1-Cyclopropyl-6-fluoro-8-methyl-7-(4-hydroxy-1-piperidinyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid | 114152-47-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-Cyclopropyl-6-fluoro-8-methyl-7-(4-hydroxy-1-piperidinyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid
• 英文别名: 1-Cyclopropyl-7-(4-hydroxy-1-piperidyl)-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid；1-Cyclopropyl-7-(4-hydroxy-1-piperidyl)-6-fluoro-8-methyl-1,4dihydro-4-oxoquinoline-3-carboxylic acid；1-cyclopropyl-6-fluoro-7-(4-hydroxypiperidin-1-yl)-8-methyl-4-oxoquinoline-3-carboxylic acid
• CAS: 114152-47-5
• 化学式: C₁₉H₂₁FN₂O₄
• 分子量: 360.385
• InChiKey: ZQDOMDSNFDESCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  81.1
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methyl-4-oxo-3-quinolinecarboxylic acid 生成 1-Cyclopropyl-6-fluoro-8-methyl-7-(4-hydroxy-1-piperidinyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid
  参考文献：
  名称：

  UEDA, HIRAKI;MIYAMOTO, HISASHI;AKI, SHINIT;OTSUKA, TATSUYA

  摘要：

  DOI：

文献信息

• 1-cyclopropyl-6-fluoro-8-alkyl-1,4-dihydro-4-oxo-quinoline-3-carboxylic
  申请人：Otsuka Pharmaceutical Company, Limited

  公开号：US04855292A1

  公开（公告）日：1989-08-08

  Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: ##STR1## wherein R.sup.2 is 1-pyrrolidinyl which may have 1 to 2 substituents selected from the group consisting of (i) C.sub.1 -C.sub.6 alkyl, (ii) amino-(C.sub.1 -C.sub.6)alkyl, said amino being optionally substituted by 1 or 2 substituents selected from C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkanoyl, and C.sub.1 -C.sub.6 alkoxycarbonyl, (iii) amino which may be substituted by 1 or 2 substituents selected from C.sub.1 -C.sub.6 alkyl, phenyl(C.sub.1 -C.sub.6)alkyl, C.sub.1 -C.sub.6 alkoxycarbonyl, and C.sub.1 -C.sub.6 alkanoyl, and (iv) 2-oxo-1,3-dioxolenemethylamino which is substituted by C.sub.1 -C.sub.6 alkyl; or 1-piperidinyl which may have 1 to 3 substituents selected from oxo, hydroxy, halogen and C.sub.1 -C.sub.6 alkyl, and R.sup.3 is C.sub.1 -C.sub.6 alkyl, or a pharmaceutically acceptable salt thereof, said compounds having excellent antimicrobial activity and hence being useful as an antimicrobial agent, and a pharmaceutical composition containing said compound as an active ingredient.

  4-氧喹啉-3-羧酸化合物的结构式：其中R.sup.2为1-吡咯烷基，可以有1到2个取代基，所选自以下组合：(i) C.sub.1-C.sub.6烷基，(ii) 氨基-(C.sub.1-C.sub.6)烷基，该氨基可以选为1或2个取代基，所选自C.sub.1-C.sub.6烷基，C.sub.1-C.sub.6烷酰基和C.sub.1-C.sub.6氧代羰基，(iii) 氨基，可以被1或2个取代基所取代，所选自C.sub.1-C.sub.6烷基，苯基(C.sub.1-C.sub.6)烷基，C.sub.1-C.sub.6氧代羰基和C.sub.1-C.sub.6烷酰基，以及(iv) 2-氧代-1,3-二氧杂环戊烯基氨基，该氨基被C.sub.1-C.sub.6烷基取代；或1-哌啶基，可以有1到3个取代基，所选自氧代、羟基、卤素和C.sub.1-C.sub.6烷基，R.sup.3为C.sub.1-C.sub.6烷基，或其药学上可接受的盐，这些化合物具有出色的抗微生物活性，因此可用作抗微生物药物，并且含有该化合物作为活性成分的药物组合物。
• Studies on antibacterial agents. III. Synthesis and antibacterial activities of substituted 1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylic acids.
  作者：Hisashi MIYAMOTO、Hiraki UEDA、Tatsuya OTSUKA、Sinji AKI、Hisashi TAMAOKA、Michiaki TOMINAGA、Kazuyuki NAKAGAWA

  DOI：10.1248/cpb.38.2472

  日期：——

  A series of substituted 4-oxoquinoline-3-carboxylic acids having a methyl group at the 8-position was prepared and tested for their antibacterial activity. 7-(trans-3-Amino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-1,4-dihydro-6- fluoro-8-methyl-4-oxoquinoline-3-carboxylic acid (21) exhibited highly potent antibacterial activity against both gram-positive and gram-negative bacteria, including Pseudomonas

  制备一系列在8位具有甲基的取代的4-氧代喹啉-3-羧酸，并测试其抗菌活性。7-（反式-3-氨基-4-甲基-1-吡咯烷基）-1-环丙基-1,4-二氢-6-氟-8-甲基-4-氧喹啉-3-羧酸（21）表现出强效对革兰氏阳性和革兰氏阴性细菌（包括铜绿假单胞菌）均具有抗菌活性。
• Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation,compositions and use as medicaments
  申请人：WOCKHARDT LIMITED

  公开号：US20030216568A1

  公开（公告）日：2003-11-20

  This invention relates to new generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, to their optical isomers, diastereomers or enantiomers, as well as pharmaceutically acceptable salts, hydrates, prodrugs, polymorphs and pseudopolymorphs thereof, to their preparation, to their compositions and to their use.

  本发明涉及新一代三重靶向手性广谱抗菌7-取代哌啶酮羧酸衍生物，以及它们的光学异构体、对映异构体或对映体，以及其药学上可接受的盐、水合物、前药、多晶形和假多晶形，以及它们的制备、组成和用途。
• Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-Quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments
  申请人：WOCKHARDT LIMITED

  公开号：US20030096812A1

  公开（公告）日：2003-05-22

  This invention relates to new generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, to their optical isomers, diastereomers or enantiomers, as well as pharmaceutically acceptable salts, hydrates, prodrugs, polymorphs and pseudopolymorphs thereof, to their preparation, to their compositions and to their use.

  本发明涉及新一代三重靶向手性广谱抗微生物7-取代哌啶酮羧酸衍生物，其光学异构体，对映异构体或对映体，以及其药学上可接受的盐，水合物，前药，多晶形和假多晶形，以及其制备，组成和使用。
• Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments
  申请人：De Souza John Noel

  公开号：US20050065164A1

  公开（公告）日：2005-03-24

  This invention relates to new generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, to their optical isomers, diastereomers or enantiomers, as well as pharmaceutically acceptable salts, hydrates, prodrugs, polymorphs and pseudopolymorphs thereof, to their preparation, to their compositions and to their use.

  本发明涉及新一代三重靶向、手性、广谱抗微生物的7-取代哌啶酮羧酸衍生物，以及它们的光学异构体、对映异构体或对映体、药学上可接受的盐、水合物、前药、多晶型和假多晶型，以及它们的制备、组合物和用途。