2-(4-羟基苯基)-2,4-二甲基-1,4-苯并噻嗪-3-酮 | 105773-00-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 中文名称: 2-(4-羟基苯基)-2,4-二甲基-1,4-苯并噻嗪-3-酮
• 英文名称: 2-(4-Hydroxyphenyl)-2,4-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzothiazine
• 英文别名: 3,4-Dihydro-2,4-dimethyl-2-(4-hydroxyphenyl)-3-oxo-2H-1,4-benzothiazine；2-(4-Hydroxyphenyl)-2,4-dimethyl-2H-1,4-benzothiazin-3(4H)-one；2-(4-hydroxyphenyl)-2,4-dimethyl-1,4-benzothiazin-3-one
• CAS: 105773-00-0
• 化学式: C₁₆H₁₅NO₂S
• 分子量: 285.367
• InChiKey: UIMPVPABUBJEOO-UHFFFAOYSA-N

物化性质

• 熔点：
  159-160 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 沸点：
  526.7±50.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  65.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-二甲基-1,4-苯并噻嗪-3-酮 在 磺酰氯 、 苯酚 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 2-(4-羟基苯基)-2,4-二甲基-1,4-苯并噻嗪-3-酮
  参考文献：
  名称：

  A Novel, Convenient Synthesis of 2-Aryl-3-oxo-3,4-dihydro-2H-1,4-benzothiazines

  摘要：

  一种合成2-芳基-3-氧代-3,4-二氢-2H-1,4-苯并噻嗪的新方法是将取代苯与2-氯-3-氧代-3,4-二氢-2H-1,4-苯并噻嗪进行Friedel-Crafts类型的反应。该方法因其简单性和良好的产率而便捷。

  DOI：

  10.1055/s-1988-27648

文献信息

• 2-phenyl-1,4-benzothiazin-3-one derivatives
  申请人：Santen Pharmaceutical Co., Ltd.

  公开号：US04739050A1

  公开（公告）日：1988-04-19

  This invention relates to 2-arylbenzothiazine derivatives of the formula[I] and salts thereof, process of preparation and therapeutic drug comprising them for circulatory diseases, ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are hydrogen, lower alkyl, hydroxy, lower alkoxy, acyloxy, tetrahydropyranyloxy, halogen, nitro, amino, lower alkylamino or ##STR2## and the lower alkoxy group may be substituted by halogen, formyl, lower alkoxy or epoxy; R.sup.3 is hydrogen or lower alkyl; R.sup.4 is hydrogen, lower alkyl, cycloalkyl, hydroxy, lower alkoxy, mercapto, lower alkylthio, arylthio, halogen, cyano, formyl-lower alkyl, lower alkoxy-lower alkyl or ##STR3## R.sup.5,R.sup.6,R.sup.7 and R.sup.8 are the same or different and are hydrogen, lower alkyl, cycloalkyl, acyl, phenyl, pyridyl or substituted lower alkyl, and the phenyl or pyridyl group may be substituted by lower alkyl, hydroxy, lower alkoxy, lower alkylenedioxy, halogen, nitro, cyano, lower alkanoyloxy or halogeno-lower alkyl, and the substituent(s) of the substituted lower alkyl is(are) hydroxy, phenyl, phenyloxy, phenylcarbonyl or pyridyl, and such phenyl ring of the phenyl, phenyloxy or phenylcarbonyl group and the pyridyl group may further be resubstituted by lower alkyl, hydroxy, lower alkoxy, lower alkylenedioxy, halogen, nitro, cyano, lower alkanoyloxy or halogeno lower alkyl; R.sup.5 and R.sup.6, and R.sup.7 and R.sup.8 may join to form piperidine, piperazine or morpholine ring, and the piperidine or piperazine ring may be substituted by lower alkyl, phenyl, hydroxy-lower alkyl, phenyl-lower alkyl, phenylcarbonyl, phenylcarbonyl-lower alkyl, spheny-(hydroxy) lower alkyl, phenyl-lower alkenylcarbonyl or naphthoxy-(hydroxy)lower alkyl, and such phenyl ring of the phenyl, phenyl-lower alkyl, phenylcarbonyl, phenylcarbonyl-lower alkyl, phenyl-(hydroxy)lower alkyl or phenyl-lower alkenylcarbonyl group may further be resubstituted by lower alkyl, lower alkoxy, alkylenedioxy or halogen; Z is hydrogen, lower alkyl, lower alkoxy, hydroxy, halogen, cyano, nitro, halogeno-lower alkyl or lower alkanoyloxy; A is straight or branched lower alkylene; B is straight or branched lower alkylene which may be substituted by hydroxy; and n is 0 or 1, and when n is 0, both R.sup.4 and Z are not represent hydrogen atom at the same time.

