5-甲酰基-2H-吡唑-3-甲酸甲酯 | 1031351-93-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-甲酰基-2H-吡唑-3-甲酸甲酯
• 中文别名: 5-甲酰基-2H-吡唑-3-羧酸甲酯
• 英文名称: methyl 3-formyl-1H-pyrazole-5-carboxylate
• 英文别名: methyl 5-formyl-1H-pyrazole-3-carboxylate
• CAS: 1031351-93-5；75436-40-7
• 化学式: C₆H₆N₂O₃
• 分子量: 154.125
• InChiKey: CCJLAYQZMSHUJW-UHFFFAOYSA-N

物化性质

• 沸点：
  373.8±27.0 °C(Predicted)
• 密度：
  1.394±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-甲酰基-2H-吡唑-3-甲酸甲酯 、 1-氨基-2-丁醇 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以71%的产率得到methyl 3-{[(2-hydroxybutyl)amino]methyl}-1H-pyrazole-5-carboxylate
  参考文献：
  名称：

  Discovery, synthesis and biological evaluation of isoquinolones as novel and highly selective JNK inhibitors (1)

  摘要：

  A novel series of 4-phenylisoquinolones were synthesized and evaluated as c-Jun N-terminal kinase (JNK) inhibitors. Initial modi. cation at the 2- and 3-positions of the isoquinolone ring of hit compound 4, identified from high-throughput screening, led to the lead compound 6b. The optimization was carried out using a JNK1-binding model of 6b and several compounds exhibited potent JNK inhibition. Among them, 11g significantly inhibited cardiac hypertrophy in rat pressure-overload models without affecting blood pressure and the concept of JNK inhibitors as novel therapeutic agents for heart failure was confirmed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.027
• 作为产物：
  描述：

  methyl 5-[bis(methyloxy)methyl]-1H-pyrazole-3-carboxylate 在 甲酸 作用下， 以 neat (no solvent) 为溶剂， 反应 3.0h， 生成 5-甲酰基-2H-吡唑-3-甲酸甲酯
  参考文献：
  名称：

  Abdallah, H.; Gree, R.; Carrie, R., Bulletin de la Societe Chimique de France, 1985, # 5, p. 794 - 802

  摘要：

  DOI：

文献信息

• [EN] ISOXAZOLE-PYRAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS D'ISOXAZOLE-PYRAZOLE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2010127975A1

  公开（公告）日：2010-11-11

  The present invention is concerned with isoxazole-pyrazole derivatives of formula I, having affinity and selectivity for GABA A α5 receptor, their manufacture, pharmaceutical compositions containing them and their use as medicaments. The active compounds of the present invention are useful as cognitive enhancer or for the therapeutic and/or prophylactic treatment of cognitive disorders like Alzheimer's disease.

  本发明涉及具有亲和力和选择性对GABA A α5受体的异恶唑-吡唑衍生物，其化学式为I，它们的制备、含有它们的药物组合物以及它们作为药物的用途。本发明的活性化合物可用作认知增强剂，或用于治疗和/或预防认知障碍，如阿尔茨海默病。
• PYRAZOLES
  申请人：Jakob-Roetne Roland

  公开号：US20100286115A1

  公开（公告）日：2010-11-11

  The present invention is concerned with isoxazole-pyrazoles of formula I, having affinity and selectivity for GABA A a5 receptor, their manufacture, pharmaceutical compositions containing them and their use as therapeutics. The active compounds of the present invention are useful as cognitive enhancer or for the therapeutic and/or prophylactic treatment of cognitive disorders like Alzheimer's disease.

  本发明涉及式I的异噁唑-吡唑化合物，具有亲和力和选择性作用于GABA A a5受体，它们的制造，含有它们的药物组合物以及它们作为治疗药物的使用。本发明的活性化合物可用作认知增强剂或治疗和/或预防认知障碍，如阿尔茨海默病。
• Le dimethyl acetal du diazoacetaldehyde: une nouvelle voie d'acces aux cyclopropanes aldehydes et aux formyl pyrazoles.
  作者：Hassan Abdallah、René Grée

  DOI：10.1016/0040-4039(80)80013-x

  日期：1980.1
• ABDALLAH H.; GREE R., TETRAHEDRON LETT., 1980, 21, NO 23, 2239-2242
  作者：ABDALLAH H.、 GREE R.

  DOI：——

  日期：——
• ABDALLAH, H.;GREE, R.;CARRIE, R., BULL. SOC. CHIM. FR., 1985, N 5, 794-802
  作者：ABDALLAH, H.、GREE, R.、CARRIE, R.

  DOI：——

  日期：——