formula (I) or a salt thereof,

  本发明涉及一种制备式(I)的取代p-氨基苯酚化合物或其盐的方法。
• VIRAL POLYMERASE INHIBITORS
  申请人：STAMMERS Timothy

  公开号：US20110230465A1

  公开（公告）日：2011-09-22

  Compounds of formula I: wherein X, R 2 , R 3 , R 5 and R 6 are defined herein, are useful as inhibitors of the hepatitis C virus NS5B polymerase.

  式I的化合物：其中X、R2、R3、R5和R6的定义如本文所述，可用作丙型肝炎病毒NS5B聚合酶的抑制剂。
• PROCESS FOR PREPARATION OF SUBSTITUTED P-AMINOPHENOL
  申请人：BUSACCA Carl Alan

  公开号：US20130310597A1

  公开（公告）日：2013-11-21

  The present invention is related to a process of preparing substituted p-aminophenol compound of formula (I) or a salt thereof,

  本发明涉及一种制备式(I)的取代p-氨基酚化合物或其盐的方法。