2-Chlor-5-methoxy-phenylhydrazin | 69833-19-8

• 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-Chlor-5-methoxy-phenylhydrazin
• 英文别名: (2-Chloro-5-methoxyphenyl)hydrazine
• CAS: 69833-19-8
• 化学式: C₇H₉ClN₂O
• 分子量: 172.614
• InChiKey: KCJMMGMPBAPKBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  47.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Chlor-5-methoxy-phenylhydrazin 在 sodium chlorite 、 potassium dihydrogenphosphate 、 草酰氯 、 溶剂黄146 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 生成 N-(4-bromo-2-methyl-6-(methylcarbamoyl)phenyl)-1-(2-chloro-5-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide
  参考文献：
  名称：

  Discovery of a polysubstituted phenyl containing novel N-phenylpyrazole scaffold as potent ryanodine receptor activator

  摘要：

  To develop the novel ryanodine receptors (RyRs) insecticides, encouraged by our previous research work, a series of novel N-phenylpyrazole derivatives containing a polysubstituted phenyl ring scaffold were designed and synthesized. The bioassays results indicated that some title compounds exhibited excellent insecticidal activity. For oriental armyworm (Mythimna separata), compounds 7f, 7g, 7i and 7o at 0.5 mg L^-1 displayed 100% larvicidal activity, and even at 0.1 mg L^-1, 7o was 30% larvicidal activity, comparable to chlorantraniliprole (30%) and better than cyantraniliprole (10%). Compounds 7f and 7o had the median lethal concentrations (LC₅₀) of 8.83 × 10^-2 and 7.12 × 10^-2 mg L^-1, respectively, close to chlorantraniliprole (6.79 × 10^-2 mg L^-1). Additionally, for diamondback moth (Plutella xylostella), the larvicidal activity of compounds 7f and 7i were 90% and 70% at 0.01 mg L^-1, respectively, better than chlorantraniliprole (50%) and cyantraniliprole (40%). More impressively, the LC₅₀ value of 7f was 4.2 × 10^-3 mg L^-1, slightly lower than that of chlorantraniliprole (5.0 × 10^-3 mg L^-1). The molecular docking between compound 7f and RyRs of diamondback moth validated our molecular designation. Furthermore, the calcium imaging experiment explored the influence of compound 7o on the calcium homeostasis in the central neurons of the third larvae of oriental armyworm. The results of this study indicated that 7o is a potent novel lead targeting at RyRs.

  DOI：

  10.1016/j.bmc.2020.115829
• 作为产物：
  描述：

  2-氯-5-甲氧基苯胺 在 sodium nitrite 、 tin(ll) chloride 作用下， 以 水 为溶剂， 以34.66 %的产率得到2-Chlor-5-methoxy-phenylhydrazin
  参考文献：
  名称：

  WO2024059087A1

  摘要：

  公开号：

文献信息

• PYRAZOLOQUINOLONE DERIVATIVE AND USE THEREOF
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1719771A1

  公开（公告）日：2006-11-08

  The present invention provides a pyarzoloquinolone derivative having kinase inhibitory activity. The derivative is represented by the formula: wherein R1 is an aryl group which may be substituted, or an aromatic heterocyclic group which may be substituted; R2 is a hydrogen atom, an amino group which may be substituted, a hydroxy group which may be substituted, or a thiol group which may be substituted; R3, R4, R5 and R6, which may be identical or different, are each (1) a hydrogen atom, (2) a nitro group, (3) a cyano group, (4) a halogen atom, (5) a hydrocarbon group which may be substituted, (6) an amino group which may be substituted, (7) a hydroxy group which may be substituted, or (8) a thiol group which may be substituted; and R3 and R4, R4 and R5, and R5 and R6 may respectively form a ring together with the adjacent carbon atom, or salt thereof.

