7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride | 96568-32-0

• 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-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride
• 英文别名: 7-(3-Aminopyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid;hydrochloride
• CAS: 96568-32-0
• 化学式: C₁₆H₁₇FN₄O₃*ClH
• 分子量: 368.795
• InChiKey: RPYBGAIRVGXMGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.61
• 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：
  101
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride 生成 7-(3-氨基-1-吡咯烷基)-1-环丙基-6-氟-1,4-二氢-4-氧代-1,8-萘啶-3-羧酸
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二氯-5-氟吡啶-3-羧酸乙酯 在 盐酸 、 氢氧化钾 、 乙醇 、 四氯苯醌 、 sodium hydride 、 碳酸氢钠 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 反应 26.0h， 生成 7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride
  参考文献：
  名称：

  7-取代的1-环丙基-6-氟-1,4-二氢-4-氧代-1,8-萘啶-3-羧酸的合成及反应†

  摘要：

  由2,6合成在C-7具有亚磺酰基或磺酰基的1-环丙基-和1-乙基-6-氟-1,4-二氢-4-氧代-1,8-萘啶-3-羧酸衍生物-dichloro-5-fluoronicotinic acid衍生物通过涉及Dieckmann型环化的途径。这些化合物与吡咯烷和哌啶的置换反应分别主要得到7-（1-吡咯烷基）-和7-（1-哌啶基）-1,8-萘啶衍生物24-27。依诺沙星，一种有效的抗菌剂，也以类似的方式合成。

  DOI：

  10.1002/jhet.5570240520

文献信息

• Antibacterial
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：US04649144A1

  公开（公告）日：1987-03-10

  The present invention relates to a 1,8-naphthyridine derivative of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different and each hydrogen or lower alkyl having 1 to 5 carbon atoms; and esters thereof and salts thereof and processes for preparation thereof. These compounds show excellent antibacterial activity and are useful antibacterial agents.

  本发明涉及一种式为##STR1##的1,8-萘啉衍生物，其中R.sub.1、R.sub.2和R.sub.3相同或不同，每个是氢或具有1至5个碳原子的低级烷基；以及其酯和盐的制备过程。这些化合物表现出优异的抗菌活性，是有用的抗菌剂。
• Novel 1,8-Naphthyridine derivatives, and process for preparation thereof
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：EP0132845A2

  公开（公告）日：1985-02-13

  The present invention relates to a 1,8-naphthyridine derivative of the formula wherein R1, R2 and R3 are the same or different and each hydrogen or lower alkyl having 1 to 5 carbon atoms; and esters thereof and salts thereof and processes for preparation thereof. These compounds show excellent antibacterial activity and are useful antibacterial agents.

  本发明涉及一种 1,8-萘啶衍生物，其式中 R1、R2 和 R3 是相同或不同的，每个都是氢或具有 1 至 5 个碳原子的低级烷基；以及其酯和盐及其制备方法。 这些化合物显示出优异的抗菌活性，是有用的抗菌剂。
• Synthesis and Structure−Activity Relationships of Novel 7-Substituted 1,4-Dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic Acids as Antitumor Agents. Part 1
  作者：Kyoji Tomita、Yasunori Tsuzuki、Koh-ichiro Shibamori、Masanori Tashima、Fumie Kajikawa、Yuji Sato、Shigeki Kashimoto、Katsumi Chiba、Katsuhiko Hino

  DOI：10.1021/jm010057b

  日期：2002.12.1

  In an attempt to search for clinically useful antitumor agents, we have discovered that a series of 1,1-disubstituted-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids possessed moderate cytotoxic activity.,We investigated the structure-activity relationships in this series of compounds by changing N-1 and C-7 positions and the core ring structure itself and evaluated the synthesized compounds against several murine and human tumor cell lines. These modifications led us to the following findings. (1) The 2-thiazolyl group at the N-1 position of the naphthyridine structure is the best substituent for antitumor activity. (2) Regarding core ring structure, the naphthyridine derivative is the most active followed by pyridopyrimidine analogue. (3) At the C-7 position, -aminopyrrolidine derivatives are more effective than other amines or thioether derivatives. Finally, the trans-3-amino-4-methoxypyrrolidinyl derivative (43j), and the 3-amino-3-methylpyrrolidinyl derivative (43f) as well as 3-aminopyrrolidinyl derivative (AT-3639, 1) were determined to be effective in in vitro and in vivo antitumor assays, and their activity was comparable to that of etoposide.
• MIYAMOTO, TERUYUKI;EGAWA, HIROSHI;SHIBAMORI, KOH-ICHIRO;MATSUMOTO, JUN-IC+, J. HETEROCYCL. CHEM., 24,(1987) N 5, 1333-1339
  作者：MIYAMOTO, TERUYUKI、EGAWA, HIROSHI、SHIBAMORI, KOH-ICHIRO、MATSUMOTO, JUN-IC+

  DOI：——

  日期：——
• ——
  作者：MATSUMOTO JUN-ICHI、 MIYAMOTO TERUYUKI、 UNO HITOSHI、 NAKAMURA SHINICHI

  DOI：——

  日期：——