3-(methylthio)thieno<3,4-d>isothiazole 1,1-dioxide | 94662-49-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻唑类
• 英文名称: 3-(methylthio)thieno<3,4-d>isothiazole 1,1-dioxide
• 英文别名: 3-(methylthio)thieno[3,4-d]isothiazole 1,1-dioxide；3-(methylthio)thieno[3,4-d]isothiazole-1,1-dioxide；3-methylsulfanylthieno[3,4-d][1,2]thiazole 1,1-dioxide
• CAS: 94662-49-4
• 化学式: C₆H₅NO₂S₃
• 分子量: 219.309
• InChiKey: KIKUQTHJYZKNNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(methylthio)thieno<3,4-d>isothiazole 1,1-dioxide 以 乙醇 、 溶剂黄146 为溶剂， 反应 4.5h， 生成 N-[2-[[[5-[(Dimethylamino)methyl]-2-furanyl]methyl]-thio]ethyl]thieno[3,4-d]isothiazol-3-amine 1,1-dioxide
  参考文献：
  名称：

  A potent gastric acid anti-secretory histamine H2 receptor antagonist, N-[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]-ethyl]thieno[3,4-d]isothiazol-3-amine 1,1-dioxide, hydrochloride (Wy-45,727)

  摘要：

  DOI：

  10.1016/0223-5234(89)90169-4
• 作为产物：
  描述：

  thieno(3,4-d)-1,2-thiazol-3(2H)-one 1,1-dioxide 在 sodium hydroxide 、 tetraphosphorus decasulfide 作用下， 以 吡啶 为溶剂， 反应 1.0h， 生成 3-(methylthio)thieno<3,4-d>isothiazole 1,1-dioxide
  参考文献：
  名称：

  Santilli, Arthur A.; Scotese, Anthony C.; Morris, Robert L., Journal of Medicinal Chemistry, 1988, vol. 31, # 7, p. 1479 - 1486

  摘要：

  DOI：

文献信息

• Precursors of benzo- and thieno-fused heterocyclic anti-ulcer agents
  申请人：American Home Products Corporation

  公开号：US04621142A1

  公开（公告）日：1986-11-04

  A process for preparing certain benzo- and thieno-fused heterocyclic compounds having H.sub.2 -receptor antagonist and antisecretory activity, which comprises the amide reduction of N-substituted carbamoyl-containing benzo- or thieno-fused heterocyclic intermediates; and said N-substituted carbamoyl-containing benzo- or thieno-fused heterocyclic intermediates.

  一种制备具有H.sub.2-受体拮抗剂和抗分泌活性的苯并和噻并融合杂环化合物的方法，包括对含N-取代的氨基甲酰基苯并或噻并融合杂环中间体进行酰胺还原反应；以及所述的含N-取代的氨基甲酰基苯并或噻并融合杂环中间体。
• N-(pyridinylalkyl)-thieno-or benzo-isothiazol-3-amine derivatives
  申请人：American Home Products Corporation

  公开号：US04743692A1

  公开（公告）日：1988-05-10

  A compound of the formula: ##STR1## in which A is a 3,4-; 3,2-; or 2,3-fused thieno- moiety or a benzo- moiety; X is alkylene of 2 to 5 carbon atoms; R.sup.1 is hydrogen, bromo or methyl; R.sup.2 is methoxy when R.sup.1 is hydrogen, methyl when R.sup.1 is bromo, and bromo when R.sup.1 is methyl; R.sup.3 is hydrogen or alkyl of 1 to 6 carbon atoms; R.sup.4 is hydrogen or alkyl of 1 to 6 carbon atoms; R.sup.3 and R.sup.4, taken together, are ethylene when X is ethylene; R.sup.5 is hydrogen when A is thieno, and when A is benzo, R.sup.5 is hydrogen, alkyl of 1 to 6 carbon atoms, halo or alkoxy of 1 to 6 carbon atoms; R.sup.6 is hydrogen when A is thieno, and when A is benzo, R.sup.5 is hydrogen, alkyl of 1 to 6 carbon atoms, halo, alkoxy of 1 to 6 carbon atoms, amino, nitro, sulfamoyl or pyridinyl; m is one of the integers 0 or 1; n is one of the integers 3, 4 or 5; p is one of the integers 0, 1 or 2; and the dotted line in the thiazole ring represents unsaturation necessary to complete the 3,2- or 2,3- thieno- ring; or a pharmaceutically acceptable salt thereof are histamine H.sub.1 -antagonists useful in the treatment of various allergic reactions in the mammal.

