2-chloro-N'-hydroxy-4-nitrobenzamidine | 96898-76-9

• 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-chloro-N'-hydroxy-4-nitrobenzamidine
• 英文别名: 2-chloro-N'-hydroxy-4-nitrobenzenecarboximidamide
• CAS: 96898-76-9
• 化学式: C₇H₆ClN₃O₃
• 分子量: 215.596
• InChiKey: NSFQGSYKNYKJCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-N'-hydroxy-4-nitrobenzamidine 在 盐酸 、 potassium carbonate 、 tin(ll) chloride 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 30.5h， 生成 3-chloro-4-(5-phenyl-1,2,4-oxadiazol-3-yl)aniline
  参考文献：
  名称：

  1,2,4-oxadiazole derivatives as allosteric modulators of metabotropic glutamate receptors belonging to group III

  摘要：

  公开号：

  EP2853532B1
• 作为产物：
  描述：

  2-氯-4-硝基苯腈 在 盐酸羟胺 、 三乙胺 作用下， 以 乙醇 为溶剂， 以68%的产率得到2-chloro-N'-hydroxy-4-nitrobenzamidine
  参考文献：
  名称：

  [EN] IMIDAZO [1,2A] PYRIDINE DERIVATIVES, THEIR USE AS S1P1 AGONISTS AND METHODS FOR THEIR PRODUCTION
  [FR] DÉRIVÉS D'IMIDAZO[1,2A]PYRIDINE, LEUR EMPLOI EN TANT QU'AGONISTES DE S1P1 ET LEURS MÉTHODES DE PRODUCTION

  摘要：

  该发明涉及式(I)的化合物，以及制备和使用这些化合物的方法。

  公开号：

  WO2010065760A1

文献信息

• [EN] IMIDAZO [1,2A] PYRIDINE DERIVATIVES, THEIR USE AS S1P1 AGONISTS AND METHODS FOR THEIR PRODUCTION<br/>[FR] DÉRIVÉS D'IMIDAZO[1,2A]PYRIDINE, LEUR EMPLOI EN TANT QU'AGONISTES DE S1P1 ET LEURS MÉTHODES DE PRODUCTION
  申请人：EXELIXIS INC

  公开号：WO2010065760A1

  公开（公告）日：2010-06-10

  The invention is directed to Compounds of Formula (I) as well as methods of making and using the compounds.

  该发明涉及式(I)的化合物，以及制备和使用这些化合物的方法。
• S1P1 Agonists and Methods of Making And Using
  申请人：Canne Bannen Lynne

  公开号：US20100160369A1

  公开（公告）日：2010-06-24

  The invention is directed to Compounds of Formula I: as well as methods of making and using the compounds.

  本发明涉及式I的化合物，以及制备和使用该化合物的方法。
• New 1,2,4-oxadiazole derivatives with positive mGlu₄ receptor modulation activity and antipsychotic-like properties
  作者：Anna Stankiewicz、Katarzyna Kaczorowska、Ryszard Bugno、Aneta Kozioł、Maria H. Paluchowska、Grzegorz Burnat、Barbara Chruścicka、Paulina Chorobik、Piotr Brański、Joanna M. Wierońska、Beata Duszyńska、Andrzej Pilc、Andrzej J. Bojarski

  DOI：10.1080/14756366.2021.1998022

  日期：2022.12.31

  Considering the allosteric regulation of mGlu receptors for potential therapeutic applications, we developed a group of 1,2,4-oxadiazole derivatives that displayed mGlu4 receptor positive allosteric modulatory activity (EC50 = 282-656 nM). Selectivity screening revealed that they were devoid of activity at mGlu1, mGlu2 and mGlu5 receptors, but modulated mGlu7 and mGlu8 receptors, thus were classified as group III-preferring mGlu receptor agents. None of the compounds was active towards hERG channels or in the mini-AMES test. The most potent in vitro mGlu4 PAM derivative 52 (N-(3-chloro-4-(5-(2-chlorophenyl)-1,2,4-oxadiazol-3-yl)phenyl)picolinamide) was readily absorbed after i.p. administration (male Albino Swiss mice) and reached a maximum brain concentration of 949.76 ng/mL. Five modulators (34, 37, 52, 60 and 62) demonstrated significant anxiolytic- and antipsychotic-like properties in the SIH and DOI-induced head twitch test, respectively. Promising data were obtained, especially for N-(4-(5-(2-chlorophenyl)-1,2,4-oxadiazol-3-yl)-3-methylphenyl)picolinamide (62), whose effects in the DOI-induced head twitch test were comparable to those of clozapine and better than those reported for the selective mGlu4 PAM ADX88178.
• 1,2,4-oxadiazole derivatives as allosteric modulators of metabotropic glutamate receptors belonging to group III
  申请人：Instytut Farmakologii Polskiej Akademii Nauk

  公开号：EP2853532B1

  公开（公告）日：2020-12-09