5-氯-2-甲氧基-4-硝基苯甲酰氯 | 53243-74-6

• 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: 5-氯-2-甲氧基-4-硝基苯甲酰氯
• 英文名称: 5-Chloro-2-methoxy-4-nitrobenzoyl chloride
• CAS: 53243-74-6
• 化学式: C₈H₅Cl₂NO₄
• 分子量: 250.038
• InChiKey: PEURFMIWJPXUMY-UHFFFAOYSA-N

物化性质

• 沸点：
  375.0±37.0 °C(Predicted)
• 密度：
  1.528±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 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：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-氯-2-甲氧基-4-硝基苯甲酰氯 在 氯化铵 、 锌 作用下， 以 乙醇 、 水 为溶剂， 反应 0.08h， 生成 5-chloro-N-[2-(diethylamino)ethyl]-4-(hydroxyamino)-2-methoxybenzamide
  参考文献：
  名称：

  Identification and full characterization of a new metabolite of metoclopramide

  摘要：

  The metabolism of metoclopramide 1 has been reinvestigated by HPLC coupled with mass spectrometry. The urine of healthy volunteers showed the presence of a new metabolite 2 derived from the enzymatic oxidation of the primary aromatic amino group of 1 to the hydroxylamino moiety. The structure of the new metabolite was ascertained by its fragmentation pattern in the mass spectrometer and unambiguously secured by an independent synthesis. In addition, the tertiary amine group of 1 was selectively oxidized to the corresponding N-oxide. This compound and its ring oxidation metabolites were not detected in the urine of the tested volunteers.

  DOI：

  10.1016/0223-5234(96)88294-8
• 作为产物：
  描述：

  4-氨基-5-氯-2-甲氧基苯甲酸 在 sodium perborate 、 氯化亚砜 、 溶剂黄146 作用下， 反应 4.0h， 生成 5-氯-2-甲氧基-4-硝基苯甲酰氯
  参考文献：
  名称：

  Identification and full characterization of a new metabolite of metoclopramide

  摘要：

  The metabolism of metoclopramide 1 has been reinvestigated by HPLC coupled with mass spectrometry. The urine of healthy volunteers showed the presence of a new metabolite 2 derived from the enzymatic oxidation of the primary aromatic amino group of 1 to the hydroxylamino moiety. The structure of the new metabolite was ascertained by its fragmentation pattern in the mass spectrometer and unambiguously secured by an independent synthesis. In addition, the tertiary amine group of 1 was selectively oxidized to the corresponding N-oxide. This compound and its ring oxidation metabolites were not detected in the urine of the tested volunteers.

  DOI：

  10.1016/0223-5234(96)88294-8

文献信息

• N-[(1-piperidinyl)alkyl]arylcarboxamide derivatives
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04031226A1

  公开（公告）日：1977-06-21

  Compounds of the class of N-[(1-piperidinyl)alkyl]arylcarboxamides, useful as antiemetic and psychotropic agents.

  这是一种N-[(1-哌啶基)烷基]芳基羧酰胺类化合物，可用作抗恶心和精神药物。
• Identification of a series of 1,2,3,4-tetrahydroisoquinolinyl- benzamides with potential anticonvulsant activity
  作者：Wai N. Chan、Michael S Hadley、John D. Harling、Hugh J. Herdon、Jeffrey C. Jerman、Barry S. Orlek、Tania O. Stean、Mervyn Thompson、Neil Upton、Robert W. Ward

  DOI：10.1016/s0960-894x(98)00523-x

  日期：1998.10

  A series of N-(tetrahydroisoquinolinyl)-2-methoxybenzamides was identified by high-throughput screening at the novel SE-204269 binding site. SAR studies have provided compounds 4 and 14 with high affinity and good anticonvulsant activity in animal models. (C) 1998 Elsevier Science Ltd. All rights reserved.
• US4031226A
  申请人：——

  公开号：US4031226A

  公开（公告）日：1977-06-21
• Identification and full characterization of a new metabolite of metoclopramide
  作者：V Maurich、M De Amici、C De Micheli、P Rossato

  DOI：10.1016/0223-5234(96)88294-8

  日期：1995.1

  The metabolism of metoclopramide 1 has been reinvestigated by HPLC coupled with mass spectrometry. The urine of healthy volunteers showed the presence of a new metabolite 2 derived from the enzymatic oxidation of the primary aromatic amino group of 1 to the hydroxylamino moiety. The structure of the new metabolite was ascertained by its fragmentation pattern in the mass spectrometer and unambiguously secured by an independent synthesis. In addition, the tertiary amine group of 1 was selectively oxidized to the corresponding N-oxide. This compound and its ring oxidation metabolites were not detected in the urine of the tested volunteers.