7-nitro-1,2-benzisothiazole | 89641-97-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 7-nitro-1,2-benzisothiazole
• 英文别名: 7-nitrobenzo[d]isothiazole；7-nitro-benzo[d]isothiazole；7-nitrobenzisothiazole；7-Nitro-benzisothiazol；7-Nitrobenzthiazol；7-nitro-1,2-benzothiazole
• CAS: 89641-97-4
• 化学式: C₇H₄N₂O₂S
• mdl: MFCD01658923
• 分子量: 180.187
• InChiKey: XYFHXKUXMXHTPU-UHFFFAOYSA-N

物化性质

• 沸点：
  247.2±22.0 °C(Predicted)
• 密度：
  1.525±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-nitro-1,2-benzisothiazole 在 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以40%的产率得到1,2-苯并噻唑-7-胺
  参考文献：
  名称：

  From High-Throughput Screening to Target Validation: Benzo[d]isothiazoles as Potent and Selective Agonists of Human Transient Receptor Potential Cation Channel Subfamily M Member 5 Possessing In Vivo Gastrointestinal Prokinetic Activity in Rodents

  摘要：

  DOI：

  10.1021/acs.jmedchem.1c00065
• 作为产物：
  描述：

  2-氯-3-硝基苯甲醛 在 氨 、 sulfur 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以67%的产率得到7-nitro-1,2-benzisothiazole
  参考文献：
  名称：

  From High-Throughput Screening to Target Validation: Benzo[d]isothiazoles as Potent and Selective Agonists of Human Transient Receptor Potential Cation Channel Subfamily M Member 5 Possessing In Vivo Gastrointestinal Prokinetic Activity in Rodents

  摘要：

  DOI：

  10.1021/acs.jmedchem.1c00065

文献信息

• Derivatives of n-(1h-indazolyl)-and n-(1h-indolyl)-urea as well as related compounds as modulators of the vanilloid-1 receptor (vr1) for treatment of pain
  申请人：Fletcher Robert Stephen

  公开号：US20070078156A1

  公开（公告）日：2007-04-05

  Compounds of formula (I): wherein A, B and D are each C, N, O or S; E is C or N; the dotted circle within the five-membered ring indicates that the ring may be unsaturated or partially saturated; R 1 is halogen, hydroxy, C 1-6 alkyl, haloC 1-6 alkyl, hydroxyC 1-6 alkyl, C 1-6 alkoxy, halo C 1-6 alkoxy, hydroxyC 1-6 alkoxy, C 3-7 cycloalkyl, C 3-5 cycloalkylC 1-4 alkyl, NR 7 R 8 , C 1-6 alkyl substituted with NR 7 R 8 , C, 1-6 alkoxy substituted with NR 7 R 8 , oxo, cyano, SO 2 NR 7 R 8 , CONR 7 R 8 , NHCOR 9 or NHSO 2 R 9 ; R 2 is halogen, hydroxy, C 1-6 alkyl, halo C 1-6 alkyl, hydroxyC 1-6 alkyl, C 1-6 alkoxy, halo C 1-6 alkoxy, hydroxyC 1-6 alkoxy, C 3-7 cycloalkyl, C 3-5 cycloalkylC 1-4 alkyl, NR 7 R 8 , C 1-6 alkyl substituted with NR 7 R 8 , C 1-6 , alkoxy substituted with NR 7 R 8 , cyano, SON 2 R 7 R 8 , CONR 7 R 8 , NHCOR 9 , or NHSO 2 R 9 ; R 3 and R 4 are each independently hydrogen, C 1-6 , alkyl, phenyl or halophenyl; R 5 and R 6 are, at each occurrence, independently hydrogen, C 1-6 alkyl, phenyl, halophenyl or carboxy; X is an oxygen or sulfur atom; Y is an aryl, heteroaryl, carbocyclyl or fused-carbocyclyl group; n is either zero or an integer from 1 to 3; p is either zero or an integer from, 1 to 4; and q is either zero or an integer from 1 to 3; the other substituents are defined in claim 1; are useful as therapeutic compounds, particularly in the treatment of pain and other conditions ameliorated by the modulation of the function of the vanilloid-1 receptor (VR1).

