4-(4-((1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)cyclohex-3-enecarboxyilc acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-((1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)cyclohex-3-enecarboxyilc acid
• 英文别名: 4-(4-((1-(5-ethylpyrimidin2-yl)piperidin-4-yl)methoxy)phenyl)cyclohex-3-enecarboxylic acid；4-[4-[[1-(5-Ethylpyrimidin-2-yl)piperidin-4-yl]methoxy]phenyl]cyclohex-3-ene-1-carboxylic acid；4-[4-[[1-(5-ethylpyrimidin-2-yl)piperidin-4-yl]methoxy]phenyl]cyclohex-3-ene-1-carboxylic acid
• 化学式: C₂₅H₃₁N₃O₃
• 分子量: 421.539
• InChiKey: BYNYCIHGKHPLRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  D-氨基丙醇 、 4-(4-((1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)cyclohex-3-enecarboxyilc acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.17h， 以82%的产率得到4-(4-((1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)-N-((R)-1-hydroxypropan-2-yl)cyclohex-3-enecarboxamide
  参考文献：
  名称：

  [EN] CYCLOHEXENE DERIVATIVE, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR PREVENTING OR TREATING METABOLIC DISEASE COMPRISING THE SAME AS ACTIVE INGREDIENT
  [FR] DÉRIVÉ DE CYCLOHEXÈNE, SON PROCÉDÉ DE PRÉPARATION ET COMPOSITION PHARMACEUTIQUE POUR PRÉVENIR OU TRAITER UNE MALADIE MÉTABOLIQUE, CONTENANT LEDIT DÉRIVÉ COMME PRINCIPE ACTIF

  摘要：

  本发明涉及：一种环己烯衍生物；其制备方法；以及一种包含该衍生物作为活性成分的用于预防或治疗代谢疾病的药物组合物。根据本发明的环己烯衍生物通过激活G蛋白偶联受体119（GPR-119）增加了细胞内环状腺苷一磷酸（cAMP）的活性，并通过诱导释放神经内分泌蛋白胰高血糖素样肽-1（GLP-1），同时表现出减肥和降糖效果，因此可作为预防或治疗诸如肥胖、1型糖尿病、2型糖尿病、葡萄糖耐量不足、胰岛素抵抗、高血糖、高脂血症、高甘油三酯血症、高胆固醇血症、血脂异常和综合征X等代谢疾病的药物组合物。

  公开号：

  WO2017078352A1

文献信息

• [EN] CYCLOHEXENE DERIVATIVE, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR PREVENTING OR TREATING METABOLIC DISEASE COMPRISING THE SAME AS ACTIVE INGREDIENT<br/>[FR] DÉRIVÉ DE CYCLOHEXÈNE, SON PROCÉDÉ DE PRÉPARATION ET COMPOSITION PHARMACEUTIQUE POUR PRÉVENIR OU TRAITER UNE MALADIE MÉTABOLIQUE, CONTENANT LEDIT DÉRIVÉ COMME PRINCIPE ACTIF
  申请人：HYUNDAI PHARM CO LTD

  公开号：WO2017078352A1

  公开（公告）日：2017-05-11

  The present invention relates to: a cyclohexene derivative; a preparation method thereof; and a pharmaceutical composition for preventing or treating metabolic disease comprising the same as an active ingredient. The cyclohexene derivative according to the present invention increases the intracellular activity of cyclic adenosine monophosphate (cAMP) by activating G protein-coupled receptor 119 (GPR-119) and simultaneously exhibits weight loss and hypoglycemic effects by inducing the release of glucagon-like peptide-1 (GLP-1), which is a neuroendocrine protein, and thus can be useful as a pharmaceutical composition for preventing or treating metabolic diseases such as obesity, type 1 diabetes, type 2 diabetes, inadequate glucose tolerance, insulin resistance, hyperglycemia, hyperlipidemia, hypertriglyceridemia, hypercholesterolemia, dyslipidemia and syndrome X.