  该发明涉及公式[I]及其盐的2-芳基苯并噻吩衍生物，制备过程和用于循环系统疾病的治疗药物，其中R1和R2相同或不同，可以是氢，低碳基，羟基，低烷氧基，酰氧基，四氢吡喃氧基，卤素，硝基，氨基，低烷基氨基或[式II]，低烷氧基基团可以被卤素，甲酰基，低烷氧基或环氧基取代；R3是氢或低烷基；R4是氢，低烷基，环烷基，羟基，低烷氧基，巯基，低烷硫基，芳基硫基，卤素，氰基，甲酰基-低烷基，低烷氧基-低烷基或[式III]，R5，R6，R7和R8相同或不同，可以是氢，低烷基，环烷基，酰基，苯基，吡啶基或取代的低烷基，苯基或吡啶基可以被低烷基，羟基，低烷氧基，低烷基二氧基，卤素，硝基，氰基，低烷酰氧基或卤代低烷基取代，取代的低烷基的取代基是羟基，苯基，苯氧基，苯基羰基或吡啶基，并且苯环，苯氧基或苯基羰基基团和吡啶基还可以进一步被低烷基，羟基，低烷氧基，低烷基二氧基，卤素，硝基，氰基，低烷酰氧基或卤代低烷基重新取代；R5和R6以及R7和R8可以连接成哌啶，哌嗪或吗啉环，哌啶或哌嗪环可以被低烷基，苯基，羟基-低烷基，苯基-低烷基，苯基羰基，苯基羰基-低烷基，苯基-(羟基)低烷基，苯基-低烯基羰基或萘氧-(羟基)低烷基取代，苯环，苯基-低烷基，苯基羰基，苯基羰基-低烷基，苯基-(羟基)低烷基或苯基-低烯基羰基基团还可以进一步被低烷基，低烷氧基，烷二氧基或卤素重新取代；Z是氢，低烷基，低烷氧基，羟基，卤素，氰基，硝基，卤代低烷基或低烷基酰氧基；A是直链或支链低碳烷基；B是直链或支链低碳烷基，可以被羟基取代；n为0或1，当n为0时，R4和Z不能同时表示氢原子。
• 2-ARYLBENZOTHIAZINE DERIVATIVES
  申请人：SANTEN PHARMACEUTICAL CO., LTD.

  公开号：EP0233291A1

  公开（公告）日：1987-08-26

  2-Arytbenzothiazine derivatives represented by general formula (I) and salts thereof, a process for their preparation, and drugs containing them for treating circulatory organ diseases, wherein R' and R2 may be the same or different and each represents H, lower alkyl, OH, (non)substituted lower alkoxy, acyloxy, -0-THP, halogen, N02, NH2, lower alkylamino or (II): R3 represents H or lower alkyl; R4 represents H, lower alkyl, cycloalkyl, OH, lower alkoxy, SH, lower alkylthio, arylthio, halogen, CN, formyl lower alkyl, lower alkoxy, lower alkyl or (III); R5, R6. R7, and R8 may be the same or different and each represents H, (non)substituted lower alkyl, cycloalkyl, acyl, (non)substituted phenyl or (non)substituted pyridyl, or R5 and R6, or R7 and R8, may be bound to each other to form a (non)substrtuted piperidine ring, a (non)substituted piperazine ring or a morpholine ring; Z represents H, lower alkyl, lower alkoxy. OH. halogen, CN, N02, halogenated lower alkyl or lower alkanoyloxy; A represents straight-chain or branched lower alkylene; B represents straight-chain or branched lower alkylene optionally substituted by OH, and n represents O or 1, provided that R4 and Z do not represent a hvdroaen atom at the same time when n is 0.

  通式(I)代表的2-芳基苯并噻嗪衍生物及其盐、其制备方法以及含有它们的治疗循环器官疾病的药物，其中R'和R2可以相同或不同，各自代表H、低级烷基、OH、（非）取代的低级烷氧基、酰氧基、-0-THP、卤素、N02、NH2、低级烷基氨基或(II)：R3 代表 H 或低级烷基；R4 代表 H、低级烷基、环烷基、OH、低级烷氧基、SH、低级烷硫基、芳基硫基、卤素、CN、低级烷基甲酰基、低级烷氧基、低级烷基或 (III)；R5、R6.R5、R6、R7 和 R8 可以相同或不同，各自代表 H、（非）取代的低级烷基、环烷基、酰基、（非）取代的苯基或（非）取代的吡啶基，或 R5 和 R6 或 R7 和 R8 可以相互结合形成一个（非）取代的哌啶环、一个（非）取代的哌嗪环或一个吗啉环；Z 代表 H、低级烷基、低级烷氧基、低级烷基硫代、低级烷基硫代、低级烷基硫代、低级烷氧基、低级烷基或(III)。OH、卤素、CN、N02、卤代低级烷基或低级烷酰氧基；A 代表直链或支链低级亚烷基；B 代表任选被 OH 取代的直链或支链低级亚烷基，n 代表 O 或 1，但当 n 为 0 时，R4 和 Z 不能同时代表一个氢原子。
• FUJITA, MASANOBU;OTA, ATSUTOSHI;ITO, SUSUMU;YAMAMOTO, KOJI;KAWASHIMA, YOI+, SYNTHESIS,(1988) N, C. 599-604
  作者：FUJITA, MASANOBU、OTA, ATSUTOSHI、ITO, SUSUMU、YAMAMOTO, KOJI、KAWASHIMA, YOI+

  DOI：——

  日期：——
• US4739050A
  申请人：——

  公开号：US4739050A

  公开（公告）日：1988-04-19
• A Novel, Convenient Synthesis of 2-Aryl-3-oxo-3,4-dihydro-2<i>H</i>-1,4-benzothiazines
  作者：Masanobu Fujita、Atsutoshi Ota、Susumu Ito、Koji Yamamoto、Yoichi Kawashima

  DOI：10.1055/s-1988-27648

  日期：——

  A novel method for the synthesis of 2-aryl-3-oxo-3,4-dihydro-2H-1, 4-benzothiazines consists of a Friedel-Crafts type reaction of substituted benzenes with 2-chloro-3-oxo-3,4-dihydro-2H-1,4-benzothiazines. This method is convenient by virtue of its simplicity and the good yields.

  一种合成2-芳基-3-氧代-3,4-二氢-2H-1,4-苯并噻嗪的新方法是将取代苯与2-氯-3-氧代-3,4-二氢-2H-1,4-苯并噻嗪进行Friedel-Crafts类型的反应。该方法因其简单性和良好的产率而便捷。