7-(1-piperazinyl)-1-cyclopropyl-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | 112822-73-8

• 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: 7-(1-piperazinyl)-1-cyclopropyl-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
• 英文别名: 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methyl-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid；1-cyclopropyl-6-fluoro-8-methyl-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
• CAS: 112822-73-8
• 化学式: C₁₈H₂₀FN₃O₃
• 分子量: 345.374
• InChiKey: YLBUIEHYXAVBQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  ethyl 1-cyclopropyl-7-(4-ethoxycarbonyl-1-piperazinyl)-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate 在 sodium hydroxide 作用下， 生成 7-(1-piperazinyl)-1-cyclopropyl-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  Benzoheterocyclic compounds

  摘要：

  具有优异抗微生物活性的化合物为4-氧喹啉-3-羧酸类化合物，其化学式为：##STR1## 其中R.sup.3为C.sub.1 -C.sub.6烷基，R.sup.F为C.sub.1 -C.sub.6烷基，以及其药学上可接受的盐。这些化合物可用作抗微生物剂，并且包含该化合物作为活性成分的药物组合物。

  公开号：

  US04874764A1

文献信息

• 1-Cyclopropyl-6-fl
  申请人：Otsuka Pharmaceutical Company, Limited

  公开号：US04880806A1

  公开（公告）日：1989-11-14

  Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: ##STR1## wherein R.sup.2 is a heterocyclic group: ##STR2## in which R.sup.A is H, C.sub.1 -C.sub.6 alkyl or phenyl (C.sub.1 -C.sub.6) alkyl, R.sup.B is 2-oxo-1,3-dioxolenemethyl substituted by C.sub.1 -C.sub.6 alkyl, or C.sub.3 -C.sub.8 cycloalkyl, R.sup.C is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxycarbonyl, or phenyl(C.sub.1 -C.sub.6)alkyl, R.sup.D is H or C.sub.1 -C.sub.6 alkyl, R.sup.G is C.sub.1 -C.sub.6 alkyl, and R.sup.H is C.sub.1 -C.sub.6 alkyl, phenyl(C.sub.1 -C.sub.6)alkyl, or C.sub.1 C.sub.6 alkanoyl, and R.sup.3 is C.sub.1 -C.sub.6 alkyl, or R.sup.3 is C.sub.1 -C.sub.6 alkyl having 1 to 3 substituents selected from OH, C.sub.1 -C.sub.6 alkoxy and halogen when R.sup.2 is ##STR3## or a salt thereof, said compounds having excellent antimicrobial activity and being useful as an antimicrobial agent, and a pharmaceutical composition containing said compound as an active ingredient.

  4-氧喹啉-3-羧酸衍生物的化学式：其中R.sup.2是一个杂环基团：在其中R.sup.A为H，C.sub.1 -C.sub.6烷基或苯基（C.sub.1 -C.sub.6）烷基，R.sup.B是2-氧代-1,3-二氧杂环戊烯甲基，被C.sub.1 -C.sub.6烷基或C.sub.3 -C.sub.8环烷基取代，R.sup.C是H，C.sub.1 -C.sub.6烷基，C.sub.1 -C.sub.6烷氧羰基，或苯基（C.sub.1 -C.sub.6）烷基，R.sup.D是H或C.sub.1 -C.sub.6烷基，R.sup.G是C.sub.1 -C.sub.6烷基，R.sup.H是C.sub.1 -C.sub.6烷基，苯基（C.sub.1 -C.sub.6）烷基，或C.sub.1 -C.sub.6酰基，R.sup.3是C.sub.1 -C.sub.6烷基，或R.sup.3是C.sub.1 -C.sub.6烷基，具有1至3个取代基，所选自OH，C.sub.1 -C.sub.6烷氧基和卤素，当R.sup.2是##STR3##或其盐，所述化合物具有出色的抗菌活性，可用作抗菌剂，并且含有所述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。
• Quinolonecarboxylic acid derivatives and their preparation
  申请人：Kyorin Pharmaceutical Co., Ltd.

  公开号：US04894458A1

  公开（公告）日：1990-01-16

  Quinolonecarboxylic acid derivatives of the following formula, ##STR1## wherein R indicates straight or branched lower alkyl, R.sup.1 indicates cycloalkyl having 3 to 6 carbon atoms, straight or branched lower alkyl, halogenoalkyl, alkenyl, hydroxyalkyl, lower alkylamino or substituted or non-substituted phenyl, R.sup.2 indicates hydrogen, halogen, nitro or amino, X indicates halogen, Z indicates halogen, azetidino, pyrrolidino, piperidino, morpholino, thiomorpholino, piperazino or homopiperazino of the following formula, ##STR2## (here, n is 1 or 2, R.sup.3 indicates hydrogen, lower alkyl, lower acyl, acyloxycarbonyl or benzyl, R.sup.4 and R.sup.5 indicate hydrogen, lower alkyl, aminoalkyl, hydroxyalkyl or phenyl each independently), or pyrrolidino or piperidino of the following formula, ##STR3## (here, k is 0, 1 or 2, l is 0, 1 or 2, m is 0 or 1, R.sup.6 indicates hydrogen, lower alkyl or hydroxy, R.sup.7 indicates hydrogen, lower alkyl, halogenoalkyl or hydroxyalkyl, R.sup.8 indicates hydrogen, lower alkyl, lower acyl, alkoxycarbonyl or benzyl), the hydrates and pharmaceutically acceptable acid addition or alkali salts thereof are useful as antibacterial agents.

  下列化合物的喹诺酸衍生物，其中R表示直链或支链低碳基，R.sup.1表示具有3到6个碳原子的环烷基，直链或支链低碳基，卤代烷基，烯基，羟基烷基，低碳基氨基或取代或非取代苯基，R.sup.2表示氢，卤素，硝基或氨基，X表示卤素，Z表示卤素，氮杂环丙基，吡咯烷基，哌啶基，吗啉基，硫代吗啉基，哌嗪基或同型哌嗪，具有以下公式，##STR2##（这里，n为1或2，R.sup.3表示氢，低碳基，低酰基，酰氧羰基或苄基，R.sup.4和R.sup.5各自独立表示氢，低碳基，氨基烷基，羟基烷基或苯基），或具有以下公式的吡咯烷基或哌啶基，##STR3##（这里，k为0，1或2，l为0，1或2，m为0或1，R.sup.6表示氢，低碳基或羟基，R.sup.7表示氢，低碳基，卤代烷基或羟基烷基，R.sup.8表示氢，低碳基，低酰基，烷氧羰基或苄基），其水合物和药学上可接受的酸加成物或碱盐作为抗菌剂有用。
• MASUZAWA, KUNIYOSHI;SUZUE, SEIGO;HIRAI, KEIJI;ISHIZAKI, TAKAYOSHI
  作者：MASUZAWA, KUNIYOSHI、SUZUE, SEIGO、HIRAI, KEIJI、ISHIZAKI, TAKAYOSHI

  DOI：——

  日期：——
• UEDA, HIRAKI;MIYAMOTA, HISASHI;AKI, SHINJI;OTSUKA, TATSUYA
  作者：UEDA, HIRAKI、MIYAMOTA, HISASHI、AKI, SHINJI、OTSUKA, TATSUYA

  DOI：——

  日期：——