  本发明涉及：一种环己烯衍生物；其制备方法；以及一种包含该衍生物作为活性成分的用于预防或治疗代谢疾病的药物组合物。根据本发明的环己烯衍生物通过激活G蛋白偶联受体119（GPR-119）增加了细胞内环状腺苷一磷酸（cAMP）的活性，并通过诱导释放神经内分泌蛋白胰高血糖素样肽-1（GLP-1），同时表现出减肥和降糖效果，因此可作为预防或治疗诸如肥胖、1型糖尿病、2型糖尿病、葡萄糖耐量不足、胰岛素抵抗、高血糖、高脂血症、高甘油三酯血症、高胆固醇血症、血脂异常和综合征X等代谢疾病的药物组合物。
• Cyclohexene derivative, preparation method thereof, and pharmaceutical composition for preventing or treating metabolic disease comprising the same as active ingredient
  申请人：Hyundai Pharm Co., Ltd.

  公开号：US10723699B2

  公开（公告）日：2020-07-28

  The present invention relates to a cyclohexene derivative, a preparation method thereof, and a pharmaceutical composition for preventing or treating metabolic disease containing the cyclohexene derivative as an active ingredient. The cyclohexene derivative according to the present invention increases the intracellular activity of cyclic adenosine monophosphate (cAMP) by activating G protein-coupled receptor 119 (GPR-119) and simultaneously exhibits weight loss and hypoglycemic effects by inducing the release of glucagon-like peptide-1 (GLP-1), which is a neuroendocrine protein, and thus can be useful as a pharmaceutical composition for preventing or treating metabolic diseases such as obesity, type 1 diabetes, type 2 diabetes, inadequate glucose tolerance, insulin resistance, hyperglycemia, hyperlipidemia, hypertriglyceridemia, hypercholesterolemia, dyslipidemia and syndrome X.

  本发明涉及一种环己烯衍生物、其制备方法以及一种含有该环己烯衍生物作为活性成分的预防或治疗代谢性疾病的药物组合物。根据本发明的环己烯衍生物通过激活 G 蛋白偶联受体 119（GPR-119）来增加细胞内环磷酸腺苷（cAMP）的活性，同时通过诱导胰高血糖素样肽-1（GLP-1）的释放来表现出减肥和降血糖的效果、GLP-1 是一种神经内分泌蛋白，因此可作为药物组合物用于预防或治疗代谢性疾病，如肥胖、1 型糖尿病、2 型糖尿病、糖耐量不足、胰岛素抵抗、高血糖、高脂血症、高甘油三酯血症、高胆固醇血症、血脂异常和 X 综合征。
• CYCLOHEXENE DERIVATIVE, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR PREVENTING OR TREATING METABOLIC DISEASE COMPRISING THE SAME AS ACTIVE INGREDIENT
  申请人：Hyundai Pharm Co., Ltd.

  公开号：US20180318274A1

  公开（公告）日：2018-11-08

  The present invention relates to a cyclohexene derivative, a preparation method thereof, and a pharmaceutical composition for preventing or treating metabolic disease containing the cyclohexene derivative as an active ingredient. The cyclohexene derivative according to the present invention increases the intracellular activity of cyclic adenosine monophosphate (cAMP) by activating G protein-coupled receptor 119 (GPR-119) and simultaneously exhibits weight loss and hypoglycemic effects by inducing the release of glucagon-like peptide-1 (GLP-1), which is a neuroendocrine protein, and thus can be useful as a pharmaceutical composition for preventing or treating metabolic diseases such as obesity, type 1 diabetes, type 2 diabetes, inadequate glucose tolerance, insulin resistance, hyperglycemia, hyperlipidemia, hypertriglyceridemia, hypercholesterolemia, dyslipidemia and syndrome X.
• US9758527B2
  申请人：——

  公开号：US9758527B2

  公开（公告）日：2017-09-12
• CYCLOHEXENE DERIVATIVE, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION FOR PREVENTING OR TREATING METABOLIC DISEASES, CONTAINING SAME AS ACTIVE INGREDIENT
  申请人：Hyundai Pharm Co., Ltd.

  公开号：EP3138834B1

  公开（公告）日：2020-03-04