6-amino-4-ethyl-1H-quinolin-2-one | 328955-65-3

• 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: 6-amino-4-ethyl-1H-quinolin-2-one
• CAS: 328955-65-3
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: FJQVOMFPUSSAKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-amino-4-ethyl-1H-quinolin-2-one 、 三氟乙酸 在 sodium tetrahydroborate 作用下， 生成 6-[Bis(2,2,2-trifluoroethyl)amino]-4-ethyl-1,2-dihydroquinolin-2-one
  参考文献：
  名称：

  Novel selective androgen receptor modulators: SAR studies on 6-bisalkylamino-2-quinolinones

  摘要：

  A series of selective androgen receptor modulators (SARMs) with a wide spectrum of receptor modulating activities was developed based on optimization of the 4-substituted 6-bisalkylamino-2-quinolinones (3). Significance of the trifluoromethyl group on the side chains and its interactions with amino acid residues within the androgen receptor (AR) ligand binding domain are discussed. A representative analog (9) was tested orally in a rodent model of hypogonadism and demonstrated desirable tissue selectivity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.001
• 作为产物：
  描述：

  4-ethylquinolin-2(1H)-one 在 palladium on activated charcoal 硫酸 、 氢气 、 硝酸 作用下， 反应 0.33h， 生成 6-amino-4-ethyl-1H-quinolin-2-one
  参考文献：
  名称：

  Novel selective androgen receptor modulators: SAR studies on 6-bisalkylamino-2-quinolinones

  摘要：

  A series of selective androgen receptor modulators (SARMs) with a wide spectrum of receptor modulating activities was developed based on optimization of the 4-substituted 6-bisalkylamino-2-quinolinones (3). Significance of the trifluoromethyl group on the side chains and its interactions with amino acid residues within the androgen receptor (AR) ligand binding domain are discussed. A representative analog (9) was tested orally in a rodent model of hypogonadism and demonstrated desirable tissue selectivity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.001

文献信息

• [EN] COMPOUNDS ACTIVE TOWARDS BROMODOMAINS<br/>[FR] COMPOSÉS ACTIFS ENVERS DES BROMODOMAINES
  申请人：NUEVOLUTION AS

  公开号：WO2016016316A1

  公开（公告）日：2016-02-04

  Disclosed are compounds towards bromodomains, pharmaceutical compositions containing the compounds and use of the compounds in therapy.

  揭示了针对溴结构域的化合物，含有这些化合物的药物组合物以及这些化合物在治疗中的用途。
• Bicyclic androgen and progesterone receptor modulator compounds and methods
  申请人：Zhi Lin

  公开号：US20050288350A1

  公开（公告）日：2005-12-29

  The present invention is directed to compounds, pharmaceutical compositions, and methods for modulating processes mediated by AR and PR. More particularly, the invention relates to nonsteroidal compounds and compositions that are high affinity, high specificity agonists, partial agonists (i.e., partial activators and/or tissue-specific activators) and antagonists for AR and PR. Also provided are methods of making such compounds and pharmaceutical compositions, as well as critical intermediates used in their synthesis.

  本发明涉及化合物、制药组合物和调节由AR和PR介导的过程的方法。更具体地，本发明涉及非甾体化合物和组合物，它们是高亲和力、高特异性的AR和PR激动剂、部分激动剂（即部分激活剂和/或组织特异性激活剂）和拮抗剂。还提供了制备这些化合物和制药组合物的方法，以及在它们的合成中使用的关键中间体。
• Compounds active towards bromodomains
  申请人：NUEVOLUTION A/S

  公开号：US10752640B2

  公开（公告）日：2020-08-25

  Disclosed are compounds towards bromodomains, pharmaceutical compositions containing the compounds and use of the compounds in therapy.

  所公开的是针对溴化多聚酶的化合物、含有这些化合物的药物组合物以及这些化合物在治疗中的用途。
• BICYCLIC ANDROGEN AND PROGESTERONE RECEPTOR MODULATOR COMPOUNDS AND METHODS
  申请人：LIGAND PHARMACEUTICALS INCORPORATED

  公开号：EP1212303A2

  公开（公告）日：2002-06-12
• COMPOUNDS ACTIVE TOWARDS BROMODOMAINS
  申请人：Nuevolution A/S

  公开号：EP3174868A1

  公开（公告）日：2017-06-07