  本发明提供了一种具有激酶抑制活性的吡唑喹啉衍生物。该衍生物由以下式表示： 其中R1是可以被取代的芳基或可以被取代的芳香杂环基；R2是氢原子、可以被取代的氨基、可以被取代的羟基或可以被取代的硫基；R3、R4、R5和R6，可以相同也可以不同，分别是（1）氢原子、（2）硝基、（3）氰基、（4）卤原子、（5）可以被取代的碳氢基、（6）可以被取代的氨基、（7）可以被取代的羟基或（8）可以被取代的硫基；且R3和R4、R4和R5、以及R5和R6可以分别与相邻的碳原子形成环，或其盐。
• [EN] 1, 5-DIHYDRO-PYRAZOLO (3, 4-D) PYRIMIDIN-4-ONE DERIVATIVES AND THEIR USE AS PDE9A MODULATORS FOR THE TEATMENT OF CNS DISORDERS<br/>[FR] DÉRIVÉS DE 1,5-DIHYDRO-PYRAZOLO(3,4-D)PYRIMIDIN-4-ONE ET LEUR UTILISATION EN TANT QUE MODULATEURS DE PDE9A POUR LE TRAITEMENT DE TROUBLES DU SNC
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2009068617A1

  公开（公告）日：2009-06-04

  The invention relates to novel substituted pyrazolopyrimidines. Chemically, the compounds are characterised by general Formula (I): with R1 being phenyl or pyridyl, any of which is substituted with 1 to 4, preferably 1 to 3 substituents X; X independently of each other being selected from C2-C6-alky1 or Ci-C6-alkoxy, where C2-C6-alkyl and C1-C6-alkoxy are at least dihalogenated up to perhalogenated. preferably with 2 to 6 halogen substituents, and the halogen atoms being selected from the group of fluoro, chloro and bromo, preferably fluoro; R2 being phenyl or heteroaryl, where phenyl is substituted by 1 to 3 radicals and heteroaryl is optionally substituted by 1 to 3 radicals in each case independently of one another selected from the group of C1-C6-alkyI, C1-C6- alkoxy, hydroxycarbonyl, cyano, trifluoromethyl, amino, nitro, hydroxy, C1-C6- alkylamino, halogen, C6-C10-arylcarbonylamino, C1-C6-alkylcarbonylamino, C1- C6-alkylaminocarbonyl. C1-C6-alkoxycarbonyl, C6-C10-arylaminocarbonyl, heteroarylaminocarbonyl. heteroarylcarbonylamino, C1-C6-alkylsulphonyl- amino, C1-C6-alkylsulphonyl and C1-C6-alkylthio; The new compounds shall be used for the manufacture of medicaments, in particular medicaments for improving, perception, concentration, learning and/or memory in patients in need thereof.

  该发明涉及新型取代吡唑吡嘧啶化合物。从化学角度来看，这些化合物的特征由一般式（I）表示：其中R1为苯基或吡啶基，其中任一取代为1到4个，优选为1到3个取代基X；X独立地选自C2-C6-烷基或C1-C6-烷氧基，其中C2-C6-烷基和C1-C6-烷氧基至少经过二卤化至全卤化处理，最好具有2到6个卤素取代基，卤素原子选自氟、氯和溴，最好为氟；R2为苯基或杂环烷基，其中苯基取代为1到3个基团，杂环烷基可选择性地取代为1到3个基团，每种基团独立地选自C1-C6-烷基、C1-C6-烷氧基、羟基羰基、氰基、三氟甲基、氨基、硝基、羟基、C1-C6-烷基氨基、卤素、C6-C10-芳基羰胺基、C1-C6-烷基羰胺基、C1-C6-烷氨基羰基、C1-C6-烷氧羰基、C6-C10-芳基氨基羰基、杂环烷基氨基羰基、杂环烷基羰胺基、C1-C6-烷基磺酰氨基、C1-C6-烷基磺酰基和C1-C6-烷基硫基；这些新化合物可用于制备药物，特别是用于改善患者的感知、注意力、学习和/或记忆的药物。
• Pyrazoloquinolone Derivative And Use Thereof
  申请人：Fukumoto Shojl

