丁酸，4-[[3-氯-5-（三氟甲基）-2-吡啶基]氨基]-，甲酯 | 332361-10-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 丁酸，4-[[3-氯-5-（三氟甲基）-2-吡啶基]氨基]-，甲酯
• 英文名称: methyl 4‐{[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]amino}butanoate
• 英文别名: 4-(3-chloro-5-trifluoromethylpyridin-2-ylamino)butyric acid methyl ester；4-(3-Chloro-5-trifluoromethyl-pyridin-2-ylamino)-butyric acid, methyl ester；4-(3-Chloro-5-trifluoromethyl-pyridin-2-ylamino)-butyric acid,methyl ester；Methyl 4-{[3-chloro-5-(trifluoromethyl)-2-pyridinyl]amino}butanoate；methyl 4-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]amino]butanoate
• CAS: 332361-10-1
• 化学式: C₁₁H₁₂ClF₃N₂O₂
• 分子量: 296.677
• InChiKey: BWMGEOWYULCWDW-UHFFFAOYSA-N

物化性质

• 熔点：
  46-48°C

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  丁酸，4-[[3-氯-5-（三氟甲基）-2-吡啶基]氨基]-，甲酯 在 4-二甲氨基吡啶 、 一水合肼 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 4-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]amino]-N'-(3-nitrophenyl)sulfonylbutanehydrazide
  参考文献：
  名称：

  Design, Synthesis, and Biological Activity of Novel, Potent, and Selective (Benzoylaminomethyl)thiophene Sulfonamide Inhibitors of c-Jun-N-Terminal Kinase

  摘要：

  Several lines of evidence support the hypothesis that c-Jun N-terminal kinases (JNKs) play a critical role in a wide range of disease states including cell death (apoptosis)-related and inflammatory disorders (epilepsy, brain, heart and renal ischemia, neurodegenerative diseases, multiple sclerosis, rheumatoid arthritis, and inflammatory bowel syndrome). The screening of a compound collection led to the identification of a 2-(benzoylaminomethyl)thiophene sulfonamide (AS004509, compound I) as a potent and selective JNK inhibitor. Chemistry and structure-activity relationship (SAR) studies performed around this novel kinase-inhibiting motif indicated that the left and central parts of the molecule were instrumental to maintaining potency at the enzyme. Accordingly, we investigated the JNK-inhibiting properties of a number of variants of the right-hand moiety of the molecule, which led to the identification of 2-(benzoylaminomethyl)thiophene sulfonamide benzotriazole (AS600292, compound 50a), the first potent and selective JNK inhibitor of this class which demonstrates a protective action against neuronal cell death induced by growth factor and serum deprivation.

  DOI：

  10.1021/jm031112e
• 作为产物：
  描述：

  2,3-二氯-5-三氟甲基吡啶 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 4.5h， 生成 丁酸，4-[[3-氯-5-（三氟甲基）-2-吡啶基]氨基]-，甲酯
  参考文献：
  名称：

  Design, Synthesis, and Biological Activity of Novel, Potent, and Selective (Benzoylaminomethyl)thiophene Sulfonamide Inhibitors of c-Jun-N-Terminal Kinase

  摘要：

  Several lines of evidence support the hypothesis that c-Jun N-terminal kinases (JNKs) play a critical role in a wide range of disease states including cell death (apoptosis)-related and inflammatory disorders (epilepsy, brain, heart and renal ischemia, neurodegenerative diseases, multiple sclerosis, rheumatoid arthritis, and inflammatory bowel syndrome). The screening of a compound collection led to the identification of a 2-(benzoylaminomethyl)thiophene sulfonamide (AS004509, compound I) as a potent and selective JNK inhibitor. Chemistry and structure-activity relationship (SAR) studies performed around this novel kinase-inhibiting motif indicated that the left and central parts of the molecule were instrumental to maintaining potency at the enzyme. Accordingly, we investigated the JNK-inhibiting properties of a number of variants of the right-hand moiety of the molecule, which led to the identification of 2-(benzoylaminomethyl)thiophene sulfonamide benzotriazole (AS600292, compound 50a), the first potent and selective JNK inhibitor of this class which demonstrates a protective action against neuronal cell death induced by growth factor and serum deprivation.

  DOI：

  10.1021/jm031112e

文献信息

• 氟啶胺半抗原、人工抗原和抗体及其制备方法和应用
  申请人：北京勤邦生物技术有限公司

  公开号：CN110498766B

  公开（公告）日：2022-07-08

  本发明公开了氟啶胺半抗原、人工抗原和抗体及其制备方法和应用，本发明提供的氟啶胺半抗原既最大程度保留了氟啶胺的特征结构，使得氟啶胺半抗原的免疫原性明显增强，又具有可以与载体蛋白发生偶联的羧基；用氟啶胺半抗原与载体蛋白偶联后得到的氟啶胺免疫抗原去免疫动物，更有利于刺激动物免疫应答产生特异性更强、灵敏度更高的抗体，经检测氟啶胺抗体的灵敏度可达0.1μg/L，与其他农药的交叉反应率低，为后续建立氟啶胺的各种免疫分析方法提供了基础。
• Design, Synthesis, and Biological Activity of Novel, Potent, and Selective (Benzoylaminomethyl)thiophene Sulfonamide Inhibitors of c-Jun-N-Terminal Kinase
  作者：Thomas Rückle、Marco Biamonte、Tania Grippi-Vallotton、Steve Arkinstall、Yves Cambet、Montserrat Camps、Christian Chabert、Dennis J. Church、Serge Halazy、Xuliang Jiang、Isabelle Martinou、Anthony Nichols、Wolfgang Sauer、Jean-Pierre Gotteland

  DOI：10.1021/jm031112e

  日期：2004.12.1

  Several lines of evidence support the hypothesis that c-Jun N-terminal kinases (JNKs) play a critical role in a wide range of disease states including cell death (apoptosis)-related and inflammatory disorders (epilepsy, brain, heart and renal ischemia, neurodegenerative diseases, multiple sclerosis, rheumatoid arthritis, and inflammatory bowel syndrome). The screening of a compound collection led to the identification of a 2-(benzoylaminomethyl)thiophene sulfonamide (AS004509, compound I) as a potent and selective JNK inhibitor. Chemistry and structure-activity relationship (SAR) studies performed around this novel kinase-inhibiting motif indicated that the left and central parts of the molecule were instrumental to maintaining potency at the enzyme. Accordingly, we investigated the JNK-inhibiting properties of a number of variants of the right-hand moiety of the molecule, which led to the identification of 2-(benzoylaminomethyl)thiophene sulfonamide benzotriazole (AS600292, compound 50a), the first potent and selective JNK inhibitor of this class which demonstrates a protective action against neuronal cell death induced by growth factor and serum deprivation.