5,6-dihydro-5-dimethylaminomethylthieno[2,3-b]thiopyran-4-one hydrochloride | 77066-86-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5,6-dihydro-5-dimethylaminomethylthieno[2,3-b]thiopyran-4-one hydrochloride
• 英文别名: 5-dimethylaminomethyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one hydrochloride；5-[(dimethylamino)methyl]-5,6-dihydrothieno[2,3-b]thiopyran-4-one;hydrochloride
• CAS: 77066-86-5
• 化学式: C₁₀H₁₃NOS₂*ClH
• 分子量: 263.812
• InChiKey: SSHORIBAMPWKRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,6-dihydro-5-dimethylaminomethylthieno[2,3-b]thiopyran-4-one hydrochloride 以 N,N-二甲基甲酰胺 为溶剂， 以2.0 g (36%)的产率得到5,6-Dihydro-5-methylenethieno[2,3-b]thiopyran-4-one
  参考文献：
  名称：

  Nitrogen-containing heterocyclic compounds as class III antiarrhythmic

  摘要：

  结构式化合物：##STR1## 其中Ar是芳香环，B是与Ar融合的5-7个成员的环状基团，X和Y是桥接基团，Q是含氮杂环，R.sup.2和R.sup.3是H，取代或未取代的C.sub.1-3烷基，C.sub.1-3烷氧基，N(R).sub.2，卤素，CF.sub.3或R.sup.5，R.sup.1是H或芳基。

  公开号：

  US05215989A1
• 作为产物：
  描述：

  5,6-二氢-4H-噻吩并[2,3-b]噻喃-4-酮 、 盐酸二甲胺 在 溶剂黄146 、 paraformaldehyde 作用下， 生成 5,6-dihydro-5-dimethylaminomethylthieno[2,3-b]thiopyran-4-one hydrochloride
  参考文献：
  名称：

  Nitrogens containing heterocyclic compounds as class III antiarrhythmic

  摘要：

  结构式化合物：##STR1## 其中 Ar 是芳香环，B 是与 Ar 融合的含有 5-7 个成员的环状基团，Q 是含氮杂环，是抗心律失常药物。

  公开号：

  US05032598A1

文献信息

• Nitrogens containing heterocyclic compounds as class III antiarrhythmic
  申请人：Merck & Co., Inc.

  公开号：US05032598A1

  公开（公告）日：1991-07-16

  Compounds of structural formula: ##STR1## wherein Ar is an aromatic ring, B is a cyclic moiety fused to Ar of 5-7 members and Q is a nitrogen containing heterocycle, are antiarrhythmic agents.

  结构式化合物：##STR1## 其中 Ar 是芳香环，B 是与 Ar 融合的含有 5-7 个成员的环状基团，Q 是含氮杂环，是抗心律失常药物。
• Thiophene compounds and their pharmaceutical uses
  申请人：Yoshitiomi Pharmaceutical Industries Ltd.

  公开号：US05175162A1

  公开（公告）日：1992-12-29

  Thiophene compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, nitro, amino, halogen or C.sub.1-4 alkyl; R.sup.2 is hydrogen, nitro, amino, halogen, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, acyl, C.sub.2-5 alkoxycarbonyl, C.sub.1-4 alkoxy-C.sub.1-4 alkyl, aryloxy-C.sub.1-4 alkyl, acyloxy-C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkyl, acyloxy-C.sub.2-5 alkanoyl, C.sub.1-4 alkoxy-C.sub.2-5 alkanoyl, hydroxy-C.sub.2-5 alkanoyl, aryloxy-C.sub.2-5 alkanoyl or C.sub.2-5 haloalkanoyl; R.sup.3 is hydrogen, C.sub.1-8 alkyl, hydroxy-C.sub.1-4 alkyl, C.sub.2-5 alkanoyloxy-C.sub.1-4 alkyl, aryl, aryl-C.sub.1-4 alkyl, heteroaryl, heteroaryl-C.sub.1-4 alkyl or aryl, aryl-C.sub.1-4 alkyl, heteroaryl or heteroaryl-C.sub.1-4 alkyl substituted by at least one substituent selected from the group consisting of halogen, hydroxy, amino, nitro, cyano, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.2-5 alkanoylamino, C.sub.1-4 haloalkyl, acyloxy, C.sub.2-5 alkoxycarbonyl and carboxyl on the aromatic ring; m is 0, 1 or 2; n is 1 or 2; the bond represented by.sub.---- is a single bond or a double bond. Thiophene compounds (I) are useful as antianxiety drugs, hypnotics, antiepileptic drugs or nootropics. Thiophene compounds (II) are useful as intermediates for said thiophene compounds (I).

