4-methoxycarbonyl-6-[4-(methylthio)-phenyl]-2H-pyridazin-3-one | 243863-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-methoxycarbonyl-6-[4-(methylthio)-phenyl]-2H-pyridazin-3-one
• 英文别名: 4-methoxycarbonyl-6-[4-(methylthio)phenyl]-2H-pyridazin-3-one；methyl 3-(4-methylsulfanylphenyl)-6-oxo-1H-pyridazine-5-carboxylate
• CAS: 243863-05-0
• 化学式: C₁₃H₁₂N₂O₃S
• 分子量: 276.316
• InChiKey: DYEVRNTWNLEAIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methoxycarbonyl-6-[4-(methylthio)-phenyl]-2H-pyridazin-3-one 、 溴代异丁烷 在 碳酸氢钠 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-carboxy-2-isobutyl-6-[4-(methylthio)-phenyl]-2H-pyridazin-3-one
  参考文献：
  名称：

  Water-soluble phenylpyridazine compounds and compositions containing the same

  摘要：

  具有下列式（1）的化合物：其中R1代表烷基或烯基基团，R2和R3各自独立地代表氢原子或烷基、羟基烷基、二羟基烷基或炔基基团，或者R2和R3可以与相邻的氮原子融合在一起形成取代或未取代的含氮饱和杂环基团，X、Y和Z各自独立地代表氢原子、烷基基团、卤素原子或类似物，n代表1到5之间的整数；以及含有它们的药物组合物。这些化合物具有对IL-1β产生的抑制活性，高水溶性和良好的口服吸收性。

  公开号：

  US06861428B2

文献信息

• Pyridazine derivatives and drugs containing the same as the active ingredient
  申请人：Kowa Co., Ltd.

  公开号：US06403586B1

  公开（公告）日：2002-06-11

  This invention relates to pyridazine derivatives represented by the formula (1): wherein R1 represents a lower alkoxyl group, a lower alkylthio group or a halogen atom; R2 represents H, a lower alkoxyl group, a lower alkylthio group or a halogen atom; R3 represents a lower alkyl or lower alkenyl group, which may be substituted by one or more OHs, CNs, lower cycloalkyl groups, (substituted) aromatic groups or (substituted) carbamoyl groups; R4 represents COOH, a lower alkoxycarbonyl group, a (substituted) carbamoyl group, a (substituted) amino group, or a (substituted) ureido group; and the dashed line indicates that the carbon-carbon bond between the 4-position and the 5-position is a single bond or a double bond, or salts thereof; and also to medicines containing them as effective ingredients. These compounds have excellent inhibitory activity against interleukin-1&bgr; production, and are useful as preventives and therapeutics for immune system diseases, inflammatory diseases, ischemic diseases and the like.

  这项发明涉及由式（1）表示的吡啶嗪衍生物： 其中R1代表较低的烷氧基团、较低的烷硫基团或卤原子；R2代表H、较低的烷氧基团、较低的烷硫基团或卤原子；R3代表较低的烷基或较低的烯基，可以被一个或多个OH、CN、较低的环烷基、（取代的）芳香基或（取代的）氨基甲酰基取代；R4代表COOH、较低的烷氧羰基团、（取代的）氨基甲酰基、（取代的）氨基团或（取代的）脲基；虚线表示4位和5位之间的碳-碳键是单键或双键，或其盐；以及含有它们作为有效成分的药物。这些化合物对白细胞介素-1β的产生具有出色的抑制活性，并可用作免疫系统疾病、炎症性疾病、缺血性疾病等的预防和治疗药物。
• Water-soluble phenylpyridazine compounds and compositions containing the same
  申请人：KOWA CO., LTD.

  公开号：US20030119838A1

  公开（公告）日：2003-06-26

  Compounds having the formula (1): 1 wherein R 1 represents an alkyl or alkenyl group, R 2 and R 3 each independently represent a hydrogen atom or an alkyl, hydroxyalkyl, dihydroxyalkyl or alkynyl group, or R 2 and R 3 may be fused together with the adjacent nitrogen atom to form a substituted or unsubstituted, nitrogen-containing, saturated heterocyclic group, X, Y and Z each independently represent a hydrogen atom, an alkyl group, a halogen atom or the like, and n stands for an integer of from 1 to 5; and also to medicinal compositions containing them. These compounds have inhibitory activity against IL-1&bgr; production, high water solubility and good oral absorbability.