  式(I)的化合物：其中A、B和D分别为C、N、O或S；E为C或N；五元环内的点圈表示该环可能不饱和或部分饱和；R1为卤素、羟基、C1-6烷基、卤代C1-6烷基、羟基C1-6烷基、C1-6烷氧基、卤代C1-6烷氧基、羟基C1-6烷氧基、C3-7环烷基、C3-5环烷基C1-4烷基、NR7R8、C1-6烷基取代的NR7R8、C1-6烷氧基取代的NR7R8、氧代、氰基、SO2NR7R8、CONR7R8、NHCOR9或NHSO2R9；R2为卤素、羟基、C1-6烷基、卤代C1-6烷基、羟基C1-6烷基、C1-6烷氧基、卤代C1-6烷氧基、羟基C1-6烷氧基、C3-7环烷基、C3-5环烷基C1-4烷基、NR7R8、C1-6烷基取代的NR7R8、C1-6烷氧基取代的NR7R8、氰基、SON2R7R8、CONR7R8、NHCOR9或NHSO2R9；R3和R4分别独立地为氢、C1-6烷基、苯基或卤代苯基；R5和R6在每次出现时独立地为氢、C1-6烷基、苯基、卤代苯基或羧基；X为氧或硫原子；Y为芳基、杂芳基、碳环基或融合碳环基基团；n为零或1至3的整数；p为零或1至4的整数；q为零或1至3的整数；其他取代基在权利要求中定义；在治疗疼痛和其他通过调节vanilloid-1受体（VR1）功能改善的疾病中特别有用的治疗化合物。
• PROCESSES FOR PRODUCING ISOTHIAZOLE DERIVATIVES
  申请人：SUMITOMO SEIKA CHEMICALS CO., LTD.

  公开号：EP0805151A1

  公开（公告）日：1997-11-05

  A method for producing a 1,2-benzisothiazole characterized by treating a 2-(alkylthio)benzaldehyde oxime with a halogen compound; a method for producing a 3-halo-1,2-benzisothiazole characterized by treating a 1,2-benzisothiazole with a halogenating agent; and a method for producing a 1-(1,2-benzisothiazol-3-yl)piperazine characterized by reacting the obtained 3-halo-1,2-benzisothiazoles with a piperazine. By the method of the present invention, 1,2-benzisothiazoles and 3-halo-1,2-benzisothiazoles, which are useful as intermediates for pharmaceutical compositions such as psychotropic agents, and 1-(1,2-benzisothiazole-3-yl)piperazines synthesized therefrom can be obtained in a high yield without using expensive starting materials by shorter and simpler process than conventional methods.

  一种生产1,2-苯并异噻唑的方法，其特征在于用卤素化合物处理2-(烷硫基)苯甲醛肟；一种生产3-卤代-1,2-苯并异噻唑的方法，其特征在于用卤化剂处理1,2-苯并异噻唑；以及一种生产1-(1,2-苯并异噻唑-3-基)哌嗪的方法，其特征在于使得到的3-卤代-1,2-苯并异噻唑与哌嗪反应。通过本发明的方法，可以不使用昂贵的起始原料，通过比传统方法更短和更简单的过程，高产率地获得1,2-苯并异噻唑和3-卤代-1,2-苯并异噻唑，以及由其合成的1-(1,2-苯并异噻唑-3-基)哌嗪。
• Rahman, Loay K. A.; Scrowston, Richard M., Journal of the Chemical Society. Perkin transactions I, 1984, # 3, p. 385 - 390
  作者：Rahman, Loay K. A.、Scrowston, Richard M.

  DOI：——

  日期：——
• RAHMAN, L. K. A.;SCROWSTON, R. M., J. CHEM. SOC. PERKIN TRANS., 1984, N 3, 385-390
  作者：RAHMAN, L. K. A.、SCROWSTON, R. M.

  DOI：——

  日期：——
• Nematizide Mittel
  申请人：Novartis AG

  公开号：EP0454621B1

  公开（公告）日：2000-07-12