N-(2-(3-(4-methoxyphenyl)-7-(3-methylbenzylamino)-2-oxoquinoxalin-1(2H)-yl)ethyl)acetamide | 1071526-26-5

• 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-(2-(3-(4-methoxyphenyl)-7-(3-methylbenzylamino)-2-oxoquinoxalin-1(2H)-yl)ethyl)acetamide
• 英文别名: N-[2-[3-(4-methoxyphenyl)-7-[(3-methylphenyl)methylamino]-2-oxoquinoxalin-1-yl]ethyl]acetamide
• CAS: 1071526-26-5
• 化学式: C₂₇H₂₈N₄O₃
• 分子量: 456.544
• InChiKey: ZVDNSERVQXIYPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  83
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(2-(7-bromo-3-(4-methoxyphenyl)-2-oxoquinoxalin-1(2H)-yl)ethyl)acetamide 、 3-甲基苄胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 0.17h， 生成 N-(2-(3-(4-methoxyphenyl)-7-(3-methylbenzylamino)-2-oxoquinoxalin-1(2H)-yl)ethyl)acetamide
  参考文献：
  名称：

  Novel, potent, selective, and metabolically stable stearoyl-CoA desaturase (SCD) inhibitors

  摘要：

  We identified a series of structurally novel SCD (Delta 9 desaturase) inhibitors via high-throughput screening and follow-up SAR studies. Modi. cation of the central bicyclic scaffold has proven key to our potency optimization effort. The most potent analog (8g) had IC(50) value of 50 pM in a HEPG2 SCD assay and has been shown to be metabolically stable and selective against Delta 5 and Delta 6 desaturases. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.019

文献信息

• [EN] BICYCLIC NITROGEN CONTAINING HETEROCYCLIC COMPOUNDS FOR USE AS STEAROYL COA DESATURASE INHIBITORS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES BICYCLIQUES CONTENANT DE L'AZOTE POUR UNE UTILISATION EN TANT QU'INHIBITEURS DE LA STÉAROYL-COA DÉSATURASE
  申请人：CV THERAPEUTICS INC

  公开号：WO2009126123A1

  公开（公告）日：2009-10-15

  The present invention discloses bicyclic nitrogen-containing heterocyclic compounds for use as inhibitors of stearoyl-CoA desaturase. The compounds are useful in treating and/or preventing various human diseases, mediated by stearoyl-CoA desaturase (SCD) enzymes, especially diseases related to abnormal lipid levels, cardiovascular disease, diabetes, obesity, oily skin conditions, metabolic syndrome, and the like.

  本发明揭示了用作硬脂酰辅酶A去饱和酶抑制剂的双环氮杂环化合物。这些化合物在治疗和/或预防由硬脂酰辅酶A去饱和酶（SCD）酶介导的各种人类疾病方面非常有用，特别是与异常脂质水平、心血管疾病、糖尿病、肥胖、油性皮肤状况、代谢综合征等相关的疾病。
• Bicyclic Nitrogen-containing Heterocyclic compounds for use as Stearoyl CoA Desaturase inhibitors
  申请人：Koltun Dmitry

  公开号：US20080255130A1

  公开（公告）日：2008-10-16

  The present invention discloses bicyclic nitrogen-containing heterocyclic compounds for use as inhibitors of stearoyl-CoA desaturase. The compounds are useful in treating and/or preventing various human diseases, mediated by stearoyl-CoA desaturase (SCD) enzymes, especially diseases related to abnormal lipid levels, cardiovascular disease, diabetes, obesity, oily skin conditions, metabolic syndrome, and the like.

  本发明揭示了用作硬脂酰辅酶A去饱和酶抑制剂的双环氮杂环化合物。这些化合物在治疗和/或预防由硬脂酰辅酶A去饱和酶（SCD）酶介导的各种人类疾病方面非常有用，特别是与异常脂质水平、心血管疾病、糖尿病、肥胖、油性皮肤状况、代谢综合征等相关的疾病。
• BICYCLIC NITROGEN CONTAINING HETEROCYCLIC COMPOUNDS FOR USE AS STEAROYL COA DESATURASE INHIBITORS
  申请人：Gilead Sciences, Inc.

  公开号：EP2276748A1

  公开（公告）日：2011-01-26
• US7893066B2
  申请人：——

  公开号：US7893066B2

  公开（公告）日：2011-02-22
• Novel, potent, selective, and metabolically stable stearoyl-CoA desaturase (SCD) inhibitors
  作者：Dmitry O. Koltun、Eric Q. Parkhill、Natalya I. Vasilevich、Andrei I. Glushkov、Timur M. Zilbershtein、Alexei V. Ivanov、Andrew G. Cole、Ian Henderson、Nathan A. Zautke、Sandra A. Brunn、Nevena Mollova、Kwan Leung、Jeffrey W. Chisholm、Jeff Zablocki

  DOI：10.1016/j.bmcl.2009.02.019

  日期：2009.4

  We identified a series of structurally novel SCD (Delta 9 desaturase) inhibitors via high-throughput screening and follow-up SAR studies. Modi. cation of the central bicyclic scaffold has proven key to our potency optimization effort. The most potent analog (8g) had IC(50) value of 50 pM in a HEPG2 SCD assay and has been shown to be metabolically stable and selective against Delta 5 and Delta 6 desaturases. (C) 2009 Elsevier Ltd. All rights reserved.