2-nitro-4-phenoxyphenol | 145279-04-5

• 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: 2-nitro-4-phenoxyphenol
• 英文别名: Phenyl-(3-nitro-4-hydroxy-phenyl)-aether；3-Nitro-4-hydroxy-1-phenoxy-benzol；2-Nitro-4-phenoxy-phenol；2-Nitro-hydrochinon-4-phenylaether；3-Nitro-4-oxy-diphenyl-aether
• CAS: 145279-04-5
• 化学式: C₁₂H₉NO₄
• 分子量: 231.208
• InChiKey: PVFPTCXTEHFQGM-UHFFFAOYSA-N

物化性质

• 熔点：
  51-52 °C
• 沸点：
  338.8±32.0 °C(Predicted)
• 密度：
  1.357±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  2-nitro-4-phenoxyphenol 在 盐酸 、 indium 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 (2-benzyloxy-5-phenoxyphenylamino)acetic acid methyl ester
  参考文献：
  名称：

  WO2007/67614

  摘要：

  公开号：
• 作为产物：
  描述：

  4-苯氧基苯酚 在 aluminum(III) nitrate nonahydrate 、 硫酸 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以72%的产率得到2-nitro-4-phenoxyphenol
  参考文献：
  名称：

  Aluminum nitrate and silica sulfuric acid as efficient nitrating media for the mononitration of phenols under mild and heterogeneous conditions

  摘要：

  室温下，在湿二氧化硅（50% w/w）存在下，在二氯甲烷中将 Al(NO3)3-9H2O 与二氧化硅硫酸结合，成功地硝化了多种苯酚衍生物，并获得了中等至良好的产率。

  DOI：

  10.1139/v09-081

文献信息

• Aluminum nitrate and silica sulfuric acid as efficient nitrating media for the mononitration of phenols under mild and heterogeneous conditions
  作者：Arash Ghorbani-Choghamarani、Hamid Goudarziafshar、Mohsen Nikoorazm、Somaieh Yousefi

  DOI：10.1139/v09-081

  日期：2009.8

  A variety of phenol derivatives were successfully nitrated via combination of Al(NO₃)₃·9H₂O and silica sulfuric acid in the presence of wet SiO₂ (50% w/w) in dichloromethane at room temperature with moderate-to-good yields.

  室温下，在湿二氧化硅（50% w/w）存在下，在二氯甲烷中将 Al(NO3)3-9H2O 与二氧化硅硫酸结合，成功地硝化了多种苯酚衍生物，并获得了中等至良好的产率。
• A Mild Procedure for the Preparation of o-Nitrophenols by Nitro Urea or Ammonium Nitrate in the Presence of Silica Sulfuric Acid (SiO2-OSO3H)
  作者：Arash Ghorbani-Choghamarani、Mohsen Nikoorazm、Hamid Goudarziafshar、Zahra Naserifar、Parisa Zamani

  DOI：10.1002/cjoc.201190148

  日期：2011.4

  A mixture of ammonium nitrate or nitro urea and silica sulfuric acid was found to be efficient and environmentally friendly nitrating media for the preparation of orto‐nitro phenols in dichloromethane at room temperature.

  发现硝酸铵或硝基尿素与二氧化硅硫酸的混合物是在室温下在二氯甲烷中制备邻硝基硝基苯酚的高效和环境友好型硝化介质。
• ニトロフェノール誘導体の製造方法
  申请人：富士写真フイルム株式会社

  公开号：JP2005298377A

  公开（公告）日：2005-10-27

  PROBLEM TO BE SOLVED: To provide a method for producing 2-nitrophenol derivative in which the 4-position is substituted with an alkoxy, aralkyloxy, aryloxy or heterocycloxy group by a simple method in a good yield applicable to mass production.

  SOLUTION: The method for producing the nitrophenol derivative represented by structural formula (B) (wherein R1is an alkyl, aralkyl, aryl or heterocyclic group; R2is a substituent; and n is an integer of 0-3, and when n is 2 or 3, a plurality of R2may be the same or different, and when n is ≥1, R1and R2or a plurality of R2s may be linked with each other to form a ring) comprises reacting a phenol derivative represented by structural formula (A) (wherein R1, R2, and n are the same as defined above) with nitric acid in a solvent having a relative dielectric constant of ≤10.

