喹啉-5-羧酸肼 | 96541-83-2

• 物质功能分类: 有机原料 - 肼或胲的有机衍生物
• 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
• 中文名称: 喹啉-5-羧酸肼
• 中文别名: 5-喹啉甲酰肼
• 英文名称: quinoline-5-carbohydrazide
• 英文别名: quinoline-5-carboxylic acid hydrazide；Chinolin-5-carbonsaeure-hydrazid
• CAS: 96541-83-2
• 化学式: C₁₀H₉N₃O
• mdl: MFCD01063087
• 分子量: 187.201
• InChiKey: WRSYLKYGVWUPQP-UHFFFAOYSA-N

物化性质

• 密度：
  1.297±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  喹啉-5-羧酸肼 在 吡啶 、 sodium carbonate 、 乙二醇 作用下， 生成 4-[5]quinolyl-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Cook et al., Journal of the Chemical Society, 1943, p. 413,416

  摘要：

  DOI：
• 作为产物：
  描述：

  喹啉-5-甲酸乙酯 在 肼 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 喹啉-5-羧酸肼
  参考文献：
  名称：

  Discovery of Potent and Selective Inhibitors of Human Reticulocyte 15-Lipoxygenase-1

  摘要：

  There are a variety of lipoxygenases in the human body (hLO), each having a distinct role in cellular biology. Human reticulocyte 15-lipoxygenase-1 (15-hLO-1), which catalyzes the dioxygenation of 1,4-cis,cis-pentadiene-containing polyunsaturated fatty acids, is implicated in a number of diseases including cancer, atherosclerosis, and neurodegenerative conditions. Despite the potential therapeutic relevance of this target, few inhibitors have been reported that are both potent and selective. To this end, we have employed a quantitative high-throughput (qHTS) screen against similar to 74000 small molecules in search of reticulocyte 15-hLO-1 selective inhibitors. This screen led to the discovery of a novel chemotype for 15-hLO-1 inhibition, which displays nM potency and is > 7500-fold selective against the related isozymes, 5-hLO, platelet 12-hLO, epithelial 15-hLO-2, ovine cyclooxygenase-1, and human cyclooxygenase-2. In addition, kinetic experiments were performed which indicate that this class of inhibitor is tight binding, reversible, and appears not to reduce the active-site ferric ion.

  DOI：

  10.1021/jm1008852

文献信息

• [EN] INDOLE COMPOUNDS AS ANDROGEN RECEPTOR MODULATORS<br/>[FR] COMPOSÉS INDOLIQUES UTILES EN TANT QUE MODULATEURS DU RÉCEPTEUR DES ANDROGÈNES
  申请人：NIDO BIOSCIENCES INC

  公开号：WO2022020342A1

  公开（公告）日：2022-01-27

  Provided herein are compounds of formula (V) that bind to BF3 of an androgen receptor (AR), which can modulate the AR for the treatment of Kennedy's disease.

  本文提供了一种公式（V）的化合物，它们与雄激素受体（AR）的BF3结合，可以调节AR以治疗肯尼迪病。
• Rh(III) Catalyzed Redox-Neutral C–H Activation/[5 + 2] Annulation of Aroyl Hydrazides and Sulfoxonium Ylides: Synthesis of Benzodiazepinones
  作者：Pothapragada S. K. Prabhakar Ganesh、Perumal Muthuraja、Purushothaman Gopinath

  DOI：10.1021/acs.orglett.3c03495

  日期：2023.11.24

  We herein report the Rh(III) catalyzed redox-neutral C–H activation/[5 + 2] annulation of aroyl hydrazides with sulfoxonium ylides as safe carbene precursors. The reaction shows excellent functional group tolerance, broad substrate scope, and scalability. We demonstrated the synthetic utility of the protocol via the synthesis of various diazepam drug analogues, late-stage functionalization of probenecid

  我们在此报道了 Rh(III) 催化的氧化还原中性 C–H 活化/[5 + 2] 芳酰肼与亚砜叶立德作为安全卡宾前体的环化反应。该反应表现出优异的官能团耐受性、广泛的底物范围和可扩展性。我们通过各种地西泮药物类似物的合成、丙磺舒药物的后期功能化以及大规模合成证明了该方案的合成效用。最后，动力学研究表明 C-H 激活是速率决定步骤。
• Triazole phenyl compounds as agonists of the APJ receptor
  申请人：AMGEN INC.

  公开号：US10906890B2

  公开（公告）日：2021-02-02

  Compounds of Formula I and Formula II, pharmaceutically acceptable salt thereof, stereoisomers of any of the foregoing, or mixtures thereof are agonists of the APJ Receptor and may have use in treating cardiovascular and other conditions. Compounds of Formula I and Formula II have the following structures: (I), (II) where the definitions of the variables are provided herein.

  式 I 和式 II 的化合物、其药学上可接受的盐、前述任何化合物的立体异构体或其混合物是 APJ 受体的激动剂，可用于治疗心血管疾病和其他疾病。式 I 和式 II 的化合物具有如下结构：(I)、(II) 变量的定义见本文。
• NOUVEAUX DERIVES DU FLUORENE, COMPOSITIONS LES CONTENANT ET UTILISATION COMME INHIBITEURS DE LA PROTEINE CHPAERONE HSP90
  申请人：SANOFI

  公开号：EP2078009B1

  公开（公告）日：2015-03-18
• TRIAZOLE PHENYL COMPOUNDS AS AGONISTS OF THE APJ RECEPTOR
  申请人：Amgen Inc.

  公开号：EP3541810B1

  公开（公告）日：2020-12-23