6-Chloro-3-cyclohexylamino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 6-Chloro-3-cyclohexylamino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide
• 英文别名: 6-chloro-N-cyclohexyl-1,1-dioxo-4H-thieno[3,2-e][1,2,4]thiadiazin-3-imine
• 化学式: C₁₁H₁₄ClN₃O₂S₂
• 分子量: 319.836
• InChiKey: WOZSCAGXGPSFHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(3-Amino-5-chloro-2-thienylsulfonyl)-N'-(cyclohexyl)thiourea 在 光气 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以0.65 g的产率得到6-Chloro-3-cyclohexylamino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide
  参考文献：
  名称：

  6-Chloro-3-alkylamino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-Dioxide Derivatives Potently and Selectively Activate ATP Sensitive Potassium Channels of Pancreatic β-Cells

  摘要：

  6-Chloro-3-alkylamino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide derivatives were synthesized and characterized as activators of adenosine 5'-triphosphate (ATP) sensitive potassium (K-ATP) channels in the beta-cells by measuring effects on membrane potential and insulin release in vitro. The effects on vascular tissue in vitro were measured on rat aorta and small mesenteric vessels. Selected compounds were characterized as competitive inhibitors of [H-3]glibenclamide binding to membranes of HEK293 cells expressing human SUR1/Kir6.2 and as potent inhibitors of insulin release in isolated rat islets. 6-Chloro-3-(1-methylcyclobutyl)amino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide (54) was found to bind and activate the SUR1/Kir6.2 KATP channels in the low nanomolar range and to be at least 1000 times more potent than the reference compound diazoxide with respect to inhibition of insulin release from rat islets. Several compounds, e.g., 3-propylamino- (30), 3-isopropylamino- (34), 3-(S)-sec-butylamino- (37), and 3-(1-methylcyclopropyl)amino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide (53), which were found to be potent and beta-cell selective activators of K-ATP channels in vitro, were found to inhibit insulin secretion in rats with minimal effects on blood pressure and to exhibit good oral pharmacokinetic properties.

  DOI：

  10.1021/jm0208121

文献信息

• Use of potassium channel agonists for the treatment of cancer
  申请人：——

  公开号：US20020028808A1

  公开（公告）日：2002-03-07

  The present invention relates to the use of potassium channel agonists for treating cancer, more particular the treatment and/or prevention of breast cancer and endometrial cancer. The present invention also embraces the use of the compounds of general formulas (I) and (Ia) in treating cancer and methods of using the compounds and their pharmaceutical compositions.

  本发明涉及使用钾通道激动剂治疗癌症，更具体地说是治疗和/或预防乳腺癌和子宫内膜癌。本发明还包括使用一般式(I)和(Ia)的化合物治疗癌症以及使用这些化合物及其药物组合物的方法。
• Use of potassium channel agonists for reducing fat food consumption
  申请人：——

  公开号：US20020035106A1

  公开（公告）日：2002-03-21

  The present invention relates to the use of potassium channel agonists for reducing or lowering the consumption of fat food. The present invention also embraces the use of the compounds of general formulas (I) and (Ia) in reducing or lowering the intake of fat food and methods of using the compounds and their pharmaceutical compositions.

  本发明涉及使用钾通道激动剂减少或降低脂肪食物的摄入量。本发明还包括通式（I）和（Ia）化合物在减少或降低脂肪食物摄入量方面的用途，以及使用这些化合物及其药物组合物的方法。
• Use of selective potassium channel openers
  申请人：——

  公开号：US20030125323A1

  公开（公告）日：2003-07-03

  The present invention relates to a use of SUR1/Kir6.2 selective potassium channel openers for the preparation of a pharmaceutical composition for the prevention or the treatment of diabetes, and for the treatment of hyperinsulinaemia and hyperandrogenism in women with Polycystic Ovary Syndrome (PCOS) as well as a pharmaceutical composition for use in the prevention or the treatment of diabetes, and in the treatment of hyperinsulinaemia and hyperandrogenism in women with Polycystic Ovary Syndrome.

  本发明涉及利用 SUR1/Kir6.2 选择性钾通道开放剂制备一种药物组合物，用于预防或治疗糖尿病，以及治疗多囊卵巢综合征（PCOS）女性患者的高胰岛素血症和高雄激素症，还涉及一种药物组合物，用于预防或治疗糖尿病，以及治疗多囊卵巢综合征女性患者的高胰岛素血症和高雄激素症。
• Combined use of a modulator of CD3 and a beta cell resting compound
  申请人：——

  公开号：US20030235583A1

  公开（公告）日：2003-12-25

  Methods and uses for the prevention and intervention of Type 1 diabetes and LADA comprising administration of a modulator of CD3 and a beta cell resting compound.

  预防和干预 1 型糖尿病和 LADA 的方法和用途，包括服用 CD3 调节剂和β细胞静止化合物。
• US6225310B1
  申请人：——

  公开号：US6225310B1

  公开（公告）日：2001-05-01