2-cyano-N-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-acetamide | 862179-79-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-cyano-N-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-acetamide
• 英文别名: 2-cyano-N-(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)acetamide
• CAS: 862179-79-1
• 化学式: C₆H₆N₄OS₂
• 分子量: 214.272
• InChiKey: HXWNBJHXUQYGDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  132
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-cyano-N-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-acetamide 、 4-((2,4-bis(trifluoromethyl)benzyl)oxy)-3-methoxybenzaldehyde 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 (E)-3-[4-(2,4-Bis-trifluoromethyl-benzyloxy)-3-methoxy-phenyl]-2-cyano-N-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-acrylamide
  参考文献：
  名称：

  Identification of a Selective Inverse Agonist for the Orphan Nuclear Receptor Estrogen-Related Receptor α

  摘要：

  The estrogen-related receptor alpha (ERRalpha) is an orphan receptor belonging to the nuclear receptor superfamily. The physiological role of ERRalpha has yet to be established primarily because of lack of a natural ligand. Herein, we describe the discovery of the first potent and selective inverse agonist of ERRalpha. Through in vitro and in vivo studies, these ligands will elucidate the endocrine signaling pathways mediated by ERRalpha. including association with human disease states.

  DOI：

  10.1021/jm049334f
• 作为产物：
  描述：

  2-氨基-5-甲基硫代-1,3,4-噻二唑 、 氰乙酸乙酯 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 2-cyano-N-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-acetamide
  参考文献：
  名称：

  Identification of a Selective Inverse Agonist for the Orphan Nuclear Receptor Estrogen-Related Receptor α

  摘要：

  The estrogen-related receptor alpha (ERRalpha) is an orphan receptor belonging to the nuclear receptor superfamily. The physiological role of ERRalpha has yet to be established primarily because of lack of a natural ligand. Herein, we describe the discovery of the first potent and selective inverse agonist of ERRalpha. Through in vitro and in vivo studies, these ligands will elucidate the endocrine signaling pathways mediated by ERRalpha. including association with human disease states.

  DOI：

  10.1021/jm049334f

文献信息

• [EN] 3-PHENYL-N- ((1, 3, 4) THIADIAZOL-2-YL) -ACRYLAMIDE DERIVATIVES AND RELATED COMPOUNDS AS MODULATORS OF ESTROGEN-RELATED RECEPTORS FOR THE TREATMENT OF E.G. CANCER, RHEUMATOID ARTHRITIS OR NEUROLOGICAL DISORDERS<br/>[FR] DERIVES DE 3-PHENYL-N- ((1, 3, 4) THIADIAZOL-2-YL) -ACRYLAMIDE ET COMPOSES APPARENTES UTILES COMME MODULATEURS DES RECEPTEURS LIES A L'OESTROGENE DANS LE TRAITEMENT DU CANCER, DE L'ARTHRITE RHUMATOIDE OU DE TROUBLES NEUROLOGIQUES
  申请人：X CEPTOR THERAPEUTICS INC

  公开号：WO2005072731A1

  公开（公告）日：2005-08-11

  Compounds of formula (I) are provided as well as compositions and methods of using compounds of formula (I) for modulating the activity of the estrogen-related receptors and for the treatment, prevention, or amelioration of one or more symptoms of disease or disorder related to the activity of the estrogen-related receptor. Considering the wide range of activity of the nuclear hormone receptor ERRα, the compounds described herein which are capable of modulating ERRα activity, are useful for treating a range of disease states including cancer, diabetes, obesity, hyperlipidermia, arthritis, atherosclerosis, osteoporosis, anxiety, depression, Parkinson’s disease and Alzheimer’s disease. Formula (I). The substituents are defined in the claims.

  提供了化学式（I）的化合物，以及使用化学式（I）的化合物调节雌激素相关受体活性的组合物和方法，用于治疗、预防或改善与雌激素相关受体活性有关的一种或多种疾病或紊乱的症状。考虑到核激素受体ERRα的广泛活性范围，本文描述的能够调节ERRα活性的化合物，可用于治疗包括癌症、糖尿病、肥胖、高脂血症、关节炎、动脉粥样硬化、骨质疏松症、焦虑、抑郁症、帕金森病和阿尔茨海默病在内的一系列疾病状态。化学式（I）。取代基在权利要求中有定义。
• Identification of a Selective Inverse Agonist for the Orphan Nuclear Receptor Estrogen-Related Receptor α
  作者：Brett B. Busch、William C. Stevens,、Richard Martin、Peter Ordentlich、Sihong Zhou、Douglas W. Sapp、Robert A. Horlick、Raju Mohan

  DOI：10.1021/jm049334f

  日期：2004.11.1

  The estrogen-related receptor alpha (ERRalpha) is an orphan receptor belonging to the nuclear receptor superfamily. The physiological role of ERRalpha has yet to be established primarily because of lack of a natural ligand. Herein, we describe the discovery of the first potent and selective inverse agonist of ERRalpha. Through in vitro and in vivo studies, these ligands will elucidate the endocrine signaling pathways mediated by ERRalpha. including association with human disease states.