  分子式为：##STR1## 其中A是3,4-；3,2-；或2,3-融合的噻吩基团或苯基团；X是2至5个碳原子的烷基；R.sup.1是氢、溴或甲基；当R.sup.1为氢时，R.sup.2是甲氧基，当R.sup.1为溴时，R.sup.2是甲基，当R.sup.1为甲基时，R.sup.2是溴；R.sup.3是氢或1至6个碳原子的烷基；R.sup.4是氢或1至6个碳原子的烷基；当X为乙烷基时，R.sup.3和R.sup.4在一起是乙烯基；当A是噻吩时，R.sup.5是氢，当A是苯时，R.sup.5是氢、1至6个碳原子的烷基、卤素或1至6个碳原子的烷氧基；当A是噻吩时，R.sup.6是氢，当A是苯时，R.sup.5是氢、1至6个碳原子的烷基、卤素、1至6个碳原子的烷氧基、氨基、硝基、磺酰氨基或吡啶基；m是0或1中的一个整数；n是3、4或5中的一个整数；p是0、1或2中的一个整数；噻唑环中的虚线表示完成3,2-或2,3-噻吩环所必需的不饱和度；或其药学上可接受的盐是组织胺H.sub.1-拮抗剂，用于治疗哺乳动物的各种过敏反应。
• Process for preparing thieno-fused heterocyclic anti-ulcer agents and
  申请人：American Home Products Corporation

  公开号：US04622402A1

  公开（公告）日：1986-11-11

  A process for preparing certain thieno-fused heterocyclic compounds having H.sub.2 -receptor antagonist and antisecretory activity, which involves the reaction of a mercaptan, obtained by reduction of a thienoisothiazole amino alkyl disulfide, with a 5-substituted-2-furanylmethanol; and said thienoisothiazole amino alkyl disulfide intermediates.

  一种制备具有H.sub.2-受体拮抗剂和抗分泌活性的某些噻吩-融合杂环化合物的过程，涉及将由还原噻吩异硫氰酸酯氨基烷基二硫化物得到的巯基化合物与5-取代-2-呋喃甲醇反应；以及所述的噻吩异硫氰酸酯氨基烷基二硫化物中间体。
• N-alkylated benzo- and hetero-fused antisecretory agents
  申请人：American Home Products Corporation

  公开号：US04595757A1

  公开（公告）日：1986-06-17

  Compounds of the formula ##STR1## wherein R.sup.1 is ##STR2## wherein B is a moiety having the formula ##STR3## R is H, mono- or dihalo, amino, nitro, cyano, hydroxy, trifuoromethyl, mercapto, lower alkyl, lower alkoxy, alkanoyl, lowercycloalkyl, carboxy, alkoxycarbonyl, mono- or di-lower alkyl substituted amino, alkanoylamino, lower alkyl thio, loweralkylsulfonyl, sulfamoyl, lower alkyl substituted sulfamoyl, phenyl or phenyl substituted with halo, lower alkyl, lower alkoxy, trifluoromethyl, hydroxy, amino, cyano or nitro; X is SO.sub.2, SO, S or C.dbd.O; and R.sup.2 is phenyl or 1,3-benzodioxol-5-yl; and the pharmacologically acceptable salts thereof, which are (H.sup.+ +K.sup.+)ATPase inhibitors exhibiting a cytoprotective action, are useful in the treatment of conditions where there is hypersecretion of gastric acid, such as gastric and peptic ulceration, as well as in conditions such as stress ulceration.

