5-methyl-6-(4-piperidyl)-2H-1,4-thiazin-3(4H)-one | 98320-19-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 英文名称: 5-methyl-6-(4-piperidyl)-2H-1,4-thiazin-3(4H)-one
• 英文别名: 5-methyl-6-(4-piperidinyl)-2H-1,4-thiazin-3(4H)-one；5-methyl-6-piperidin-4-yl-4H-1,4-thiazin-3-one
• CAS: 98320-19-5
• 化学式: C₁₀H₁₆N₂OS
• 分子量: 212.316
• InChiKey: RNKPJWGEFSZOMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-methyl-2H-1,4-thiazin-3(4H)-one 生成 5-methyl-6-(4-piperidyl)-2H-1,4-thiazin-3(4H)-one
  参考文献：
  名称：

  TAKASE, MUNEAKI;YOSHIOKA, KIMITOMO;YAMAZAKI, HIROAKI

  摘要：

  DOI：

文献信息

• Studies on bi-heterocyclic compounds. I. 6-Substituted dihydro-1,4-thiazinones.
  作者：HIROAKI YAMAZAKI、HIDENORI HARADA、KENICHI MATSUZAKI、KIMITOMO YOSHIOKA、MUNEAKI TAKASE、EIJI OHKI

  DOI：10.1248/cpb.35.2243

  日期：——

  Reactions of 5-methyl-2H-1, 4-thiazin-3 (4H) -one (4) with various N-acylpyridinium salts (7a-g) led to (N-acyldihydropyridyl) thiazinones (5a-g), oxidation of which yielded a new class of pyridylthiazinones (6a-g). These reactions were applied to the synthesis of other azaarylthiazinones. Some of these azaarylthiazinones, particularly 6- (4-pyridyl) thiazinones (6a, 14a and 14b) showed positive inotropic activity with little chronotropic effect on guinea pig left atria.

  5-甲基-2H-1,4-噻嗪-3(4H)-酮(4)与各种N-酰基吡啶盐(7a-g)反应得到(N-酰基二氢吡啶基)噻嗪酮(5a-g)，将其氧化得到一类新的吡啶基噻嗪酮(6a-g)。这些反应被应用于其他含氮芳基噻嗪酮的合成。其中一些含氮芳基噻嗪酮，特别是6-(4-吡啶基)噻嗪酮(6a, 14a和14b)，显示出了对豚鼠左心房有正性肌力作用和较小的变时效应。
• Novel 1,4-thiazine derivative
  申请人：ZENYAKU KOGYO KABUSHIKI KAISHA

  公开号：EP0138058A1

  公开（公告）日：1985-04-24

  Disclosed is a novel 1,4-thiazine derivative represented by the following general formula I and a pharmaceutically acceptable acid addition salt thereof: wherein R1, R2 and R3 respectively represent a hydrogen atom or a lower alkyl group. Also disclosed are processes for preparation of a novel thiazine derivative represented by the general formula I, which comprise reacting a compound of the general formula III with a compound of the general formula A-X' in a compound containing a pyridinyl group as a solvent to obtain a compound of the general formula II: wherein R,, R2 and R3 are as defined above, A represents a group in which X represents a halogen atom and n is a number of 1 to 3, and X' represents a halogen atom which may be the same as or different from X, and reacting the compound of the general formula II with sulfur at elevated temperature or stirring the compound of the general formula II in a solution system comprising zinc and a carboxylic acid. Further disclosed is a cardiotonic agent comprising a pharmaceutically acceptable excipient and, as the active component thereof, an effective amount of the novel 1,4-thiazine derivative having the general formula I.

  本发明公开了由以下通式 I 代表的新型 1,4-噻嗪衍生物及其药学上可接受的酸加成盐： 其中 R1、R2 和 R3 分别代表氢原子或低级烷基。还公开了制备通式 I 所代表的新型噻嗪衍生物的工艺，该工艺包括在含有吡啶基的化合物中作为溶剂使通式 III 的化合物与通式 A-X' 的化合物反应，得到通式 II 的化合物： 其中 R、R2 和 R3 如上定义，A 代表一个基团 其中 X 代表卤原子，n 为 1 至 3 的数字，X'代表卤原子，可以与 X 相同或不同，将通式 II 的化合物与硫在高温下反应，或将通式 II 的化合物在由锌和羧酸组成的溶液体系中搅拌。进一步公开的是一种强心剂，包括一种药学上可接受的赋形剂，以及作为其活性成分的有效量的具有通式 I 的新型 1,4-噻嗪衍生物。
• TAKASE, MUNEAKI;YOSHIOKA, KIMITOMO;YAMAZAKI, HIROAKI
  作者：TAKASE, MUNEAKI、YOSHIOKA, KIMITOMO、YAMAZAKI, HIROAKI

  DOI：——

  日期：——
• YAMAZAKI HIROAKI; HARADA HIDENORI; MATSUZAKI KENICHI; YOSHIOKA KIMITOMO; +, CHEM. AND PHARM. BULL., 35,(1987) N 6, 2243-2253
  作者：YAMAZAKI HIROAKI、 HARADA HIDENORI、 MATSUZAKI KENICHI、 YOSHIOKA KIMITOMO、 +

  DOI：——

  日期：——
• US4565813A
  申请人：——

  公开号：US4565813A

  公开（公告）日：1986-01-21