5-氨基-1-甲基-3-(三氟甲基)-1H-吡唑-4-羧酸乙酯 | 317806-48-7

• 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-氨基-1-甲基-3-(三氟甲基)-1H-吡唑-4-羧酸乙酯
• 英文名称: ethyl 5-amino-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate
• 英文别名: ethyl 5-amino-1-methyl-3-trifluoromethylpyrazole-4-carboxylate；ethyl 5-amino-1-methyl-3-(trifluoromethyl)pyrazole-4-carboxylate
• CAS: 317806-48-7
• 化学式: C₈H₁₀F₃N₃O₂
• 分子量: 237.182
• InChiKey: IWQHUGBVQYUXER-UHFFFAOYSA-N

物化性质

• 沸点：
  322.7±42.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-氨基-1-甲基-3-(三氟甲基)-1H-吡唑-4-羧酸乙酯 在 potassium fluoride 、 水 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(2-chlorophenyl)-2-oxoethyl 5-amino-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  [EN] SUBSTITUTED BICYCLIC HETEROCYCLIC COMPOUNDS AS NADPH OXIDASE INHIBITORS
  [FR] COMPOSÉS HÉTÉROCYCLIQUES BICYCLIQUES SUBSTITUÉS UTILISÉS EN TANT QU'INHIBITEURS DE NADPH OXYDASE

  摘要：

  本申请涉及取代的融合杂环芳基和杂环化合物，用作烟酰胺腺嘌呤二核苷酸磷酸酶抑制剂（NADPH氧化酶抑制剂），其制备方法，包含这些化合物的药物组合物，以及这些化合物或组合物在治疗或预防由NADPH氧化酶介导的各种疾病、症状和/或障碍中的用途。 (分子式I)

  公开号：

  WO2018203298A1
• 作为产物：
  描述：

  氰乙酸乙酯 在 乙醇 、 sodium 、 碳酸二甲酯 、 三氟乙酸 作用下， 以 丙酮 为溶剂， 反应 4.0h， 生成 5-氨基-1-甲基-3-(三氟甲基)-1H-吡唑-4-羧酸乙酯
  参考文献：
  名称：

  [EN] SUBSTITUTED BICYCLIC HETEROCYCLIC COMPOUNDS AS NADPH OXIDASE INHIBITORS
  [FR] COMPOSÉS HÉTÉROCYCLIQUES BICYCLIQUES SUBSTITUÉS UTILISÉS EN TANT QU'INHIBITEURS DE NADPH OXYDASE

  摘要：

  本申请涉及取代的融合杂环芳基和杂环化合物，用作烟酰胺腺嘌呤二核苷酸磷酸酶抑制剂（NADPH氧化酶抑制剂），其制备方法，包含这些化合物的药物组合物，以及这些化合物或组合物在治疗或预防由NADPH氧化酶介导的各种疾病、症状和/或障碍中的用途。 (分子式I)

  公开号：

  WO2018203298A1

文献信息

• 5-aminopyrazole-4-carboxylate derivative and process for preparing the same
  申请人：Mitsui Chemicals, Inc.

  公开号：US06235911B1

  公开（公告）日：2001-05-22

  A 5-aminopyrazole-4-carboxylate derivative represented by the formula (1) is prepared by reacting a compound represented by the formula (2) with a hydrazine compound represented by the formula (3) or hydrate, hydrochloride, hydrobromide or sulfate of the same according to the reaction formula (C): wherein R1 is a straight or branched C1 to C4 alkyl group which can be substituted with a halogen atom, R2 is a hydrogen atom, straight or branched C1 to C4 alkyl group or an unsubstituted or substituted phenyl group, and R3 is a straight or branched C1 to C4 alkyl group, and M is an alkali metal. The 5-aminopyrazole-4-carboxylate derivative obtained by the preparation process of the invention is useful for an intermediate of agricultural chemicals and medicines, fungicides in particular.

