7-[3-t-Butoxycarbonylamino-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid | 99724-13-7

• 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-[3-t-Butoxycarbonylamino-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid
• 英文别名: 7-<3-<(tert-butoxycarbonyl)amino>-1-pyrrolidinyl>-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid；1-cyclopropyl-6,8-difluoro-7-(3-t-butoxycarbonylaminopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid；1-cyclopropyl-6,8-difluoro-7-[3-[(2-methylpropan-2-yl)oxycarbonylamino]pyrrolidin-1-yl]-4-oxoquinoline-3-carboxylic acid
• CAS: 99724-13-7
• 化学式: C₂₂H₂₅F₂N₃O₅
• 分子量: 449.454
• InChiKey: JZOGAALDCRGVFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.2
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  7-[3-t-Butoxycarbonylamino-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid 在 盐酸 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 以63.8 g (98%)的产率得到7-(3-Aminopyrrolidin-1-yl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid hydrochloride
  参考文献：
  名称：

  Antibacterial agents

  摘要：

  描述了新型喹诺酮羧酸作为抗菌剂，以及它们的制造、配方和用于治疗细菌感染的方法，包括用于制造抗菌剂的某些新型中间体的描述。

  公开号：

  US04771054A1
• 作为产物：
  描述：

  1-环丙基-6,7,8-三氟-4-氧代-1,4-二氢喹啉-3-羧酸 、 3-(Boc-氨基)吡咯烷 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 7-[3-t-Butoxycarbonylamino-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid
  参考文献：
  名称：

  喹诺酮类抗菌剂。8-取代的喹啉-3-羧酸和1,8-萘啶-3-羧酸的合成及构效关系。

  摘要：

  一系列7,8-二取代的1-环丙基-6-氟喹啉-3-羧酸，7-取代的1-环丙基-6-氟-1,8-萘啶-3-羧酸和10-取代的9-氟吡啶并苯并恶嗪已经制备了-6-羧酸并评估了其抗菌活性。在7-位（苯并恶嗪10-位）检测的侧链包括哌嗪基（g），3-氨基吡咯烷基（a），3-（氨基甲基）吡咯烷基（b）和烷基化的3-（氨基甲基）吡咯烷基（cf）。喹诺酮环系统C-8的变异包括氢，硝基，氨基，氟和氯。8氢喹诺酮和1,8-萘啶上侧链对革兰氏阴性生物的体外活性的相对增强比cf更大，b更大，g更大。由8个取代基赋予取代的喹诺酮核的活性的顺序为：F大于Cl大于萘啶大于H大于苯并恶嗪大于NH2大于NO2。这些趋势在体内得以保留。

  DOI：

  10.1021/jm00400a016

文献信息

• Quinoline derivatives and processes for preparing the same
  申请人：——

  公开号：US05409933A1

  公开（公告）日：1995-04-25

  The present invention relates to novel quinoline derivatives of formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, X, Y and Z are defined as in the specification, and pharmaceutically acceptable acid addition salts thereof, and also to processes for preparing these compounds. The present invention also provides an antibacterial composition comprising a compound of formula (I) or its acid addition salt as an active ingredient and pharmaceutically acceptable excipient. The novel quinoline derivatives of the present invention have an excellent antibacterial activity against bacteria or bacteroides.

  本发明涉及具有以下结构的新奎诺林衍生物（I）：其中R1、R2、R3、X、Y和Z如规范中所定义，以及其药学上可接受的酸盐，以及制备这些化合物的方法。本发明还提供一种抗菌组合物，包括式（I）的化合物或其酸盐加合物作为活性成分和药学上可接受的赋形剂。本发明的新奎诺林衍生物对细菌或类杆菌具有出色的抗菌活性。
• Quinolone and naphthyridine derivatives having at the 3-position a group other than a carboxy group, as antibacterials
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP0574231A1

