N-acetyl-N-(5-nitrobenzo[d]isothiazol-3-yl)-acetamide | 851768-33-7

• 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: N-acetyl-N-(5-nitrobenzo[d]isothiazol-3-yl)-acetamide
• 英文别名: N-acetyl-N-(5-nitro-benzo[d]isothiazol-3-yl)-acetamide；N-acetyl-N-(5-nitro-1,2-benzothiazol-3-yl)acetamide
• CAS: 851768-33-7
• 化学式: C₁₁H₉N₃O₄S
• 分子量: 279.276
• InChiKey: WBVCAIHXLOUOEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-acetyl-N-(5-nitrobenzo[d]isothiazol-3-yl)-acetamide 在 铁粉 、 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 反应 5.0h， 以38%的产率得到N-acetyl-N-(5-amino-benzo[d]isothiazol-3-yl)-acetamide
  参考文献：
  名称：

  [EN] PHENYL CARBOXAMIDE AND SULFONAMIDE DERIVATIVES FOR USE AS 11-BETA-HYDROXYSTEROID DEHYDROGENASE
  [FR] DERIVES DE CARBOXAMIDE DE PHENYLE ET DE SULFONAMIDE UTILISABLES COMME 11-BETA-HYDROXYSTEROIDE DESHYDROGENASE

  摘要：

  提供一种具有化学式（I）R1-Z-R2的化合物 其中R1是一个可选择取代的苯环; R2是或包括一个可选择取代的芳香环; Z是-X-Y-L-或-Y-X-L- 其中X被选自-S(=O)(=O)-和-C(=O)-，Y是-NR3-；或X被选自-S(=O)(=O)-和-S-，Y是-C(R4)(R5)-；L是可选的连接物；R3、R4和R5各自独立地选择自H和烃基；当R2包含以下结构基团时，该化合物被选择自以下化合物的化学式 R1-C(=O)-NR3-L-R2；R1-S(=O)(=O)-C(R4)(R5)-L-R2；R1-S-C(R4)(R5)-L-R2；R1-NR3-S(=O)(=O)-L-R2；R1-NR3-C(=O)-L-R2；R1-C(R4)(R5)-S(=O)(=O)-L-R2；和R1-C(R4)(R5)-S-L-R2。这些化合物在治疗糖尿病等疾病中作为11β-羟基类固醇脱氢酶抑制剂非常有用。

  公开号：

  WO2005042513A1
• 作为产物：
  描述：

  乙酸酐 、 3-氨基-5-硝基苯并异噻唑 在 三乙胺 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 4.0h， 以80%的产率得到N-acetyl-N-(5-nitrobenzo[d]isothiazol-3-yl)-acetamide
  参考文献：
  名称：

  [EN] PHENYL CARBOXAMIDE AND SULFONAMIDE DERIVATIVES FOR USE AS 11-BETA-HYDROXYSTEROID DEHYDROGENASE
  [FR] DERIVES DE CARBOXAMIDE DE PHENYLE ET DE SULFONAMIDE UTILISABLES COMME 11-BETA-HYDROXYSTEROIDE DESHYDROGENASE

  摘要：

  提供一种具有化学式（I）R1-Z-R2的化合物 其中R1是一个可选择取代的苯环; R2是或包括一个可选择取代的芳香环; Z是-X-Y-L-或-Y-X-L- 其中X被选自-S(=O)(=O)-和-C(=O)-，Y是-NR3-；或X被选自-S(=O)(=O)-和-S-，Y是-C(R4)(R5)-；L是可选的连接物；R3、R4和R5各自独立地选择自H和烃基；当R2包含以下结构基团时，该化合物被选择自以下化合物的化学式 R1-C(=O)-NR3-L-R2；R1-S(=O)(=O)-C(R4)(R5)-L-R2；R1-S-C(R4)(R5)-L-R2；R1-NR3-S(=O)(=O)-L-R2；R1-NR3-C(=O)-L-R2；R1-C(R4)(R5)-S(=O)(=O)-L-R2；和R1-C(R4)(R5)-S-L-R2。这些化合物在治疗糖尿病等疾病中作为11β-羟基类固醇脱氢酶抑制剂非常有用。

  公开号：

  WO2005042513A1

文献信息

• 11beta-hydroxysteroid dehydrogenase inhibitors
  申请人：Vicker Nigel

  公开号：US20050227987A1

  公开（公告）日：2005-10-13

  A compound having Formula I R 1 -Z-R 2 Formula I wherein R 1 is an optionally substituted phenyl ring; R 2 is or comprises an optionally substituted-aromatic ring; and Z is -X-Y-L- or -Y-X-L- wherein either X is selected from —S(═O)(═O)— and —C(═O)—, and Y is —NR 3 —; or X is selected from —S(═O)(═O)— and —S—, and Y is —C(R 4 )(R 5 )—; L is an optional linker; and R 3 , R 4 and R 5 are each independently selected from H and hydrocarbyl; and wherein when R 2 comprises the following structural moiety wherein Q is an atom selected from the group consisting of S, O, N and C; the compound is selected from compounds of the formulae R 1 C(═O)—NR 3 -L-R 2 ; R 1 —S(═O)(═O)—C(R 4 )(R 5 )-L-R 2 ; R 1 —S—C(R 4 )(R 5 )-L-R 2 ; R 1 —NR 3 —S(═O)(═O)-L-R 2 ; R 1 —NR 3 —C(═O)-L-R 2 ; R 1 —C(R 4 )(R 5 )—S(═O)(═O)-L-R 2 ; and R 1 —C(R 4 )(R 5 )—S-L-R 2 .

