4-[[(1-己基-1,2-二氢-4-羟基-2-氧代-3-喹啉基)羰基]氨基]苯甲酸丙酯 | 300833-95-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-[[(1-己基-1,2-二氢-4-羟基-2-氧代-3-喹啉基)羰基]氨基]苯甲酸丙酯
• 中文别名: 4-[[[（（1-己基-1,2-二氢-4-羟基-2-氧-3-氧代喹啉基）羰基]氨基]苯甲酸丙酯
• 英文名称: propyl 4-(1-hexyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamido)benzoate
• 英文别名: GSA-10；propyl 4-[(1-hexyl-4-hydroxy-2-oxoquinoline-3-carbonyl)amino]benzoate
• CAS: 300833-95-8
• 化学式: C₂₆H₃₀N₂O₅
• 分子量: 450.535
• InChiKey: MDLUYYGRCGDKGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-N-己基苯胺 以 甲苯 为溶剂， 生成 4-[[(1-己基-1,2-二氢-4-羟基-2-氧代-3-喹啉基)羰基]氨基]苯甲酸丙酯
  参考文献：
  名称：

  Design, synthesis and biological characterization of a new class of osteogenic (1H)-quinolone derivatives

  摘要：

  Smoothened (Smo) is the signal transducer of the Hedgehog (Hh) pathway and its stimulation is considered a potential powerful tool in regenerative medicine to treat severe tissue injuries. Starting from GSA-10, a recently reported Hh activator acting on Smo, we have designed and synthesized a new class of quinolone-based compounds. Modification and decoration of three different portions of the original scaffold led to compounds able to induce differentiation of multipotent mesenchymal cells into osteoblasts. The submicromolar activity of several of these new quinolones (0.4-0.9 mu M) is comparable to or better than that of SAG and purmorphamine, two reference Smo agonists. Structure-activity relationships allow identification of several molecular determinants important for the activity of these compounds. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.05.062

文献信息

• Quinolinone Derivatives
  申请人：Ruat Martial

  公开号：US20130267559A1

  公开（公告）日：2013-10-10

  The present invention relates to compounds which are quinolinone derivatives of general formula (I) capable of modulating the activity, in particular of inducing the differentiation, of stem and progenitor cells; these compounds are of use in the treatment of disorders related to a stem differentiation defect; the invention also relates to novel compounds among these quinolinone derivatives and to pharmaceutical compositions containing the same.

  本发明涉及一种通式(I)的喹啉酮衍生物化合物，能够调节干细胞和祖细胞的活性，特别是诱导其分化，这些化合物可用于治疗与干细胞分化缺陷有关的疾病；本发明还涉及这些喹啉酮衍生物中的新化合物以及含有它们的药物组合物。
• Use Of Quinolinone Derivatives As A Research Tool
  申请人：Ruat Martial

  公开号：US20130236912A1

  公开（公告）日：2013-09-12

  The present invention relates to the use of quinolinone derivatives of general formula (I), ligands of the Smo receptor or of related receptors which target a binding site of the receptor which is different from the known ligand binding sites, as research tools for identifying modulators of the Smo receptor or of related receptors, characterizing the Hedgehog signalling pathway and diagnosis; the invention also relates to kits containing said derivatives of general formula (I).

  本发明涉及通式（I）的喹啉酮衍生物的使用，这些衍生物是Smo受体或相关受体的配体，其靶向受体的结合位点不同于已知的配体结合位点，作为研究工具用于鉴定Smo受体或相关受体的调节剂，表征Hedgehog信号通路和诊断；本发明还涉及包含上述通式（I）的衍生物的试剂盒。
• CELL AGGREGATION INCLUDING OLFACTORY NEURON OR PRECURSOR CELL THEREOF, AND METHOD FOR PRODUCING SAME
  申请人：SUMITOMO CHEMICAL COMPANY LIMITED

  公开号：EP3842527A1

  公开（公告）日：2021-06-30

  A method for producing a cell cluster including an olfactory receptor neuron or a precursor cell thereof, comprising the following steps (1) to (3): step (1) of suspension-culturing a pluripotent stem cell in the presence of a Wnt signaling pathway inhibitory substance to form a cell aggregate; step (2) of suspension-culturing the cell aggregate obtained in the step (1) in the presence of a BMP signaling pathway-activating substance; and step (3) of suspension-culturing the cell aggregate obtained in the step (2) to obtain the cell cluster, wherein step (3) comprises at least one step selected from the group consisting of: step (3a) of suspension-culturing in the presence of an FGF signaling pathway-activating substance; step (3b) of suspension-culturing in the presence of a BMP signaling pathway inhibitory substance; and step (3c) of culturing in the presence of an FGF signaling pathway-activating substance and a BMP signaling pathway inhibitory substance.

  一种生产包括嗅觉受体神经元或其前体细胞的细胞团的方法，包括以下步骤(1)至(3)：步骤(1)在Wnt信号通路抑制物质存在下悬浮培养多能干细胞以形成细胞聚集体；步骤(2)在BMP信号通路激活物质存在下悬浮培养步骤(1)中获得的细胞聚集体；以及步骤(3)悬浮培养步骤(2)中获得的细胞聚集体以获得细胞簇，其中步骤(3)包括至少一个选自由以下组成的组的步骤：在 FGF 信号通路激活物质存在下进行悬浮培养的步骤(3a)； 在 BMP 信号通路抑制物质存在下进行悬浮培养的步骤(3b)；以及 在 FGF 信号通路激活物质和 BMP 信号通路抑制物质存在下进行培养的步骤(3c)。
• Treatment of demyelinating diseases
  申请人：M ET P PHARMA AG

  公开号：US10596181B2

  公开（公告）日：2020-03-24

  Described herein are methods of promoting remyelination in a subject suffering from demyelination diseases by administering to the subject a combination of steroid hormones and Hedgehog signaling pathway modulators. Also described are methods of administering the combination of drugs, wherein the combination of drugs are in compositions adapted for nasal administration.

  本文描述了通过对患有脱髓鞘疾病的受试者施用类固醇激素和刺猬信号通路调节剂的组合药物来促进其脱髓鞘再形成的方法。还描述了施用药物组合的方法，其中药物组合为适于鼻腔给药的组合物。
• DÉRIVÉS DE QUINOLINONE ET UTILISATION POUR TRAITER LES MALADIES CAUSÉES PAR LE DÉRÈGLEMENT DE LA FONCTION DES OSTÉOBLASTES
  申请人：Centre National de la Recherche Scientifique

  公开号：EP2640388B1

  公开（公告）日：2017-10-11