4-hydroxy-3-nitrophenylacetaldehyde | 347149-87-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-hydroxy-3-nitrophenylacetaldehyde
• 英文别名: 2-(4-hydroxy-3-nitrophenyl)acetaldehyde
• CAS: 347149-87-5
• 化学式: C₈H₇NO₄
• 分子量: 181.148
• InChiKey: OXYOFULKSNCNRY-UHFFFAOYSA-N

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：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-hydroxy-3-nitrophenylacetaldehyde 、 4-(2-chloroiminoethyl)-2-nitrophenol 以 phosphate buffer 、 乙酸乙酯 为溶剂， 生成 3,5-di(4-hydroxy-3-nitrophenyl)pyridine 、 3,5-di(4-hydroxy-3-nitrophenyl)-2-(4-hydroxy-3-nitrophenylmethyl)pyridine
  参考文献：
  名称：

  Remarkable Chichibabin-type cyclotrimerisation of 3-nitrotyrosine, tyrosine and phenylalanine to 3,5-diphenylpyridine derivatives induced by hypochlorous acid

  摘要：

  Reaction of 3-nitrotyrosine with HOCl in aqueous phosphate buffer (pH 7.4) leads to a mixture of extractable products, including 3,5-di(4-hydroxy-3-nitrophenyl)pyridine (15% isolated yield) and 3,5-di(4-hydroxy-3-nitrophenyl)-2-(4-hydroxy-3-nitrophenylmethyl)pyridine (3%) arising by a Chichibabin-like pyridine synthesis via N-chloroimine intermediates. Under the same conditions, phenylalanine gives 3,5-diphenylpyridine in 9% isolated yield, while tyrosine leads to 3,5-di(4-hydroxyphenyl)pyridine (3%) and 3-(3-chloro-4-hydroxyphenyl)-5-(4-hydroxyphenyl)pyridine (3%). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.106
• 作为产物：
  描述：

  3-硝基-DL-酪氨酸 在 次氯酸 作用下， 以 phosphate buffer 为溶剂， 以15%的产率得到3,5-di(4-hydroxy-3-nitrophenyl)pyridine
  参考文献：
  名称：

  Remarkable Chichibabin-type cyclotrimerisation of 3-nitrotyrosine, tyrosine and phenylalanine to 3,5-diphenylpyridine derivatives induced by hypochlorous acid

  摘要：

  Reaction of 3-nitrotyrosine with HOCl in aqueous phosphate buffer (pH 7.4) leads to a mixture of extractable products, including 3,5-di(4-hydroxy-3-nitrophenyl)pyridine (15% isolated yield) and 3,5-di(4-hydroxy-3-nitrophenyl)-2-(4-hydroxy-3-nitrophenylmethyl)pyridine (3%) arising by a Chichibabin-like pyridine synthesis via N-chloroimine intermediates. Under the same conditions, phenylalanine gives 3,5-diphenylpyridine in 9% isolated yield, while tyrosine leads to 3,5-di(4-hydroxyphenyl)pyridine (3%) and 3-(3-chloro-4-hydroxyphenyl)-5-(4-hydroxyphenyl)pyridine (3%). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.106

文献信息

• [EN] IDO INHIBITORS<br/>[FR] INHIBITEURS DE L'IDO
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2014150646A1

  公开（公告）日：2014-09-25

  There are disclosed compounds that modulate or inhibit the enzymatic activity of indoleamine 2,3-dioxygenase (IDO), pharmaceutical compositions containing said compounds and methods of treating proliferative disorders, such as cancer, viral infections and/or autoimmune diseases utilizing the compounds of the invention. Formula (I).

  已披露的化合物可调节或抑制色胺酸2,3-二氧化酶（IDO）的酶活性，含有该化合物的药物组合物以及利用本发明的化合物治疗增殖性疾病，如癌症、病毒感染和/或自身免疫疾病的方法。公式（I）。
• ARYLOXY AND ARYLTHIOPROPANOLAMINE DERIVATIVES USEFUL AS BETA 3-ADRENORECEPTOR AGONISTS AND ANTAGONISTS OF THE BETA 1 AND BETA 2-ADRENORECEPTORS AND PHARMACEUTICAL COMPOSITION THEREOF
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0772585A1

  公开（公告）日：1997-05-14
• FIBRINOGEN RECEPTOR ANTAGONISTS AND THEIR USE
  申请人：Nicholas Piramal India Limited

  公开号：EP1677783A2

  公开（公告）日：2006-07-12
• PHENYL SUBSTITUTED PYRAZINOYLGUANIDINE SODIUM CHANNEL BLOCKERS POSSESSING BETA AGONIST ACTIVITY
  申请人：Parion Sciences, Inc.

  公开号：EP2035004A1

  公开（公告）日：2009-03-18
• IDO INHIBITORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP2970114A1

  公开（公告）日：2016-01-20