  式为：##STR1## 其中R.sup.1是氢、硝基、氨基、卤素或C.sub.1-4烷基；R.sup.2是氢、硝基、氨基、卤素、C.sub.1-4烷基、C.sub.1-4卤代烷基、酰基、C.sub.2-5烷氧羰基、C.sub.1-4烷氧基-C.sub.1-4烷基、芳氧基-C.sub.1-4烷基、酰氧基-C.sub.1-4烷基、羟基-C.sub.1-4烷基、酰氧-C.sub.2-5脂肪酰基、C.sub.1-4烷氧基-C.sub.2-5脂肪酰基、羟基-C.sub.2-5脂肪酰基、芳氧基-C.sub.2-5脂肪酰基或C.sub.2-5卤代脂肪酰基；R.sup.3是氢、C.sub.1-8烷基、羟基-C.sub.1-4烷基、C.sub.2-5酰氧基-C.sub.1-4烷基、芳基、芳基-C.sub.1-4烷基、杂芳基、杂芳基-C.sub.1-4烷基或芳基、芳基-C.sub.1-4烷基、杂芳基或杂芳基-C.sub.1-4烷基，所述芳环上至少有一个取自卤素、羟基、氨基、硝基、氰基、C.sub.1-4烷基、C.sub.1-4烷氧基、C.sub.2-5烷氧羰基、C.sub.1-4卤代烷基、酰氧基、C.sub.2-5烷氧羰基和羧基的取代基；m为0、1或2；n为1或2；.sub.----所代表的键为单键或双键。化合物(I)是抗焦虑药、催眠药、抗癫痫药或智力增强剂。化合物(II)是所述化合物(I)的中间体。
• Intermediates for the preparation of pharmaceutical thiophene compounds
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：US05329016A1

  公开（公告）日：1994-07-12

  Thiophene compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, nitro, amino, halogen or C.sub.1-4 alkyl; R.sup.2 is hydrogen, nitro, amino, halogen, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, acyl, C.sub.2-5 alkoxycarbonyl, C.sub.1-4 alkoxy-C.sub.1-4 alkyl, aryloxy-C.sub.1-4 alkyl, acyloxy-C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkyl, acyloxy-C.sub.2-5 alkanoyl, C.sub.1-4 alkoxy-C.sub.2-5 alkanoyl, hydroxy-C.sub.2-5 alkanoyl, aryloxy-C.sub.2-5 alkanoyl or C.sub.2-5 haloalkanoyl; R.sup.3 is hydrogen, C.sub.1-8 alkyl, hydroxy-C.sub.1-4 alkyl, C.sub.2-5 alkanoyloxy-C.sub.1-4 alkyl, aryl, aryl-C.sub.1-4 alkyl, heteroaryl, heteroaryl-C.sub.1-4 alkyl or aryl, aryl-C.sub.1-4 alkyl, heteroaryl or heteroaryl-C.sub.1-4 alkyl substituted by at least one substituent selected from the group consisting of halogen, hydroxy, amino, nitro, cyano, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.2-5 alkanoylamino, C.sub.1-4 haloalkyl, acyloxy, C.sub.2-5 alkoxycarbonyl and carboxyl on the aromatic ring; m is 0, 1 or 2; n is 1 or 2; the bond represented by is a single bond or a double bond. Thiophene compounds (I) are useful as antianxiety drugs, hypnotics, antiepileptic drugs or nootropics. Thiophene compounds (II) are useful as intermediates for said thiophene compounds (I).

  公式为：## STR1 ## 的噻吩化合物，其中R.sup.1是氢、硝基、氨基、卤素或C.sub.1-4烷基；R.sup.2是氢、硝基、氨基、卤素、C.sub.1-4烷基、C.sub.1-4卤代烷基、酰基、C.sub.2-5烷氧羰基、C.sub.1-4烷氧基-C.sub.1-4烷基、芳氧基-C.sub.1-4烷基、酰氧基-C.sub.1-4烷基、羟基-C.sub.1-4烷基、酰氧-C.sub.2-5脂肪酰基、C.sub.1-4烷氧-C.sub.2-5脂肪酰基、羟基-C.sub.2-5脂肪酰基、芳氧基-C.sub.2-5脂肪酰基或C.sub.2-5卤代脂肪酰基；R.sup.3是氢、C.sub.1-8烷基、羟基-C.sub.1-4烷基、C.sub.2-5脂肪酰氧基-C.sub.1-4烷基、芳基、芳基-C.sub.1-4烷基、杂环芳基、杂环芳基-C.sub.1-4烷基或芳基、芳基-C.sub.1-4烷基、杂环芳基或杂环芳基-C.sub.1-4烷基，其上至少有一个取自卤素、羟基、氨基、硝基、氰基、C.sub.1-4烷基、C.sub.1-4烷氧基、C.sub.2-5烷氧基氨基、C.sub.1-4卤代烷基、酰氧基、C.sub.2-5烷氧羰基和羧基的取代基；m为0、1或2；n为1或2；由表示的键为单键或双键。噻吩化合物（I）可用作抗焦虑药物、催眠药、抗癫痫药或智力增强药物。噻吩化合物（II）可用作所述噻吩化合物（I）的中间体。
• Antiarrhythmic agents
  申请人：MERCK & CO. INC.

