2-cyclopentyl-6-hydroxy-3,4-dihydroisoquinolin-1-one | 1260224-83-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-cyclopentyl-6-hydroxy-3,4-dihydroisoquinolin-1-one
• 英文别名: 2-cyclopentyl-6-hydroxy-3,4-dihydroisoquinolin-1(2H)-one
• CAS: 1260224-83-6
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: YYQISFSEFIBCMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-cyclopentyl-6-hydroxy-3,4-dihydroisoquinolin-1-one 在 盐酸 、 caesium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 6-[(E)-2-(aminomethyl)-3-fluoroallyloxy]-2-cyclopentyl-3,4-dihydroisoquinolin-1-one hydrochloride
  参考文献：
  名称：

  AMINE COMPOUND FOR INHIBITING SSAO / VAP-1 AND USE THEREOF

  摘要：

  一种氨基化合物，用作半羧酸敏感性氨基氧化酶（SSAO）和/或血管粘附蛋白-1（VAP-1）抑制剂，一种药物组合物，以及其在药物中的应用，可用于治疗炎症和/或与炎症相关的疾病，糖尿病和/或与糖尿病相关的疾病，精神障碍，缺血性疾病，血管疾病，纤维化或组织移植排斥。

  公开号：

  US20200377461A1
• 作为产物：
  描述：

  methyl cyclopentyl(3-methoxyphenethyl)carbamate 在 四磷十氧化物 、 三溴化硼 、 三氯氧磷 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 2-cyclopentyl-6-hydroxy-3,4-dihydroisoquinolin-1-one
  参考文献：
  名称：

  Design and Synthesis of an Orally Active Metabotropic Glutamate Receptor Subtype-2 (mGluR2) Positive Allosteric Modulator (PAM) That Decreases Cocaine Self-Administration in Rats

  摘要：

  The modification of 3'((2-cyclopentyl-6,7-dimethyl-1-oxo-2,3-dihydro-1 H-inden-5-yloxy)methyl)biphenyl 4-carboxylic acid (BINA, 1) by incorporating heteroatoms into the structure and replacing the cyclopentyl moiety led to the development of new mGluR2 positive allosteric modulators (PAMs) with optimized potency and superior druglike properties These analogues are more potent than 1 in vitro and are highly selective for mGluR2 vs other mGluR subtypes They have significantly improved pharmacokinetic (PK) properties, with excellent oral bioavailability and brain penetration The benzisothiazol-3-one derivative 14 decreased cocaine self-administration in rats, providing proof-of-concept for the use of mGluR2 PAMs for the treatment of cocaine dependence

  DOI：

  10.1021/jm1012165

文献信息

• POSITIVE ALLOSTERIC MODULATORS OF GROUP II MGLURS
  申请人：Cosford Nicholas D. P.

  公开号：US20120071503A1

  公开（公告）日：2012-03-22

  The disclosure provides compounds and compositions, and methods of using these compounds and compositions, as positive allosteric modulators of the metabotropic glutamate subtype 2 (mGlu2) receptor, and for treating CNS disorders associated with the mGlu2 receptor including schizophrenia, anxiety, addiction, e.g. cocaine addiction, nicotine addiction, and the like.

  本公开提供化合物和组合物，以及使用这些化合物和组合物的方法，作为代谢型谷氨酸亚型2（mGlu2）受体的正向变构调节剂，并用于治疗与mGlu2受体相关的中枢神经系统疾病，包括精神分裂症、焦虑症、成瘾等，例如可卡因成瘾、尼古丁成瘾等。
• Positive allosteric modulators of group II mGluRs
  申请人：Cosford Nicholas D. P.

  公开号：US08748632B2

  公开（公告）日：2014-06-10

  The disclosure provides compounds and compositions, and methods of using these compounds and compositions, as positive allosteric modulators of the metabotropic glutamate subtype 2 (mGlu2) receptor, and for treating CNS disorders associated with the mGlu2 receptor including schizophrenia, anxiety, addiction, e.g. cocaine addiction, nicotine addiction, and the like.

  该披露提供了化合物和组合物，以及使用这些化合物和组合物的方法，作为代谢型谷氨酸亚型2（mGlu2）受体的正向变构调节剂，并用于治疗与mGlu2受体相关的中枢神经系统疾病，包括精神分裂症、焦虑、成瘾，例如可卡因成瘾、尼古丁成瘾等。
• Amine compound for inhibiting SSAO/VAP-1 and use thereof
  申请人：SUNSHINE LAKE PHARMA CO., LTD.

  公开号：US11396495B2

  公开（公告）日：2022-07-26

  An amine compound serving as a semicarbazide-sensitive amine oxidase (SSAO) and/or vascular adhesion protein-1 (VAP-1) inhibitor, a pharmaceutical composition, and an application thereof in medicines that can be used for treating inflammation and/or inflammation related diseases, diabetes and/or a disease related diabetes, psychiatric disorder, ischemic disease, vascular disease, fibrosis, or tissue transplant rejection.

  一种可作为半咔嗪敏感胺氧化酶（SSAO）和/或血管粘附蛋白-1（VAP-1）抑制剂的胺化合物、一种药物组合物及其在药物中的应用，可用于治疗炎症和/或炎症相关疾病、糖尿病和/或糖尿病相关疾病、精神疾病、缺血性疾病、血管疾病、纤维化或组织移植排斥反应。
• US8748632B2
  申请人：——

  公开号：US8748632B2

  公开（公告）日：2014-06-10
• [EN] POSITIVE ALLOSTERIC MODULATORS OF GROUP II MGLURS<br/>[FR] MODULATEURS ALLOSTÉRIQUES POSITIFS DE MGLURS DE TYPE 2
  申请人：SANFORD BURNHAM MED RES INST

  公开号：WO2011116356A2

  公开（公告）日：2011-09-22

  The disclosure provides compounds and compositions, and methods of using these compounds and compositions, as positive ailosteric modulators of the melabotropic glutamatc subtype 2 (mGlu2) receptor, and for treating CNS disorders associated with the mGlu2 receptor including schizophrenia, anxiety, addiction, e.g. cocaine addiction, nicotine addiction, and the like.