ethyl 6,7-difluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl-]1,4-dihydro-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate | 181942-13-2

• 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: ethyl 6,7-difluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl-]1,4-dihydro-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate
• 英文别名: ethyl 6,7-difluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-1,4-dihydro-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate；ethyl 6,7-difluoro-1-[(1R,2S)-2-fluorocyclopropyl]1,4-dihydro-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate；ethyl 6,7-difluoro-1-[(1R,2S)-2-fluorocyclopropyl]-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate
• CAS: 181942-13-2
• 化学式: C₁₆H₁₃F₃N₂O₅
• 分子量: 370.285
• InChiKey: QQETUOAIVBXRCO-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  92.4
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl 6,7-difluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl-]1,4-dihydro-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate 在 钯 硫酸 、 氨 、 氢气 、 尿素 、 sodium nitrite 、 亚硝酸异戊酯 作用下， 以 硫酸 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 4.0h， 生成 ethyl 7-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-5-hydroxy-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate
  参考文献：
  名称：

  DEHALOGENO COMPOUNDS

  摘要：

  公开号：

  EP1336611B1
• 作为产物：
  描述：

  (1R,2S)-2-fluorocyclopropylamine p-toluenesulfonate 、 ethyl 2-(2,4,5-trifluoro-3-methyl-6-nitrobenzoyl)-3-dimethylaminoacrylate 在 三乙胺 、 potassium carbonate 、 N,N-二甲基甲酰胺 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 23.0h， 以72.2%的产率得到ethyl 6,7-difluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl-]1,4-dihydro-8-methyl-5-nitro-4-oxoquinoline-3-carboxylate
  参考文献：
  名称：

  EP1167344

  摘要：

  公开号：

文献信息

• Pyridonecarboxylic acid derivatives substituted by a bicyclic amino
  申请人：Daiichi Pharmaceutical Co., Ltd.

  公开号：US05849757A1

  公开（公告）日：1998-12-15

  This invention relates to a N.sub.1 -(halogenocyclopropyl)-substituted pyridonecarboxylic acid derivative represented by the following formula (I): ##STR1## wherein X.sup.1 is a halogen atom or a hydrogen atom; X.sup.2 is a halogen atom; R.sup.1 is a hydrogen atom, a hydroxyl group, a thiol group, a halogenomethyl group, an amino group, an alkyl group or an alkoxy group which may have a substituent group; R.sup.2 is a group represented by the following formula (II): ##STR2## wherein R.sup.3 and R.sup.4 are independently a hydrogen atom or an alkyl group and n is an integer of 1 or 2; A is a nitrogen atom or a partial structure of the following formula (III): ##STR3## wherein X.sup.3 is a hydrogen atom, a halogen atom, a cyano group, an amino group, an alkyl group, a halogenomethyl group, an alkoxyl group or a halogenomethoxyl group which may have a substituent group; and R is a hydrogen atom, a phenyl group, an acetoxymethyl group, a pivaloyloxymethyl group, an ethoxycarbonyl group, a choline group, a dimethylaminoethyl group, a 5-indanyl group, a phthalidynyl group, a 5-alkyl-2-oxo-1,3-dioxol-4-ylmethyl group, a 3-acetoxy-2-oxobutyl group, an alkyl group, an alkoxymethyl group or a phenylalkyl group, and provides a heterocyclic compound useful as antibacterial drugs.

  这项发明涉及一种由以下式（I）表示的N.sub.1-(卤代环丙基)-取代吡啶酮羧酸衍生物：其中X.sup.1是卤素原子或氢原子；X.sup.2是卤素原子；R.sup.1是氢原子、羟基、硫醇基、卤代甲基基团、氨基、烷基或可能具有取代基团的烷氧基；R.sup.2是由以下式（II）表示的基团：其中R.sup.3和R.sup.4独立地是氢原子或烷基，n是1或2的整数；A是氮原子或以下式（III）的部分结构：其中X.sup.3是氢原子、卤素原子、氰基、氨基、烷基、卤代甲基基团、烷氧基或可能具有取代基团的卤代甲氧基；R是氢原子、苯基、乙酰氧甲基基团、戊酰氧甲基基团、乙氧羰基、胆碱基团、二甲氨基乙基基团、5-茚基团、邻苯二酰基团、5-烷基-2-氧代-1,3-二氧杂环戊-4-基甲基基团、3-乙酰氧基-2-氧代丁基基团、烷基、烷氧甲基或苯基烷基基团，并提供一种用作抗菌药物的杂环化合物。
• Process for producing 5-amino-8-alkylquinolonecarboxylic acid derivative and intermediates in the production thereof
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：US20020193591A1

