1,2-dihydro-2-oxo-5-(thien-2-yl)-1,6-naphthyridine-3-carboxylic acid | 219849-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1,2-dihydro-2-oxo-5-(thien-2-yl)-1,6-naphthyridine-3-carboxylic acid
• 英文别名: 1,2-dihydro-5-(thien-2-yl)-2-oxo-1,6-naphthyridin-3-carboxylic acid；1,2-dihydro-5-(2-thienyl)-2-oxo-1,6-naphthyridin-3-carboxylic acid；1,2-Dihydro-5-(2-thienyl)-2-oxo-1,6-naphthyridine-3-carboxylic acid；2-oxo-5-thiophen-2-yl-1H-1,6-naphthyridine-3-carboxylic acid
• CAS: 219849-78-2
• 化学式: C₁₃H₈N₂O₃S
• 分子量: 272.284
• InChiKey: OGIHPFMEYMOGTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,2-dihydro-5-(thien-2-yl)-2-oxo-1,6-naphthyridine-3-carbonitrile 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 1,2-dihydro-2-oxo-5-(thien-2-yl)-1,6-naphthyridine-3-carboxylic acid
  参考文献：
  名称：

  US6172079

  摘要：

  公开号：

文献信息

• Intermediates for 5-substituted-3-oxadiazolyl-1,6-Naphthyridin-2(1H)-one derivatives
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：US06277993B1

  公开（公告）日：2001-08-21

  A 5-substituted-3-oxadiazolyl-1,6-naphthyridin-2(1H)-one derivative of the formula (I): wherein Het is oxadiazolyl, R1 is H, lower alkyl, cyclo-lower alkyl, trifluoromethyl, lower alkenyl, lower alkynyl, lower alkoxy, lower alkoxy-lower alkyl, hydroxy-lower alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaromatic group, and R2 is H, lower alkyl, cyclo-lower alkyl, cyclo-lower alkylmethyl, lower alkenyl, cyclo-lower alkenyl, lower alkynyl, substituted or unsubstituted aryl, or substituted or unsubstituted hetero-aromatic group, or a pharmaceutically acceptable acid addition salt thereof, which has high selective affinity to benzodiazepine receptor and is useful particularly as a benzodiazepine inverse agonist, for example, as psychoanaleptic drug or a drug for the treatment of dysmnesia in senile dementia or Alzheimer's disease.

  公式（I）中的5-取代-3-噻二唑基-1,6-萘啶-2（1H）-酮衍生物，其中Het是噻二唑基，R1是H，低烷基，环-低烷基，三氟甲基，低烯基，低炔基，低烷氧基，低烷氧基-低烷基，羟基-低烷基，取代或未取代芳基或取代或未取代杂芳基，R2是H，低烷基，环-低烷基，环-低烷基甲基，低烯基，环-低烯基，低炔基，取代或未取代芳基或取代或未取代杂芳基，或其药学上可接受的酸盐，具有高选择性亲和力的苯二氮平受体，特别是作为苯二氮平反向激动剂，例如，作为精神兴奋药或治疗老年痴呆或阿尔茨海默病的药物。
• 1,6 -Naphthyridin-2(1H) - ones useful as cardiotonics and preparation thereof
  申请人：STERLING DRUG INC.

  公开号：EP0191298A2

  公开（公告）日：1986-08-20

  Naphthyridin-2(1 H)-ones, having the formula I or salts thereof, where Z is hydrogen or cyano, and Q is 2 (or 3)-furanyl, 2(or 3)-thienyl, 4(or 3)-pyridinyl or 4(or 3)-pyridinyl having one or two methyl substituents, are useful as cardiotonic agents and corresponding compounds where Z is carboxy are useful as intermediates. Also shown as intermediates are 5-(Q-CO)-6-[2(di-lower-alkylamino)-ethenyl]-2(1H)-pyridinones (II) or salts thereof, where Q is defined as above. A process for preparing the compounds (I) comprises reacting a compound (II) with formamidine, ammonia or a salt thereof.

  萘啶-2(1H)-酮，具有式 I 或其盐，其中 Z 为氢或氰基，Q 为 2（或 3）-呋喃基、2（或 3）-噻吩基、4（或 3）-吡啶基或具有一个或两个甲基取代基的 4（或 3）-吡啶基，可用作强心剂，Z 为羧基的相应化合物可用作中间体。作为中间体的还有 5-(Q-CO)-6-[2(二低烷基氨基)-乙烯基]-2(1H)-吡啶酮 (II) 或其盐，其中 Q 的定义同上。制备化合物(I)的工艺包括使化合物(II)与甲脒，氨或其盐反应。
• 5-SUBSTITUTED-3-OXADIAZOLYL-1,6-NAPHTHYRIDIN-2(1H)-ONE DERIVATIVES
  申请人：DAINIPPON PHARMACEUTICAL CO., LTD.

  公开号：EP1010699A1

  公开（公告）日：2000-06-21

  A 5-substituted-3-oxadiazolyl-1,6-naphthyridin-2(1H)-one derivative of the formula (I): wherein Het is oxadiazolyl, R1 is H, lower alkyl, cyclo-lower alkyl, trifluoromethyl, lower alkenyl, lower alkynyl, lower alkoxy, lower alkoxy-lower alkyl, hydroxy-lower alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaromatic group, and R2 is H, lower alkyl, cyclo-lower alkyl, cyclo-lower alkylmethyl, lower alkenyl, cyclo-lower alkenyl, lower alkynyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaromatic group, or a pharmaceutically acceptable acid addition salt thereof, which has high selective affinity to benzodiazepine receptor and is useful particularly as a benzodiazepine inverse agonist, for example, as psychoanaleptic drug or a drug for the treatment of dysmnesia in senile dementia or Alzheimer's disease.

  式(I)的 5-取代-3-噁二唑基-1,6-萘啶-2(1H)-酮衍生物： 其中 Het 为噁二唑基，R1 为 H、低级烷基、环低级烷基、三氟甲基、低级烯基、低级炔基、低级烷氧基、低级烷氧基低级烷基、羟基低级烷基、取代或未取代的芳基、或取代或未取代的杂芳基，R2 为 H、低级烷基、环低级烷基、环低级烷甲基、低级烯基、环低级烯基、低级炔基、取代或未取代的芳基、或取代或未取代的杂芳基、或取代或未取代的杂芳香族基团，或其药学上可接受的酸加成盐，对苯二氮卓受体具有高选择性亲和力，尤其可用作苯二氮卓反向激动剂，例如，用作精神药物或治疗老年痴呆症或阿尔茨海默氏症中失忆症的药物。
• US06172079B2
  申请人：——

  公开号：——

  公开（公告）日：——
• US4567186A
  申请人：——

  公开号：US4567186A

  公开（公告）日：1986-01-28