3-hydroxy-4-methoxy-5-nitrobenzoic acid | 80547-65-5

• 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: 3-hydroxy-4-methoxy-5-nitrobenzoic acid
• 英文别名: 3-Hydroxy-4-methoxy-5-nitro-benzoesaeure；5-Nitro-isovanillinsaeure；5-Nitro-3-oxy-4-methoxy-benzoesaeure
• CAS: 80547-65-5
• 化学式: C₈H₇NO₆
• 分子量: 213.147
• InChiKey: YJNZVXWSDLXUFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 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：
  113
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-hydroxy-4-methoxy-5-nitrobenzoic acid 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 反应 1.75h， 生成 5-amino-3-hydroxy-4-methoxybenzoic acid
  参考文献：
  名称：

  邻苯二酚O-甲基转移酶。10.作为潜在抑制剂的5-取代的3-羟基-4-甲氧基苯甲酸（异香草醛酸）和5-取代的3-羟基-4-甲氧基苯甲醛（异香草醛）。

  摘要：

  已经合成了一系列5-取代的3-羟基-4-甲氧基苯甲酸（异香草酸）和-苯甲醛（异香草醛），并将其作为大鼠肝儿茶酚O-甲基转移酶的抑制剂。当3,4-二羟基苯甲酸是可变底物时，化合物表现出非竞争性或竞争性抑制作用。苯甲醛是比相应的苯甲酸明显更有效的抑制剂，并且5位的吸电子取代基大大提高了它们的抑制活性。

  DOI：

  10.1021/jm00345a012
• 作为产物：
  描述：

  3-acetoxy-4-methoxy-5-nitro-benzoic acid 生成 3-hydroxy-4-methoxy-5-nitrobenzoic acid
  参考文献：
  名称：

  Klemenc, Monatshefte fur Chemie, 1914, vol. 35, p. 95

  摘要：

  DOI：

文献信息

• Klemenc, Monatshefte fur Chemie, 1914, vol. 35, p. 95
  作者：Klemenc

  DOI：——

  日期：——
• BORCHARDT, R. T.;HUBER, J. A.;HOUSTON, M., J. MED. CHEM., 1982, 25, N 3, 258-263
  作者：BORCHARDT, R. T.、HUBER, J. A.、HOUSTON, M.

  DOI：——

  日期：——
• Catechol O-methyltransferase. 10. 5-Substituted, 3-hydroxy-4-methoxybenzoic acids (isovanillic acids) and 5-substituted, 3-hydroxy-4-methoxybenzaldehydes (isovanillins) as potential inhibitors
  作者：Ronald T. Borchardt、Joan H. Huber、Michael Houston

  DOI：10.1021/jm00345a012

  日期：1982.3

  and evaluated as inhibitors of rat liver catechol O-methyltransferase. The compounds exhibited either noncompetitive or competitive patterns of inhibition when 3,4-dihydroxybenzoic acid was the variable substrate. The benzaldehydes were significantly more potent inhibitors than the corresponding benzoic acids, and electron-withdrawing substituents in the 5 position greatly enhanced their inhibitory

  已经合成了一系列5-取代的3-羟基-4-甲氧基苯甲酸（异香草酸）和-苯甲醛（异香草醛），并将其作为大鼠肝儿茶酚O-甲基转移酶的抑制剂。当3,4-二羟基苯甲酸是可变底物时，化合物表现出非竞争性或竞争性抑制作用。苯甲醛是比相应的苯甲酸明显更有效的抑制剂，并且5位的吸电子取代基大大提高了它们的抑制活性。
• A new exhalite type—siderite-sericite chert formed in fault-controlled lacustrine basin
  作者：Jianming Liu、Jie Ye、Anli Zhang、Yuwang Wang、Neng Jiang

  DOI：10.1007/bf02906864

  日期：2001.12

  On the basis of geological, fabric, lithographical and mineralogical study, a new exhalite type, called 'siderite-sericite chert' according to its mineral assemblage, was reported for the first time. It was formed in a fault-controlled lacustrine basin and closely associated with sulfide ore characteristic of complex metal assemblage of Sn-Ag-Cu-Pb-Zn. Its geological setting, mineral assemblage, as well as associated ores are quite unique, and therefore worthy of detailed research. In the Dajing deposit, Linxi County, Inner Mongolia, it is this very exhalite that is regarded as a kind of acidic subvolcanic dike till now, and because of this, a genetic model of hydrothermal epigenetic filling by subvolcanic fluid prevails over the Dajing deposit. It is demonstrated again that any geochemical study might be senseless without support of detailed geological and lithographical investigations. This is of particular importance at the present time when one is readily confused by various modern techniques.