  公开（公告）日：1993-12-15

  The present invention relates to novel quinoline derivatives of formula (I): wherein, R₁ is a straight chain or cyclic lower alkyl group having 1 to 3 carbon atoms, a straight chain or cyclic lower alkyl group having 1 to 3 carbon atoms which is substituted with a halogen atom, a phenyl group or a phenyl group substituted with one or two halogen atoms; R₂ is a hydrogen atom, a lower alkyl or amino group; R₃ is a halogen atom or a substituted or unsubstituted heterocyclic group represented by the following formula (A) which contains at least one nitrogen atom as a hetero atom in the ring; wherein, R₆, R₇, R₈ and R₉ are each hydrogen atoms or lower alkyl groups, or two of these groups may form a bond, m and n are 0 or 1, and Ca-Cb may not form a bond, or is single or double bond; X is nitrogen atom or C-R₄ wherein R₄ is hydrogen or halogen atom, or lower alkyl or lower alkoxy group; and Y and Z are each hydrogen atoms, or electron withdrawing groups, for example, ester, cyano, nitro, acyl or substituted acyl, substituted or unsubstituted amide, lower alkylsulfoxy or lower alkylsulfonyl group, and pharmaceutically acceptable acid addition salts thereof, and also to processes for preparing these compounds. The present invention also provides an antibacterial composition comprising a compound of formula (I) or its acid addition salt as an active ingredient and pharmaceutically acceptable excipients. The novel quinoline derivatives of the present invention have an excellent antibacterial activity against bacteria or bacteroides.

  本发明涉及具有以下式（I）的新型喹啉衍生物： 其中， R₁是具有1至3个碳原子的直链或环状较低烷基基团，具有1至3个碳原子的直链或环状较低烷基基团，其上取代有卤素原子，苯基或取代有一或两个卤素原子的苯基； R₂是氢原子，较低烷基或氨基团； R₃是卤素原子或由以下式（A）表示的取代或未取代的杂环基团，该基团至少包含一个氮原子作为环中的杂原子； 其中， R₆、R₇、R₈和R₉分别是氢原子或较低烷基基团，或其中两个基团可以形成键，m和n为0或1，Ca-Cb可能不形成键，或为单键或双键； X是氮原子或C-R₄，其中R₄是氢或卤素原子，或较低烷基或较低烷氧基团； Y和Z分别是氢原子或电子吸引基团，例如酯，氰基，硝基，酰基或取代酰基，取代或未取代酰胺，较低烷基磺氧基或较低烷基磺酰基团，以及其药学上可接受的酸盐，以及制备这些化合物的方法。 本发明还提供了一种抗菌组合物，其包括具有式（I）的化合物或其酸盐形式作为活性成分和药学上可接受的辅料。 本发明的新型喹啉衍生物对细菌或杆菌具有出色的抗菌活性。
• Process for tetrafluorobenzoic acid
  申请人：Warner-Lambert Company

  公开号：US04782180A1

  公开（公告）日：1988-11-01

  An improved process for the preparation of 2,3,4,5-tetrafluorobenzoic acid is described which involves decarboxylation of tetrafluorophthalic acid in the presence of a base catalyst. Also described is an improved method for preparing tetrafluorophthalic acid and, in turn, a one-pot process for tetrafluorobenzoic acid using the combination of the two improvements.

  描述了一种改进的制备2,3,4,5-四氟苯甲酸的过程，其中涉及在碱性催化剂存在下对四氟邻苯二甲酸进行脱羧。还描述了一种改进的制备四氟邻苯二甲酸的方法，进而使用这两种改进的组合进行制备四氟苯甲酸的一锅法过程。
• Process for the preparation of tetrafluorobenzoic acid
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0218111A1

  公开（公告）日：1987-04-15

  An improved process for the preparation of 2,3,4,5-­tetrafluorobenzoic acid is described which involves decarboxylation of tetrafluorophthalic acid in the presence of a base catalyst. Also described is an improved method for preparing tetrafluorophthalic acid and, in turn, a one-pot process for tetrafluorobenzoic acid using the combination of the two improvements.

  本发明描述了一种制备 2,3,4,5-四氟苯甲酸的改进工艺，该工艺涉及在碱催化剂存在下对四氟邻苯二甲酸进行脱羧反应。此外，还介绍了一种改进的四氟邻苯二甲酸制备方法，以及结合这两种改进方法制备四氟苯甲酸的单锅工艺。
• Quinolone and naphthyridine antibacterial agents containing an alpha-amino acid in the side chain of the 7-substituent
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0304087A2

  公开（公告）日：1989-02-22

  Novel quinolone and naphthyridine antibacterial agents of the formula I are herein described having improved in vivo activity both orally and subcutaneously where the 7-side chain of such compounds contain an a-amino acid; also described are its corresponding optical isomers, methods of preparation as well as pharmaceutical useful intreating infectious diseases.

  本文描述了式 I 的新型喹诺酮类和萘啶类抗菌剂，其口服和皮下注射活性均有所提高。 所述的新型喹诺酮类和萘啶类抗菌剂具有更好的口服和皮下注射活性，其中此类化合物的 7 侧链含有 a-氨基酸；还描述了其相应的光学异构体、制备方法以及治疗传染性疾病的药物用途。