7-[4-(tert-Butoxycarbonylamino-methyl)-4,8,8-trimethyl-6,10-dioxa-2-aza-spiro[4.5]dec-2-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid | 309762-78-5

• 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: 7-[4-(tert-Butoxycarbonylamino-methyl)-4,8,8-trimethyl-6,10-dioxa-2-aza-spiro[4.5]dec-2-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• 英文别名: 1-Cyclopropyl-6,8-difluoro-4-oxo-7-[4,8,8-trimethyl-4-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-6,10-dioxa-2-azaspiro[4.5]decan-2-yl]quinoline-3-carboxylic acid
• CAS: 309762-78-5
• 化学式: C₂₉H₃₇F₂N₃O₇
• 分子量: 577.625
• InChiKey: LHAZMFTYUMEYOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  7-[4-(tert-Butoxycarbonylamino-methyl)-4,8,8-trimethyl-6,10-dioxa-2-aza-spiro[4.5]dec-2-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 在 盐酸 作用下， 生成 7-(3-Aminomethyl-3-methyl-4-oxo-pyrrolidin-1-yl)-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid; hydrochloride
  参考文献：
  名称：

  Syntheses and biological evaluation of new fluoroquinolone antibacterials containing chiral oxiimino pyrrolidine

  摘要：

  The design and syntheses of new fluoroquinolone antibacterial agents having pyrrolidine ring at C-7 position are described. The pyrrolidine ring is optically active and possesses methyloxime functional group. Two of them have excellent in vitro antibacterial activities and pharmacokinetic profiles. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.044
• 作为产物：
  描述：

  2-benzyl-4-aminomethyl-4,8,8-trimethyl-6,10-dioxa-2-azaspiro[4.5]decane 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 7-[4-(tert-Butoxycarbonylamino-methyl)-4,8,8-trimethyl-6,10-dioxa-2-aza-spiro[4.5]dec-2-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Syntheses and biological evaluation of new fluoroquinolone antibacterials containing chiral oxiimino pyrrolidine

  摘要：

  The design and syntheses of new fluoroquinolone antibacterial agents having pyrrolidine ring at C-7 position are described. The pyrrolidine ring is optically active and possesses methyloxime functional group. Two of them have excellent in vitro antibacterial activities and pharmacokinetic profiles. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.044

文献信息

• Optically active quinoline carboxylic acid derivatives with 7-pyrrolidine substituents causing optical activity and a process for the preparation thereof
  申请人：——

  公开号：US20040029915A1

  公开（公告）日：2004-02-12

  The present invention relates to optically active quinoline carboxylic acid derivatives, their pharmaceutically acceptable salts, their solvates, and a process for the preparation thereof. More specifically, the present invention relates to optically active)quinoline carboxylic acid derivatives containing 4-aminomethyl-4-methyl-3-(Z)-alkoxyiminopyrrolidine substituents causing optical activity at the 7-position of the quinolone nuclei. As the compounds of the present invention have superior antibacterial activity and pharmacokinetic profiles to their enantiomers, their racemates and conventional antibacterial agents, with nearly no phototoxicity, the compounds of this invention are useful for antibacterial agents.

  本发明涉及光学活性喹啉羧酸衍生物、它们的药学上可接受的盐、它们的溶解物以及它们的制备工艺。更具体地说，本发明涉及光学活性)喹啉羧酸衍生物，其含有 4-氨基甲基-4-甲基-3-(Z)-烷氧基亚氨基吡咯烷取代基，可在喹诺酮核的 7 位产生光学活性。由于本发明化合物的抗菌活性和药代动力学特征优于其对映体、外消旋体和传统抗菌剂，而且几乎没有光毒性，因此本发明化合物可用于抗菌剂。
• OPTICALLY ACTIVE QUINOLINE CARBOXYLIC ACID DERIVATIVES HAVING 7-PYRROLIDINE SUBSTITUTES CAUSING OPTICAL ACTIVITY AND A PROCESS FOR PREPARING THEREOF
  申请人：DONG WHA PHARMACEUTICAL INDUSTRIAL CO. LTD.

  公开号：EP1187835B1

  公开（公告）日：2007-12-26
• US6753430B2
  申请人：——

  公开号：US6753430B2

  公开（公告）日：2004-06-22