  化合物的分子式为（1）：其中R1代表烷基或烯基基团，R2和R3分别独立地代表氢原子或烷基，羟基烷基，二羟基烷基或炔基基团，或R2和R3可以与相邻的氮原子融合形成取代或未取代的含氮饱和杂环基团，X，Y和Z分别独立地代表氢原子，烷基，卤原子或类似物，n代表1至5的整数; 这些化合物具有抑制IL-1β产生的活性，高水溶性和良好的口服吸收性。同时也包括含有这些化合物的药物组合物。
• Water-soluble phenylpyridazine derivative and medicine containing the same
  申请人：Kyotani Yoshinori

  公开号：US20060142292A1

  公开（公告）日：2006-06-29

  A phenylpyridazine derivative represented by the formula (1): Wherein, R1, R2, R3, X, Y, Z and n have the same meaning as defined in the specification; or a salt thereof, or a medicine containing the compound. The present invention provides water-soluble phenylpyridazine derivatives and medicines containing them, which have excellent inhibitory activity against interleukin-β production, high water solubility and high oral absorbability.

  一种由式（1）表示的苯基吡嗪衍生物：其中，R1、R2、R3、X、Y、Z和n的含义与说明书中定义的相同；或其盐，或含有该化合物的药物。本发明提供了水溶性苯基吡嗪衍生物及含有它们的药物，它们具有优异的抑制白细胞介素-β产生的活性，高水溶性和高口服吸收性。
• NOVEL PYRIDAZINE DERIVATIVES AND DRUGS CONTAINING THE SAME AS THE ACTIVE INGREDIENT
  申请人：Kowa Co., Ltd.

  公开号：EP1061077A1

  公开（公告）日：2000-12-20

  This invention relates to pyridazine derivatives represented by the formula (1): wherein R1 represents a lower alkoxyl group, a lower alkylthio group or a halogen atom; R2 represents H, a lower alkoxyl group, a lower alkylthio group or a halogen atom; R3 represents a lower alkyl or lower alkenyl group, which may be substituted by one or more OHs, CNs, lower cycloalkyl groups, (substituted) aromatic groups or (substituted) carbamoyl groups; R4 represents COOH, a lower alkoxycarbonyl group, a (substituted) carbamoyl group, a (substituted) amino group, or a (substituted) ureido group; and the dashed line indicates that the carbon-carbon bond between the 4-position and the 5-position is a single bond or a double bond, or salts thereof; and also to medicines containing them as effective ingredients. These compounds have excellent inhibitory activity against interleukin-1β production, and are useful as preventives and therapeutics for immune system diseases, inflammatory diseases, ischemic diseases and the like.

  本发明涉及式（1）所代表的哒嗪衍生物： 其中 R1 代表低级烷氧基、低级烷硫基或卤原子；R2 代表 H、低级烷氧基、低级烷硫基或卤原子；R3 代表低级烷基或低级烯基，可被一个或多个 OH、CN、低级环烷基、（取代的）芳香基团或（取代的）氨基甲酰基取代；R4 代表 COOH、低级烷氧羰基、（取代的）氨基甲酰基、（取代的）氨基或 （取代的）脲基；虚线表示 4 位和 5 位之间的碳-碳键为单键或双键，或其盐类；以及含有它们作为有效成分的药物。这些化合物对白细胞介素-1β的产生具有良好的抑制活性，可作为免疫系统疾病、炎症性疾病、缺血性疾病等的预防和治疗药物。
• WATER-SOLUBLE PHENYLPYRIDAZINE DERIVATIVES AND DRUGS CONTAINING THE SAME
  申请人：Kowa Co., Ltd.

  公开号：EP1431293B1

  公开（公告）日：2011-06-08