  公开（公告）日：2002-12-19

  The present invention provides a process for producing intermediates of antibacterial agents in accordance with the following steps and intermediates in the production thereof. 1 (wherein R 1 : hydrogen atom or nitro group; R 2 : an alkyl group having 1 to 6 carbon atoms; R 3 , R 4 : an alkyl group having 1 to 6 carbon atoms or may form a 5-membered or 6-membered cyclic structure in combination with the nitrogen atom to which they are bonded, and the cyclic structure may contain oxygen atom, nitrogen atom, sulfinyl group, or sulfonyl group as a ring-constituting element; R 6 : a halogenocycloalkyl group having 3 to 6 carbon atoms; X 1 represents a halogen atom or hydrogen atom; X 2 , X 3 : a leaving group; and Y: an alkyl group having 1 to 6 carbon atoms or an alkenyl group having 2 to 6 carbon atoms)

  本发明提供了一种生产抗菌剂中间体的方法，包括以下步骤和其中间体的生产。其中，步骤1中的R1表示氢原子或硝基；R2表示具有1至6个碳原子的烷基基团；R3和R4表示具有1至6个碳原子的烷基基团，或者可以与它们连接的氮原子形成5元环或6元环结构，该环结构可以包含氧原子、氮原子、亚砜基或磺酰基作为环构成元素；R6表示具有3至6个碳原子的卤代环烷基团；X1表示卤原子或氢原子；X2和X3表示离去基团；Y表示具有1至6个碳原子的烷基基团或具有2至6个碳原子的烯基基团。
• Dehalogeno compounds
  申请人：——

  公开号：US20040063754A1

  公开（公告）日：2004-04-01

  3-(1-Aminocycloalkyl)pyrrolidinyl-substituted-6-dehalodeno(hydrogen-substituted)quinolon carboxylic acid derivatives having specific substitunets as represented by the following formula (I), its salts, and hydrates thereof exhibit a broad and potent antibacterial activity on gram-negative and gram-positive bacteria, in particular, resistant bacteria typified by gram-positive cocci, including MRSA, PRSP and VRE. Thus these compounds are usable as drugs. 1

  具有特定取代基的3-(1-氨基环烷基)吡咯烷基取代的6-去卤代(氢取代)喹诺酮羧酸衍生物及其盐和水合物，如下式(I)所示，表现出广谱和强效的抗菌活性，对革兰氏阴性菌和革兰氏阳性菌均有效，特别是对革兰氏阳性球菌等耐药菌，包括MRSA、PRSP和VRE有良好的抗菌活性。因此这些化合物可用作药物。
• Dehalogeno-compounds
  申请人：Takahashi Hisashi

  公开号：US20070123560A1

  公开（公告）日：2007-05-31

  3-(1-Aminocycloalkyl)pyrrolidinyl-substituted-6-dehalodeno(hydrogen-substituted)quinolon carboxylic acid derivatives having specific substituents as represented by the following formula (I), its salts, and hydrates thereof exhibit a broad and potent antibacterial activity on gram-negative and gram-positive bacteria, in particular, resistant bacteria typified by gram-positive cocci, including MRSA, PRSP and VRE. Thus these compounds are usable as drugs.

  具有特定取代基的3-(1-氨基环烷基)吡咯烷基取代的6-去卤代（氢取代）喹诺酮羧酸衍生物，其盐和水合物，如以下公式（I）所示，表现出广谱和强效的抗菌活性，对革兰氏阴性和革兰氏阳性细菌均有效，特别是对革兰氏阳性球菌等耐药菌，包括MRSA、PRSP和VRE。因此，这些化合物可用作药物。
• PROCESS FOR PRODUCING 5-AMINO-8- ALKYLQUINOLO NECARBOXYLIC ACID DERIVATIVES AND INTERMEDIATES IN THE PRODUCTION THEREOF
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP1167344A1

  公开（公告）日：2002-01-02

  The present invention provides a process for producing intermediates of antibacterial agents in accordance with the following steps and intermediates in the production thereof. (wherein R1: hydrogen atom or nitro group; R2: an alkyl group having 1 to 6 carbon atoms; R3, R4: an alkyl group having 1 to 6 carbon atoms or may form a 5-membered or 6-membered cyclic structure in combination with the nitrogen atom to which they are bonded, and the cyclic structure may contain oxygen atom, nitrogen atom, sulfinyl group, or sulfonyl group as a ring-constituting element; R6: a halogenocycloalkyl group having 3 to 6 carbon atoms; X1 represents a halogen atom or hydrogen atom; X2, X3: a leaving group; and Y: an alkyl group having 1 to 6 carbon atoms or an alkenyl group having 2 to 6 carbon atoms)

  本发明提供了一种按照下列步骤生产抗菌剂中间体的工艺及其生产中间体。 (其中 R1：氢原子或硝基；R2：具有 1 至 6 个碳原子的烷基；R3、R4：具有 1 至 6 个碳原子的烷基或可与所键合的氮原子结合形成 5 元或 6 元环状结构，环状结构中可含有氧原子、氮原子、亚磺酰基或磺酰基作为构环元素；R6：具有 3 至 6 个碳原子的卤代环烷基；X1 代表卤原子或氢原子；X2、X3：离去基团；以及 Y：具有 1 至 6 个碳原子的烷基或具有 2 至 6 个碳原子的烯基）。