N-<(4-aminopyrid-3-yl)sulfonyl>cyclopentanecarboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-<(4-aminopyrid-3-yl)sulfonyl>cyclopentanecarboxamide
• 英文别名: 4-amino-3-cyclopentylcarbonylaminosulfonylpyridine；N-(4-aminopyridin-3-yl)sulfonylcyclopentanecarboxamide
• 化学式: C₁₁H₁₅N₃O₃S
• 分子量: 269.324
• InChiKey: AQRRABLWLDWJOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-<(4-aminopyrid-3-yl)sulfonyl>cyclopentanecarboxamide 在 水 作用下， 以 N,N-二甲基甲酰胺 、 三氯氧磷 为溶剂， 反应 3.0h， 生成 3-CYCLOPENTYL-4H-PYRIDO[4,3-e] [1,2,4]THIADIAZINE 1,1-DIOXIDE
  参考文献：
  名称：

  Pyridothiadiazines

  摘要：

  本发明涉及一种选择自公式（I）的化合物：##STR1## 其中A，R.sub.1，R.sub.2和R.sub.4如所述定义，并且包含该化合物的药物制剂，对于治疗与谷氨酸能神经递质功能障碍相关的病理学有用。

  公开号：

  US05459138A1
• 作为产物：
  描述：

  4-氨基吡啶-3-磺酰胺 在 sodium hydroxide 、 三氯氧磷 作用下， 反应 2.17h， 生成 N-<(4-aminopyrid-3-yl)sulfonyl>cyclopentanecarboxamide
  参考文献：
  名称：

  3- and 4-Substituted 4H-Pyrido[4,3-e]-1,2,4-thiadiazine 1,1-Dioxides as Potassium Channel Openers:  Synthesis, Pharmacological Evaluation, and Structure−Activity Relationships

  摘要：

  4-N-Subsituted and -unsubstituted 3-alkyl- and 3-(alkylamino)-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxides were synthesized and tested vs diazoxide and selected 3-alkyl- and 3-(alkylamino)-7-chloro-4H-1,2,4-benzothiadiazine 1,1-dioxides as potassium channel openers on pancreatic and vascular tissues. Several 4-N-unsubstituted 3-(alkylamino)pyridothiadiazines and some 3-(alkylamino)-7-chlorobenzothiadiazines were found to be more potent than diazoxide for the inhibition of the insulin-releasing process. Moreover, the 3-(alkylamino)pyridothiadiazines appeared to be more selective for the pancreatic than for the vascular tissue. By means of the pharmacological results obtained on pancreatic B-cells, structure-activity relationships were deduced and a pharmacophoric model for the interaction of these drugs with their receptor site associated to the pancreatic K-ATP channel was proposed. According to their selectivity for the B-cell (endocrine tissue) vs the vascular (smooth muscle tissue) ionic channel, selected 3-(alkylamino)-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxides may serve as pharmacological tools in studying the K-ATP channels (''pancreatic-like'' K-ATP channels) in other tissues.

  DOI：

  10.1021/jm9500582

文献信息

• Pyridothiadiazines
  申请人：Adir et Compagnie

  公开号：US05459138A1

  公开（公告）日：1995-10-17

  The invention relates to a compound selected from those of formula (I): ##STR1## in which A, R.sub.1, R.sub.2 and R.sub.4 are as defined in the description, and medicinal products containing the same which is useful for treating a pathology related to dysfunctioning of glutamatergic neurotransmission.

  该发明涉及一种选择自式(I)的化合物：##STR1##其中A、R.sub.1、R.sub.2和R.sub.4如描述中所定义，并且包含该化合物的药物产品，用于治疗与谷氨酸能神经传递功能障碍相关的病理。
• US5459138A
  申请人：——

  公开号：US5459138A

  公开（公告）日：1995-10-17
• 3- and 4-Substituted 4<i>H</i>-Pyrido[4,3-<i>e</i>]-1,2,4-thiadiazine 1,1-Dioxides as Potassium Channel Openers:  Synthesis, Pharmacological Evaluation, and Structure−Activity Relationships
  作者：Pascal de Tullio、Bernard Pirotte、Philippe Lebrun、Jeanine Fontaine、Léon Dupont、Marie-Hélène Antoine、Raogo Ouedraogo、Smail Khelili、Carine Maggetto、Bernard Masereel、Ousmane Diouf、Tchao Podona、Jacques Delarge

  DOI：10.1021/jm9500582

  日期：1996.1.1

  4-N-Subsituted and -unsubstituted 3-alkyl- and 3-(alkylamino)-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxides were synthesized and tested vs diazoxide and selected 3-alkyl- and 3-(alkylamino)-7-chloro-4H-1,2,4-benzothiadiazine 1,1-dioxides as potassium channel openers on pancreatic and vascular tissues. Several 4-N-unsubstituted 3-(alkylamino)pyridothiadiazines and some 3-(alkylamino)-7-chlorobenzothiadiazines were found to be more potent than diazoxide for the inhibition of the insulin-releasing process. Moreover, the 3-(alkylamino)pyridothiadiazines appeared to be more selective for the pancreatic than for the vascular tissue. By means of the pharmacological results obtained on pancreatic B-cells, structure-activity relationships were deduced and a pharmacophoric model for the interaction of these drugs with their receptor site associated to the pancreatic K-ATP channel was proposed. According to their selectivity for the B-cell (endocrine tissue) vs the vascular (smooth muscle tissue) ionic channel, selected 3-(alkylamino)-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxides may serve as pharmacological tools in studying the K-ATP channels (''pancreatic-like'' K-ATP channels) in other tissues.