  化合物的公式为##STR1##其中R.sup.1是##STR2##其中B是具有公式##STR3##的基团，R是H，单卤，双卤，氨基，硝基，氰基，羟基，三氟甲基，巯基，较低的烷基，较低的烷氧基，烷酰基，较低的环烷基，羧基，烷氧羰基，较低的烷基取代的氨基，烷酰氨基，较低的烷基硫醇，较低的烷基磺酰基，磺酰胺基，较低的烷基取代的磺酰胺基，苯基或取代有卤素，较低的烷基，较低的烷氧基，三氟甲基，羟基，氨基，氰基或硝基的苯基；X是SO.sub.2，SO，S或C.dbd.O；R.sup.2是苯基或1,3-苯二氧杂环戊二烯-5-基；以及其药学上可接受的盐，它们是(H.sup.+ +K.sup.+)ATP酶抑制剂，具有细胞保护作用，在治疗胃酸过多的情况下，如胃和消化性溃疡以及应激性溃疡方面是有用的。
• Benzo-fused heterocyclic anti-ulcer agents
  申请人：American Home Products Corporation

  公开号：US04490527A1

  公开（公告）日：1984-12-25

  Compounds of the formula: ##STR1## wherein B is a moiety having the formula: ##STR2## R is mono- or dihalo, amino, nitro, cyano, hydroxy, trifluoromethyl, mercapto, lower alkyl, lower alkoxy, alkanoyl, cycloalkyl of 4-7 carbon atoms, carboxy, alkoxycarbonyl, mono- or di-lower alkyl substituted amino, alkanoylamino, lower alkyl thio, lower alkylsulfonyl, sulfamoyl, lower alkyl substituted sulfamoyl, phenyl or phenyl substituted with halo, lower alkyl, lower alkoxy, trifluoromethyl, hydroxy, amino, cyano or nitro. X is SO.sub.2, SO, S or C.dbd.O; and A is amine selected from the group ##STR3## , wherein R.sup.1 is hydrogen or R.sup.2 CH.sub.2 wherein R.sup.2 is mono- or diloweralkylamino, mono- or di-N-lower alkylaminoloweralkyl, (2-furyl)methylamino, benzylamino, lowercycloalkylamino, 1-pyrrolidinyl, 1-piperidinyl, 1-hexahydroazepinyl, 1-octahydroazocinyl, 3-thiazolidinyl, 4-morpholinyl or 4-thiomorpholinyl; R.sup.3 is hydrogen or (1-piperidinyl)methyl with the proviso that when R.sup.3 is (1-piperidinyl)methyl, R.sup.1 is hydrogen; n is 1 to 4, and the pharmacologically acceptable salts thereof.

  该化合物的公式为：##STR1## 其中B是具有以下式子的基团：##STR2## R是单卤素或双卤素，氨基，硝基，氰基，羟基，三氟甲基，巯基，较低烷基，较低烷氧基，烷酰基，碳数为4-7的环烷基，羧基，烷氧羰基，单或双较低烷基取代的氨基，烷酰氨基，较低烷基硫基，较低烷基磺酰基，磺酰胺基，较低烷基取代的磺酰胺基，苯基或取代有卤素，较低烷基，较低烷氧基，三氟甲基，羟基，氨基，氰基或硝基的苯基。X为SO.sub.2，SO，S或C.dbd.O；A是从以下组中选择的胺基：##STR3## 其中R.sup.1是氢或R.sup.2 CH.sub.2，其中R.sup.2是较低烷基氨基，单或双N-较低烷基氨基较低烷基，(2-呋喃基)甲基氨基，苄基氨基，较低环烷基氨基，1-吡咯基，1-哌啶基，1-六氢-杂环庚基，1-八氢-杂环十二烷基，3-噻唑烷基，4-吗啉基或4-硫代吗啉基；R.sup.3是氢或(1-哌啶基)甲基，但当R.sup.3是(1-哌啶基)甲基时，R.sup.1为氢；n为1-4，以及其药学上可接受的盐。