2-(1-piperidinyl)-4-trifluoromethyloxazole-5-carboxylic acid | 1227934-71-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1-piperidinyl)-4-trifluoromethyloxazole-5-carboxylic acid
• 英文别名: 2-piperidin-1-yl-4-(trifluoromethyl)-1,3-oxazole-5-carboxylic acid
• CAS: 1227934-71-5
• 化学式: C₁₀H₁₁F₃N₂O₃
• 分子量: 264.204
• InChiKey: GSDNXGCHNWNELS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(1-piperidinyl)-4-trifluoromethyloxazole-5-carboxylic acid 在 盐酸 、 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-(6-(piperazin-1-yl)pyridin-3-yl)-2-(piperidin-1-yl)-4-(trifluoromethyl)oxazole-5-carboxamide
  参考文献：
  名称：

  Identification of 2-aminooxazole amides as acyl-CoA: Diacylglycerol acyltransferase 1 (DGAT1) inhibitors through scaffold hopping strategy

  摘要：

  A scaffold hopping strategy was successfully applied in discovering 2-aminooxazole amides as potent DGAT1 inhibitors for the treatment of dyslipidemia. Further optimization in potency and PK properties resulted in a lead series with oral in vivo efficacy in a mouse postprandial triglyceridemia (PPTG) assay. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.048
• 作为产物：
  描述：

  2-氨基-4-三氟甲基噁唑-5-羧酸乙酯 在 亚硝酸特丁酯 、 三氟甲苯 、 sodium hydroxide 、 copper(ll) bromide 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 生成 2-(1-piperidinyl)-4-trifluoromethyloxazole-5-carboxylic acid
  参考文献：
  名称：

  Identification of 2-aminooxazole amides as acyl-CoA: Diacylglycerol acyltransferase 1 (DGAT1) inhibitors through scaffold hopping strategy

  摘要：

  A scaffold hopping strategy was successfully applied in discovering 2-aminooxazole amides as potent DGAT1 inhibitors for the treatment of dyslipidemia. Further optimization in potency and PK properties resulted in a lead series with oral in vivo efficacy in a mouse postprandial triglyceridemia (PPTG) assay. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.048

文献信息

• INHIBITORS OF DIACYLGLYCEROL ACYLTRANSFERASE
  申请人：Ting Pauline C.

  公开号：US20110224137A1

  公开（公告）日：2011-09-15

  The present invention relates to novel heterocyclic compounds as diacylglycerol acyltransferase (“DGAT”) inhibitors, pharmaceutical compositions comprising the heterocyclic compounds and the use of the compounds for treating or preventing a cardiovascular disease, a metabolic disorder, obesity or an obesity-related disorder, diabetes, dyslipidemia, a diabetic complication, impaired glucose tolerance or impaired fasting glucose. An illustrative compound of the invention is shown below: formula (I).

  本发明涉及作为二酰基甘油酰基转移酶（“DGAT”）抑制剂的新型杂环化合物，包括所述杂环化合物的药物组合物以及利用这些化合物治疗或预防心血管疾病、代谢紊乱、肥胖或与肥胖相关的疾病、糖尿病、血脂异常、糖尿病并发症、糖耐量受损或空腹血糖受损的用途。本发明的一种示例化合物如下所示：式（I）。
• Inhibitors of diacylglycerol acyltransferase
  申请人：Ting Pauline C.

  公开号：US08716312B2

  公开（公告）日：2014-05-06

  The present invention relates to novel heterocyclic compounds as diacylglycerol acyltransferase (“DGAT”) inhibitors, pharmaceutical compositions comprising the heterocyclic compounds and the use of the compounds for treating or preventing a cardiovascular disease, a metabolic disorder, obesity or an obesity-related disorder, diabetes, dyslipidemia, a diabetic complication, impaired glucose tolerance or impaired fasting glucose. An illustrative compound of the invention is shown below:

  本发明涉及新型杂环化合物作为二酰基甘油酰基转移酶（“DGAT”）抑制剂，包括该杂环化合物的制药组合物以及使用该化合物治疗或预防心血管疾病、代谢紊乱、肥胖或肥胖相关疾病、糖尿病、血脂异常、糖尿病并发症、糖耐量受损或空腹血糖受损。本发明的一种示例化合物如下：
• [EN] INHIBITORS OF DIACYLGLYCEROL ACYLTRANSFERASE<br/>[FR] INHIBITEURS DE DIACYLGLYCÉROL ACYLTRANSFÉRASE
  申请人：SCHERING CORP

  公开号：WO2010059606A3

  公开（公告）日：2010-09-16
• US8716312B2
  申请人：——

  公开号：US8716312B2

  公开（公告）日：2014-05-06
• Identification of 2-aminooxazole amides as acyl-CoA: Diacylglycerol acyltransferase 1 (DGAT1) inhibitors through scaffold hopping strategy
  作者：Hyunjin M. Kim、Michelle D. Smith、Jae-Hun Kim、Mary Ann Caplen、Tin Yau Chan、Brian A. McKittrick、John A. Cook、Margaret van Heek、Jean Lachowicz

  DOI：10.1016/j.bmcl.2013.09.048

  日期：2013.12

  A scaffold hopping strategy was successfully applied in discovering 2-aminooxazole amides as potent DGAT1 inhibitors for the treatment of dyslipidemia. Further optimization in potency and PK properties resulted in a lead series with oral in vivo efficacy in a mouse postprandial triglyceridemia (PPTG) assay. (C) 2013 Elsevier Ltd. All rights reserved.