  COPYRIGHT: (C)2006,JPO&NCIPI

  问题要解决的是：提供一种简单的方法，以良好的产量适用于大规模生产，制备4位被烷氧基，芳基烷氧基，芳基氧基或杂环氧基取代的2-硝基苯酚衍生物的方法。 解决方案：制备由结构式（B）表示的硝基苯酚衍生物的方法（其中R1是烷基，芳基烷基，芳基或杂环基；R2是取代基；n是0-3的整数，当n为2或3时，多个R2可以相同或不同，当n≥1时，R1和R2或多个R2可以连接在一起形成环），包括将由结构式（A）表示的苯酚衍生物（其中R1，R2和n如上定义）与硝酸在相对介电常数≤10的溶剂中反应。 版权：(C)2006，JPO&NCIPI
• 1,1,3-Trioxo-1,2,5-Thiadiazolidines and Their Use as Ptp-Ases Inhibitors
  申请人：Barnes David

  公开号：US20080293782A1

  公开（公告）日：2008-11-27

  Compounds of the formula are inhibitors of protein tyrosine phosphatases (PTPases) and, thus, may be employed for the treatment of conditions mediated by PTPase activity. The compounds of the present invention may also be employed as inhibitors of other enzymes characterized with a phosphotyrosine binding region such as the SH2 domain. Accordingly, the compounds of formula (I) may be employed for prevention and/or treatment of insulin resistance associated with obesity, glucose intolerance, diabetes mellitus, hypertension and ischemic diseases of the large and small blood vessels, conditions that accompany type-2 diabetes, including hyperlipidemia, hypertriglyceridemia, atherosclerosis, vascular restenosis, irritable bowel syndrome, pancreatitis, adipose cell tumors and carcinomas such as liposarcoma, dyslipidemia, and other disorders where insulin resistance is indicated. In addition, the compounds of the present invention may be employed to treat and/or prevent cancer, osteoporosis, neurodegenerative and infectious diseases, and diseases involving inflammation and the immune system.

  式(一)的化合物是蛋白酪氨酸磷酸酶(PTPases)的抑制剂，因此可用于治疗由PTPase活性介导的疾病。本发明的化合物也可用作其他酶的抑制剂，这些酶具有磷酸酪氨酸结合区域，如SH2结构域。因此，式(一)的化合物可用于预防和/或治疗与肥胖、葡萄糖耐受性、糖尿病、高血压和大、小血管缺血性疾病相关的胰岛素抵抗，伴随2型糖尿病的病症，包括高脂血症、高三酰甘油血症、动脉粥样硬化、血管再狭窄、肠易激综合征、胰腺炎、脂肪细胞肿瘤和脂肪肉瘤、脂质代谢异常和其他表现为胰岛素抵抗的疾病。此外，本发明的化合物还可用于治疗和/或预防癌症、骨质疏松症、神经退行性和传染性疾病以及涉及炎症和免疫系统的疾病。
• S1P receptor modulating compounds and use thereof
  申请人：Burli Roland

  公开号：US20080027036A1

  公开（公告）日：2008-01-31

  The present invention relates to compounds of the general formula (I) that have activity as S1P receptor modulating agents and the use of such compounds to treat diseases associated with inappropriate S1P receptor activity. The compounds may be used as immunomodulators, e.g., for treating or preventing diseases such as autoimmune and related immune disorders including systemic lupus erythematosus, inflammatory bowel diseases such as Crohn's disease and ulcerative colitis, type I diabetes, uveitis, psoriasis, myasthenia gravis, rheumatoid arthritis, non-glomerular nephrosis, hepatitis, Behçet's disease, glomerulonephritis, chronic thrombocytopenic purpura, hemolytic anemia, hepatitis and Wegner's granuloma; and for treating other conditions.

  本发明涉及一般式（I）的化合物，其具有作为S1P受体调节剂的活性，以及使用这种化合物来治疗与不适当的S1P受体活性相关的疾病。这些化合物可以用作免疫调节剂，例如，用于治疗或预防自身免疫和相关免疫紊乱疾病，包括系统性红斑狼疮、炎症性肠病，如克隆病和溃疡性结肠炎、1型糖尿病、葡萄膜炎、牛皮癣、重症肌无力、类风湿性关节炎、非肾小球性肾病、肝炎、Behçet病、肾小球肾炎、慢性血小板减少性紫癜、溶血性贫血、肝炎和Wegner肉芽肿；以及用于治疗其他疾病。