tert-butyl 4-oxo-7-(pyrrolidin-1-yl)-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate | 1051383-17-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: tert-butyl 4-oxo-7-(pyrrolidin-1-yl)-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate
• 英文别名: tert-butyl 4-oxo-7-pyrrolidin-1-ylspiro[3H-chromene-2,4'-piperidine]-1'-carboxylate
• CAS: 1051383-17-5
• 化学式: C₂₂H₃₀N₂O₄
• 分子量: 386.491
• InChiKey: HXDQXULXOKXWPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-oxo-7-(pyrrolidin-1-yl)-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate 在 盐酸 作用下， 以 乙腈 为溶剂， 生成 7-(pyrrolidin-1-yl)spiro[chromene-2,4'-piperidin]-4(3H)-one dihydrochloride
  参考文献：
  名称：

  Synthesis of spiro[chroman-2,4′-piperidin]-4-one derivatives as acetyl-CoA carboxylase inhibitors

  摘要：

  Various spiro[chroman-2,4'-piperidin]-4-one derivatives (38a-m and 43a-j) have been designed, synthesized and evaluated for in vitro acetyl-CoA carboxylase (ACC) inhibitory activity. Several compounds have shown ACC inhibitory activity in low nanomolar range. Compound 38j reduced the respiratory quotient (RQ) in C57BL/6J mice indicating increase in whole body fat oxidation even in the presence of high carbohydrate diet. Structure-activity relationship (SAR) has been discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.099
• 作为产物：
  描述：

  四氢吡咯 、 N-Boc-7-溴-4-氧代-3,4-二氢-1H-螺[色烯-2,4-哌啶] 生成 tert-butyl 4-oxo-7-(pyrrolidin-1-yl)-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate
  参考文献：
  名称：

  Synthesis of spiro[chroman-2,4′-piperidin]-4-one derivatives as acetyl-CoA carboxylase inhibitors

  摘要：

  Various spiro[chroman-2,4'-piperidin]-4-one derivatives (38a-m and 43a-j) have been designed, synthesized and evaluated for in vitro acetyl-CoA carboxylase (ACC) inhibitory activity. Several compounds have shown ACC inhibitory activity in low nanomolar range. Compound 38j reduced the respiratory quotient (RQ) in C57BL/6J mice indicating increase in whole body fat oxidation even in the presence of high carbohydrate diet. Structure-activity relationship (SAR) has been discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.099
• 作为试剂：
  描述：

  4-氟-2-羟基苯乙酮 、 N-叔丁氧羰基-4-哌啶酮 、 四氢吡咯 在 甲醇 、 乙酸乙酯 、 盐酸 、 Brine 、 Sodium sulfate-III 、 hexanes 、 tert-butyl 4-oxo-7-(pyrrolidin-1-yl)-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate 作用下， 以 甲醇 、 hexanes 为溶剂， 反应 2.55h， 以to give tert-butyl 7-fluoro-4-oxo-spiro[chromane-2,4′-piperidine]-1′-carboxylate (2.7 g, 21%) as a light yellow solid的产率得到tert-butyl 7-fluoro-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
  参考文献：
  名称：

  BENZOXAZINES AS MODULATORS OF ION CHANNELS

  摘要：

  本发明涉及苯并噁唑，其可用作离子通道的抑制剂。本发明还提供了包含本发明化合物的药学上可接受的组合物，并提供了使用这些组合物治疗各种疾病的方法。

  公开号：

  US20140309220A1

文献信息

• HETEROCYCLIC COMPOUND
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2123652A1

  公开（公告）日：2009-11-25

  The present invention provides a compound having an ACC inhibitory action, which is useful for the prophylaxis or treatment of obesity, diabetes, hypertension, hyperlipidemia, cardiac failure, diabetic complications, metabolic syndrome, sarcopenia, cancer and the like, and has superior efficacy. The present invention provides a compound represented by the formula (I): wherein each symbol is as in the specification, or a salt thereof.

  本发明提供了一种具有ACC抑制作用的化合物，该化合物用于预防或治疗肥胖、糖尿病、高血压、高脂血症、心力衰竭、糖尿病并发症、代谢综合征、肌肉减少症、癌症等疾病，并具有优异的疗效。 本发明提供了一种由公式（I）表示的化合物： 其中每个符号如说明书所述，或其盐。
• [EN] HETEROCYCLIC CHROMENE-SPIROCYCLIC PIPERIDINE AMIDES AS MODULATORS OF ION CHANNELS<br/>[FR] AMIDES DE CHROMÈNE HÉTÉROCYCLIQUE-PIPÉRIDINE SPIROCYCLIQUE UTILES COMME MODULATEURS DES CANAUX IONIQUES
  申请人：VERTEX PHARMA

  公开号：WO2011140425A1

  公开（公告）日：2011-11-10

  The invention relates to heterocyclic chromene-spirocyclic piperidine amides useful as inhibitors of ion channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及杂环色烯-螺环哌啶酰胺，用作离子通道的抑制剂。本发明还提供了包含本发明化合物的药用可接受组合物，以及使用这些组合物治疗各种疾病的方法。
• [EN] BENZOXAZINES AS MODULATORS OF ION CHANNELS<br/>[FR] BENZOXAZINES COMME MODULATEURS DES CANAUX IONIQUES
  申请人：VERTEX PHARMA

  公开号：WO2013067248A1

  公开（公告）日：2013-05-10

  The invention relates to benzoxazines useful as inhibitors of ion channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及可用作离子通道抑制剂的苯并噁嗪。本发明还提供了包含本发明化合物的药用可接受组合物，以及使用这些组合物治疗各种疾病的方法。
• HETEROCYCLIC CHROMENE-SPIROCYCLIC PIPERIDINE AMIDES AS MODULATORS OF ION CHANNELS
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：EP2595989A1

  公开（公告）日：2013-05-29
• Synthesis of spiro[chroman-2,4′-piperidin]-4-one derivatives as acetyl-CoA carboxylase inhibitors
  作者：Pundlik Shinde、Sanjay K. Srivastava、Rajendra Odedara、Davinder Tuli、Siralee Munshi、Jitendra Patel、Shitalkumar P. Zambad、Rajesh Sonawane、Ramesh C. Gupta、Vijay Chauthaiwale、Chaitanya Dutt

  DOI：10.1016/j.bmcl.2008.11.099

  日期：2009.2

  Various spiro[chroman-2,4'-piperidin]-4-one derivatives (38a-m and 43a-j) have been designed, synthesized and evaluated for in vitro acetyl-CoA carboxylase (ACC) inhibitory activity. Several compounds have shown ACC inhibitory activity in low nanomolar range. Compound 38j reduced the respiratory quotient (RQ) in C57BL/6J mice indicating increase in whole body fat oxidation even in the presence of high carbohydrate diet. Structure-activity relationship (SAR) has been discussed. (C) 2008 Elsevier Ltd. All rights reserved.