N-(7-chloroquinol-4-yl)-β-alanine | 536738-82-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(7-chloroquinol-4-yl)-β-alanine
• 英文别名: N-(7-chloro-[4]quinolyl)-β-alanine；N-(7-Chlor-[4]chinolyl)-β-alanin；3-(7-chloro-quinolin-4-ylamino)-propionic acid；N-(7-chloro-4-quinolinyl)-β-alanine；3-[(7-Chloroquinolin-1-ium-4-yl)amino]propanoate
• CAS: 536738-82-6
• 化学式: C₁₂H₁₁ClN₂O₂
• mdl: MFCD09932835
• 分子量: 250.685
• InChiKey: KEOZKJPAFANSRP-UHFFFAOYSA-N

物化性质

• 熔点：
  267-269 °C
• 沸点：
  496.6±40.0 °C(Predicted)
• 密度：
  1.425±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(7-chloroquinol-4-yl)-β-alanine 在 硫酸 作用下， 反应 1.0h， 以70%的产率得到8-chloro-2,3-dihydrobenzo[h]-1,6-naphthyridin-4-(1H)-one
  参考文献：
  名称：

  Kamel, M. M.; El-Wassimi, M. T., Egyptian Journal of Chemistry, 2002, vol. 45, # 1, p. 219 - 224

  摘要：

  DOI：
• 作为产物：
  描述：

  4,7-二氯喹啉 、 β-丙氨酸 在 苯酚 作用下， 生成 N-(7-chloroquinol-4-yl)-β-alanine
  参考文献：
  名称：

  New Compounds. Certain Quinolyl and Acridyl Derivatives of β-Alanine

  摘要：

  DOI：

  10.1021/ja01150a600

文献信息

• [EN] DNA-TARGETED BENZOTRIAZINE 1,4-DIOXIDES AND THEIR USE IN CANCER THERAPY<br/>[FR] 1,4-DIOXIDES DE BENZOTRIAZINE CIBLEES SUR ADN ET LEUR UTILISATION DANS LE TRAITEMENT DU CANCER
  申请人：AUCKLAND UNISERVICES LTD

  公开号：WO2004026846A1

  公开（公告）日：2004-04-01

  The present invention relates to DNA-targeted 1,2,4-benzotriazine- 1,4-dioxides and related analogues, to their preparation, and to their use as hypoxia-selective drugs and radiosensitizers for cancer therapy, both alone or in combination with radiation and/or other anticancer drugs.

  本发明涉及以DNA为靶标的1,2,4-苯并三氮唑-1,4-二氧化物及相关类似物，其制备方法，以及它们作为针对缺氧选择性药物和放射增敏剂在癌症治疗中的应用，无论是单独使用还是与放射线和/或其他抗癌药物结合使用。
• Hybrid molecules QA, wherein Q is an aminoquinoline and a is an antibiotic or a resistance enzyme inhibitor, their synthesis and their uses as antibacterial agent
  申请人：Sanchez Muriel

  公开号：US20060025327A1

  公开（公告）日：2006-02-02

  Aminoquinoline-antibiotic hybrid compounds in the form of hybrid molecules QA, wherein Q is an aminoquinoline and A is an antibiotic or a resistance enzyme inhibitor, their synthesis and their uses as antibacterial agent. This compound is defined by the general formula (I): Q-(Y 1 ) p —(U) p′ —(Y 2 ) p″ -A  (I) in which Q represents an aminoquinoline, (Y 1 ) p —(U) p′ —(Y 2 ) p″ — is an optional spacer arm and A is an antibiotic, one of its derivatives or precursors, or a resistance enzyme inhibitor. The invention unexpectedly enables the activity of the antibiotic to be improved.

  氨基喹啉-抗生素混合物化合物以混合分子QA的形式存在，其中Q是氨基喹啉，A是抗生素或耐药酶抑制剂，它们的合成及用途作为抗菌剂。该化合物由通用公式(I)定义：Q-(Y1)p—(U)p′—(Y2)p″-A  (I)其中Q代表氨基喹啉，(Y1)p—(U)p′—(Y2)p″—为可选的间隔臂，A是抗生素、其衍生物或前体之一，或耐药酶抑制剂。该发明意外地能够改善抗生素的活性。
• Dna-targeted benzotriazine 1,4-dioxides and their use in cancer therapy
  申请人：Brown Martin J.

  公开号：US20070191372A1

  公开（公告）日：2007-08-16

  The present invention relates to DNA-targeted 1,2,4-benzotriazine-1,4-dioxides and related analogues, to their preparation, and to their use as hypoxia-selective drugs and radiosensitizers for cancer therapy, both alone or in combination with radiation and/or other anticancer drugs.

  本发明涉及以DNA为靶点的1,2,4-苯并三氮唑-1,4-二氧化物及其相关类似物，其制备方法以及它们作为低氧选择性药物和放射增敏剂在癌症治疗中的使用，可以单独使用或与放射线和/或其他抗癌药物结合使用。
• Hybrid molecules QA where Q is an aminoquinoline and A is an antibiotic residue, the synthesis and uses thereof as antibacterial agents
  申请人：Sanchez Muriel

  公开号：US20070060558A1

  公开（公告）日：2007-03-15

  The invention concerns an aminoquinoline-antibiotic hybrid compound of general formula (I): Q—(Y 1 ) p —(U) p —(Y 2 ) p -A: wherein Q represents an aminoquinoline, (Y 1 ) p (U) p —(Y 2 ) p″ is an optional spacer and A is an antibiotic residue. The invention enables the antibiotic residue activity to be unexpectedly enhanced.

  本发明涉及一种氨基喹啉-抗生素杂合物，其一般式为(I)：Q—(Y1)p—(U)p—(Y2)p-A，其中Q代表氨基喹啉，(Y1)p(U)p—(Y2)p″是可选的间隔基，A为抗生素残基。本发明使得抗生素残基的活性得到了意外的增强。
• 4-Aminoquinoline-<i>β</i>-Lactam Conjugates: Synthesis, Antimalarial, and Antitubercular Evaluation
  作者：Raghu Raj、Christophe Biot、Séverine Carrère-Kremer、Laurent Kremer、Yann Guérardel、Jiri Gut、Philip J. Rosenthal、Vipan Kumar

  DOI：10.1111/cbdd.12225

  日期：2014.2

  A library of quinoline‐β‐lactam‐based hybrids was synthesized and tested for their antimalarial and antitubercular activities. The present antimalarial data showed the dependence of activity on the nature of linker, N‐1 substituent of the β‐lactam ring as well as the length of alkyl chain. Most of the compounds are not as efficient as chloroquine in inhibiting the culture growth of Plasmodium falciparum W2 strain. Nevertheless, the synthesized hybrids showed better antitubercular activities (up to five times) compared with cephalexin (up to three times) and ethionamide.