  通过反应式（C）的反应，将式（2）所代表的化合物与式（3）或其水合物、盐（如盐酸盐、溴化物盐或硫酸盐）所代表的肼化合物反应，制备出式（1）所代表的5-氨基吡唑-4-羧酸衍生物。其中，R1为直链或支链的C1到C4烷基，可被卤素原子取代；R2为氢原子、直链或支链的C1到C4烷基或未取代或取代的苯基；R3为直链或支链的C1到C4烷基；M为碱金属。本发明制备过程得到的5-氨基吡唑-4-羧酸衍生物可用作农药和药物的中间体，特别是杀菌剂。
• 5-Aminopyrazole-4-carboxylate derivative and process for preparing the same
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1067121A2

  公开（公告）日：2001-01-10

  A 5-aminopyrazole-4-carboxylate derivative represented by the formula (1) is prepared by reacting a compound represented by the formula (2) with a hydrazine compound represented by the formula (3) or hydrate, hydrochloride, hydrobromide or sulfate of the same according to the reaction formula (C): wherein R1 is a straight or branched C1 to C4 alkyl group which can be substituted with a halogen atom, R2 is a hydrogen atom, straight or branched C1 to C4 alkyl group or an unsubstituted or substituted phenyl group, and R3 is a straight or branched C1 to C4 alkyl group, and M is an alkali metal. The 5-aminopyrazole-4-carboxylate derivative obtained by the preparation process of the invention is useful for an intermediate of agricultural chemicals and medicines, fungicides in particular.

  式(1)代表的5-氨基吡唑-4-羧酸盐衍生物是由式(2)代表的化合物与式(3)代表的肼化合物或其水合物、盐酸盐、氢溴酸盐或硫酸盐按反应式(C)反应制备的： 其中 R1 是可被卤原子取代的直链或支链 C1 至 C4 烷基，R2 是氢原子、直链或支链 C1 至 C4 烷基或未取代或取代的苯基，R3 是直链或支链 C1 至 C4 烷基，M 是碱金属。 通过本发明的制备工艺得到的 5-氨基吡唑-4-羧酸酯衍生物可用作农用化学品和药物，特别是杀菌剂的中间体。
• Novel Protoporphyrinogen Oxidase Inhibitors: 3<i>H</i>-Pyrazolo[3,4-d][1,2,3]triazin-4-one Derivatives
  作者：Hua-bin Li、You-quan Zhu、Xiao-wei Song、Fang-zhong Hu、Bin Liu、Yong-hong Li、Zi-xia Niu、Pei Liu、Zhi-hong Wang、Hai-bin Song、Xiao-mao Zou、Hua-zheng Yang

  DOI：10.1021/jf801774k

  日期：2008.10.22

  A series of 3H-pyrazolo[3,4-d][1,2,3]triazin-4-one derivatives were synthesized as candidate herbicides by diazotization of different 5(3)-amino-N-phenyl-1H-pyrazole-4-carboxamide derivatives prepared by the reaction of substituted 5(3)-amino-pyrazole-4-carbonyl chloride with a substituted aniline. Their structures were identified by H-1 NMR and elemental analyses. The isomers D and E were isolated, and their structures were identified by two-dimensional NMR analyses (heteronuclear single quantum coherence and heteronuclear multiple-bond correlation) and single-crystal X-ray diffraction analysis. The bioassay results showed that some of the title compounds exhibited both excellent herbicidal activity at a dose of 93.75 g/ha and strong inhibition against protoporphyrinogen oxidase activity in vitro. The structure-activity relationship showed that D16 possessed the highest activities both in vivo and in vitro when the N-substituted group of the pyrazole ring was allyl and the N-substituted group of benzooxazinone was propargyl.
• SUBSTITUTED BICYCLIC HETEROCYCLIC COMPOUNDS AS NADPH OXIDASE INHIBITORS
  申请人：Glenmark Pharmaceuticals S.A.

  公开号：EP3619209A1

  公开（公告）日：2020-03-11
• JP2001058982A
  申请人：——

  公开号：JP2001058982A

  公开（公告）日：2001-03-06