  公开号：EP0431945A2

  公开（公告）日：1991-06-12

  Compounds of structural formula: wherein Ar is an aromatic ring, B is a cyclic moiety fused to Ar of 5-7 members and Q is a nitrogen containing heterocycle, are antiarrhythmic agents.

  结构式为 其中 Ar 是芳香环，B 是与 Ar 融合的 5-7 个环状分子，Q 是含氮杂环。
• Thiophene compounds and their use as intermediates in the preparation of antianxiety drugs, hypnotics, antiepileptic drugs and nuotropics
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP0729960A1

  公开（公告）日：1996-09-04

  Thiophene compounds of the formula: wherein R1 is hydrogen, nitro, amino, halogen or C1-4 alkyl; R2 is hydrogen, nitro, amino, halogen, C1-4 alkyl, C1-4 haloalkyl, acyl, C2-5 alkoxycarbonyl, C1-4 alkoxy-C1-4 alkyl, aryloxy-C1-4 alkyl, acyloxy-C1-4 alkyl, hydroxy-C1-4 alkyl, acyloxy-C2-5 alkanoyl, C1-4 alkoxy-C2-5 alkanoyl, hydroxy-C2-5 alkanoyl, aryloxy-C2-5 alkanoyl or C2-5 haloalkanoyl; R3 is hydrogen, C1-8 alkyl, hydroxy-C1-4 alkyl, C2-5 alkanoyloxy-C1-4 alkyl, aryl, aryl-C1-4 alkyl, heteroaryl, heteroaryl-C1-4 alkyl or aryl, aryl-C1-4 alkyl, heteroaryl or heteroaryl-C1-4 alkyl substituted by at least one substituent selected from the group consisting of halogen, hydroxy, amino, nitro, cyano, C1-4 alkyl, C1-4 alkoxy, C2-5 alkanoylamino, C1-4 haloalkyl, acyloxy, C2-5 alkoxycarbonyl and carboxyl on the aromatic ring; m is 0, 1 or 2; n is 1 or 2; the bond represented by ---- is a single bond or a double bond. Thiophene compounds () are useful as antianxiety drugs, hypnotics, antiepileptic drugs or nootropics. Thiophene compounds () are useful as intermediates for said thiophene compounds ().

  式中的噻吩化合物： 其中R1是氢、硝基、氨基、卤素或C1-4烷基；R2是氢、硝基、氨基、卤素、C1-4烷基、C1-4卤代烷基、酰基、C2-5烷氧基羰基、C1-4烷氧基-C1-4烷基、芳氧基-C1-4烷基、酰氧基-C1-4烷基、羟基-C1-4烷基、酰氧基-C2-5烷酰基、C1-4烷氧基-C2-5烷酰基、羟基-C2-5烷酰基、芳氧基-C2-5烷酰基或C2-5卤代烷酰基；R3 是氢、C1-8 烷基、羟基-C1-4 烷基、C2-5 烷酰氧基-C1-4 烷基、芳基、芳基-C1-4 烷基、杂芳基、杂芳基-C1-4 烷基或芳基、芳基-C1-4 烷基、在芳香环上被至少一个取代基取代的杂芳基或杂芳基-C1-4 烷基，该取代基选 自卤素、羟基、氨基、硝基、氰基、C1-4 烷基、C1-4 烷氧基、C2-5 烷酰氨基、C1-4 卤代烷基、酰氧基、C2-5 烷氧羰基和羧基组成的组；m 是 0、1 或 2；n 是 1 或 2；---- 所代表的键是单键或双键。 噻吩化合物（）可用作抗焦虑药、催眠药、抗癫痫药或健脑药。噻吩化合物（）可用作上述噻吩化合物（）的中间体。