  公开号：US20070281963A1

  公开（公告）日：2007-12-06

  The present invention provides a pyarzoloquinolone derivative having kinase inhibitory activity. The derivative is represented by the formula: wherein R 1 is an aryl group which may be substituted, or an aromatic heterocyclic group which may be substituted; R 2 is a hydrogen atom, an amino group which may be substituted, a hydroxy group which may be substituted, or a thiol group which may be substituted; R 3 , R 4 , R 5 and R 6 , which may be identical or different, are each (1) a hydrogen atom, (2) a nitro group, (3) a cyano group, (4) a halogen atom, (5) a hydrocarbon group which may be substituted, (6) an amino group which may be substituted, (7) a hydroxy group which may be substituted, or (8) a thiol group which may be substituted; and R 3 and R 4 , R 4 and R 5 , and R 5 and R 6 may respectively form a ring together with the adjacent carbon atom, or salt thereof.

  本发明提供了一种具有激酶抑制活性的吡唑喹啉衍生物。该衍生物由以下公式表示：其中，R1是可以被取代的芳基或可以被取代的芳香杂环基；R2是氢原子，可以被取代的氨基，可以被取代的羟基或可以被取代的硫醇基；R3、R4、R5和R6可以相同也可以不同，分别是（1）氢原子，（2）硝基，（3）氰基，（4）卤原子，（5）可以被取代的碳氢基，（6）可以被取代的氨基，（7）可以被取代的羟基或（8）可以被取代的硫醇基；R3和R4，R4和R5，以及R5和R6可以分别与相邻的碳原子形成环，或其盐。
• 1, 5-DIHYDRO-PYRAZOLO (3, 4-D) PYRIMIDIN-4-ONE DERIVATIVES AND THEIR USE AS PDE9A MUDULATORS FOR THE TREATMENT OF CNS DISORDERS
  申请人：Eickmeier Christian

  公开号：US20110015193A1

  公开（公告）日：2011-01-20

  The invention relates to novel substituted pyrazolopyrimidines. Chemically, the compounds are characterised by general Formula (I): with R 1 being phenyl or pyridyl, any of which is substituted with 1 to 4, preferably 1 to 3 substituents X; X independently of each other being selected from C 2 -C 6 -alky 1 or Ci-C 6 -alkoxy, where C 2 -C 6 -alkyl and C 1 -C 6 -alkoxy are at least dihalogenated up to perhalogenated. preferably with 2 to 6 halogen substituents, and the halogen atoms being selected from the group of fluoro, chloro and bromo, preferably fluoro; R 2 being phenyl or heteroaryl, where phenyl is substituted by 1 to 3 radicals and heteroaryl is optionally substituted by 1 to 3 radicals in each case independently of one another selected from the group of C 1 -C 6 -alkyI, C 1 -C 6 -alkoxy, hydroxycarbonyl, cyano, trifluoromethyl, amino, nitro, hydroxy, C 1 -C 6 -alkylamino, halogen, C 6 -C 10 -arylcarbonylamino, C 1 -C 6 -alkylcarbonylamino, C 1 -C 6 -alkylaminocarbonyl. C 1 -C 6 -alkoxycarbonyl, C 6 -C 10 -arylaminocarbonyl, heteroarylaminocarbonyl. heteroarylcarbonylamino, C 1 -C 6 -alkylsulphonyl-amino, C 1 -C 6 -alkylsulphonyl and C 1 -C 6 -alkylthio; The new compounds shall be used for the manufacture of medicaments, in particular medicaments for improving, perception, concentration, learning and/or memory in patients in need thereof.
• US3959309A
  申请人：——

  公开号：US3959309A

  公开（公告）日：1976-05-25