8-hydroxy-N-benzyl-quinoline-7-carboxamide | 410544-61-5

• 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: 8-hydroxy-N-benzyl-quinoline-7-carboxamide
• 英文别名: benzyl 8-hydroxyquinoline-7-carboxamide；8-Hydroxy-N-benzylquinoline-7-carboxamide；N-benzyl-8-hydroxyquinoline-7-carboxamide
• CAS: 410544-61-5
• 化学式: C₁₇H₁₄N₂O₂
• 分子量: 278.31
• InChiKey: BMYUTWKKELIBCE-UHFFFAOYSA-N

物化性质

• 沸点：
  551.8±45.0 °C(Predicted)
• 密度：
  1.286±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  8-羟基喹啉-7-羧酸 在 氯化亚砜 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 8-hydroxy-N-benzyl-quinoline-7-carboxamide
  参考文献：
  名称：

  Structure-based design, synthesis, and SAR evaluation of a new series of 8-hydroxyquinolines as HIF-1α prolyl hydroxylase inhibitors

  摘要：

  A new series of potent 8-hydroxyquinolines was designed based on the newly resolved X-ray crystal structure of EGLN-1. Both alkyl and aryl 8-hydroxyquinoline-7-carboxyamides were good HIF-1 alpha prolyl hydroxylase (EGLN) inhibitors. In subsequent VEGF induction assays, these exhibited potent VEGF activity. In addition, this class of compounds did show the ability to stabilize HIF-1 alpha. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.040

文献信息

• Aza- and polyaza-naphthalenyl carboxamides useful as HIV integrase inhibitors
  申请人：——

  公开号：US20030055071A1

  公开（公告）日：2003-03-20

  Aza- and polyaza-naphthalenyl carboxamide derivatives including certain quinoline carboxamide and naphthyridine carboxamide derivatives are described. These compounds are inhibitors of HIV integrase and inhibitors of HIV replication, and are useful in the prevention or treatment of infection by HIV and the treatment of AIDS, as compounds or pharmaceutically acceptable salts, or as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of preventing, treating or delaying the onset of AIDS and methods of preventing or treating infection by HIV are also described.

  描述了包括某些喹啉羧酰胺和萘啉羧酰胺衍生物在内的氮杂萘基羧酰胺衍生物。这些化合物是HIV整合酶的抑制剂和HIV复制的抑制剂，可用于预防或治疗HIV感染和治疗艾滋病，作为化合物或药学上可接受的盐，或作为药物组合物中的成分，可选择与其他抗病毒药物、免疫调节剂、抗生素或疫苗组合使用。还描述了预防、治疗或延缓艾滋病发作的方法，以及预防或治疗HIV感染的方法。
• [EN] SECONDARY 8-HYDROXYQUINOLINE-7-CARBOXAMIDE DERIVATIVES FOR USE AS ANTIFUNGAL AGENTS<br/>[FR] DÉRIVÉS DE 8-HYDROXYQUINOLINE-7-CARBOXAMIDE SECONDAIRES ET LEURS UTILISATIONS EN TANT QU'AGENTS ANTIFONGIQUES
  申请人：POLICHEM SA

  公开号：WO2011080265A1

  公开（公告）日：2011-07-07

  The present invention provides secondary 8-hydroxyquinoiine-7-carboxamide derivatives of general formula (I) and pharmaceutically acceptable salts thereof. These compounds are useful as antifungal agents. Specifically, these compounds were tested against Tricophyton Rubrum, Tricophyton Mentagrophytes, Aspergillus Niger and Scopulahopsis Brevicaulis. These compounds are active against Candida species such as Candida Albicans and Candida Glabrata.

  本发明提供了一般式（I）的二级8-羟基喹啉-7-羧酰胺衍生物及其药学上可接受的盐。这些化合物可用作抗真菌剂。具体来说，这些化合物已经对Tricophyton Rubrum，Tricophyton Mentagrophytes，Aspergillus Niger和Scopulahopsis Brevicaulis进行了测试。这些化合物对Candida Albicans和Candida Glabrata等念珠菌物种具有活性。
• Secondary 8-hydroxyquinoline-7-carboxamide derivatives for use as antifungal agents
  申请人：POLICHEM S.A.

  公开号：EP2345642A1

  公开（公告）日：2011-07-20

  The present invention provides secondary 8-hydroxyquinoline-7-carboxamide derivatives of general formula (I) and pharmaceutically acceptable salts thereof. These compounds are useful as antifungal agents. Specifically, these compounds were tested against Tricophyton Rubrum, Tricophyton Mentagrophytes, Aspergillus Niger and Scopulariopsis Brevicaulis. These compounds are active against Candida species such as Candida Albicans and Candida Glabrata.

  本发明提供了一般式(I)的二次8-羟基喹啉-7-羧酰胺衍生物及其药学上可接受的盐。这些化合物可用作抗真菌剂。具体而言，这些化合物已经针对红毛癣菌、拟毛癣菌、黑曲霉和短柄镰孢菌进行了测试。这些化合物对白色念珠菌属如白色念珠菌和光滑白色念珠菌具有活性。
• SECONDARY 8-HYDROXYQUINOLINE-7-CARBOXAMIDE DERIVATIVES FOR USE AS ANTIFUNGAL AGENTS
  申请人：Gagliardi Stefania

  公开号：US20120329797A1

  公开（公告）日：2012-12-27

  The present invention provides secondary 8-hydroxyquinoline-7-carboxamide derivatives of general formula (I) and pharmaceutically acceptable salts thereof. These compounds are useful as antifungal agents. Specifically, these compounds were tested against Tricophyton Rubrum, Tricophyton Mentagrophytes, Aspergillus Niger and Scopulariopsis Brevicaulis . These compounds are active against Candida species such as Candida Albicans and Candida Glabrata .

  本发明提供了通式(I)及其药学上可接受的盐的二次8-羟基喹啉-7-羧酰胺衍生物。这些化合物可用作抗真菌剂。具体来说，这些化合物已经对Tricophyton Rubrum、Tricophyton Mentagrophytes、Aspergillus Niger和Scopulariopsis Brevicaulis进行了测试。这些化合物对Candida Albicans和Candida Glabrata等Candida物种具有活性。
• Nitrogen-containing Heteroaryl compounds having HIV Integrase Inhibitory Activity
  申请人：Shionogi&Co., Ltd.

  公开号：EP2033952A1

  公开（公告）日：2009-03-11

  A compound of the formula: wherein C ring is nitrogen-containing heteroaryl, Z10 is -C(-R16)= or -N=, and R11 to R18 are substituents having specifically defined meanings, has an inhibitory activity against integrase.

  式中的化合物： 其中 C环为含氮杂芳基，Z10为-C(-R16)=或-N=，R11至R18为具有明确定义含义的取代基，对整合酶具有抑制活性。