  化合物的化学式为IR1-Z-R2，其中R1为可选取代的苯环；R2为或包含可选取代的芳香环；Z为-X-Y-L-或-Y-X-L-，其中X选自—S(═O)(═O)—和—C(═O)—，Y为—NR3—；或X选自—S(═O)(═O)—和—S—，Y为—C(R4)(R5)—；L为可选的连接基；R3、R4和R5各自独立选择自H和烃基；当R2包含以下结构基团时Q为S、O、N和C中选择的原子，则该化合物被选择为下列化合物的公式：R1C(═O)—NR3-L-R2；R1—S(═O)(═O)—C(R4)(R5)-L-R2；R1—S—C(R4)(R5)-L-R2；R1—NR3—S(═O)(═O)-L-R2；R1—NR3—C(═O)-L-R2；R1—C(R4)(R5)—S(═O)(═O)-L-R2；和R1—C(R4)(R5)—S-L-R2。
• 11β-hydroxysteroid dehydrogenase inhibitors
  申请人：Sterix Limited

  公开号：US07230020B2

  公开（公告）日：2007-06-12

  A compound having Formula I R1—Z—R2Formula I wherein R1 is an optionally substituted phenyl ring; R2 is or comprises an optionally substituted aromatic ring; and Z is —X—Y—L— or —Y—X—L— wherein either X is selected from —S(═O)(═O)— and —C(═O)—; and Y is —NR3—; or X is selected from —S(═O)(═O)— and —S—, and Y is —C(R4)(R5)—; L is an optional linker; and R3, R4 and R5 are each independently selected from H and hydrocarbyl; and wherein when R2 comprises the following structural moiety wherein Q is an atom selected from the group consisting of S, O, N and C; the compound is selected from compounds of the formulae R1—C(═O)—NR3—L—R2; R1—S(═O)(═O)—C(R4)(R5)—L—R2; R1—S—C(R4)(R5)—L—R2; R1—NR3—S(═O)(═O)—L—R2; R1—NR3—C(═O)—L—R2; R1—C(R4)(R5)—S(═O)(═O)—L—R2; and R1—C(R4)(R5)—S—L—R2.

  化合物的化学式为IR1—Z—R2，其中R1是可选择性地取代的苯环；R2是或包含可选择性取代的芳香环；Z是—X—Y—L—或—Y—X—L—，其中X要么选自—S(═O)(═O)—和—C(═O)—；Y是—NR3—；或X选自—S(═O)(═O)—和—S—，Y是—C(R4)(R5)—；L是可选的连接基；R3，R4和R5各自独立地选自H和烃基；当R2包含以下结构基团时，化合物选自下列化合物的公式：R1—C(═O)—NR3—L—R2；R1—S(═O)(═O)—C(R4)(R5)—L—R2；R1—S—C(R4)(R5)—L—R2；R1—NR3—S(═O)(═O)—L—R2；R1—NR3—C(═O)—L—R2；R1—C(R4)(R5)—S(═O)(═O)—L—R2；和R1—C(R4)(R5)—S—L—R2。
• US7230020B2
  申请人：——

  公开号：US7230020B2

  公开（公告）日：2007-06-12
• [EN] PHENYL CARBOXAMIDE AND SULFONAMIDE DERIVATIVES FOR USE AS 11-BETA-HYDROXYSTEROID DEHYDROGENASE<br/>[FR] DERIVES DE CARBOXAMIDE DE PHENYLE ET DE SULFONAMIDE UTILISABLES COMME 11-BETA-HYDROXYSTEROIDE DESHYDROGENASE
  申请人：STERIX LTD

  公开号：WO2005042513A1

  公开（公告）日：2005-05-12

  There is provided a compound having Formula (I) R1-Z-R2 Formula (I) wherein R1 is an optionally substituted phenyl ring; R2 is or comprises an optionally substituted aromatic ring; and Z is -X-Y-L- or -Y-X-L- wherein either X is selected from -S(=O)(=O)- and -C(=O)-, and Y is -NR3-; or X is selected from -S(=O)(=O)- and -S-, and Y is -C(R4)(R5)-; L is an optional linker; and R3, R4 and R5 are each independently selected from H and hydrocarbyl; and wherein when R2 comprises the following structural moiety, Formula (II) wherein Q is an atom selected from the group consisting of S, O, N and C; the compound is selected from compounds of the formulae R1-C(=O)-NR3-L-R2; R1-S(=O)(=O)-C(R4)(R5)-L-R2; R1-S-C(R4)(R5)-L-R2; R1-NR3-S(=O)(=O)-L-R2; R1-NR3-C(=O)-L-R2; R1-C(R4)(R5)-S(=O)(=O)-L-R2; and R1-C(R4)(R5)-S-L-R2. These compounds are useful as 11β-hydroxysteriod dehydrogenase inhibitors in the treatment of i.a. diabetes.

  提供一种具有化学式（I）R1-Z-R2的化合物 其中R1是一个可选择取代的苯环; R2是或包括一个可选择取代的芳香环; Z是-X-Y-L-或-Y-X-L- 其中X被选自-S(=O)(=O)-和-C(=O)-，Y是-NR3-；或X被选自-S(=O)(=O)-和-S-，Y是-C(R4)(R5)-；L是可选的连接物；R3、R4和R5各自独立地选择自H和烃基；当R2包含以下结构基团时，该化合物被选择自以下化合物的化学式 R1-C(=O)-NR3-L-R2；R1-S(=O)(=O)-C(R4)(R5)-L-R2；R1-S-C(R4)(R5)-L-R2；R1-NR3-S(=O)(=O)-L-R2；R1-NR3-C(=O)-L-R2；R1-C(R4)(R5)-S(=O)(=O)-L-R2；和R1-C(R4)(R5)-S-L-R2。这些化合物在治疗糖尿病等疾病中作为11β-羟基类固醇脱氢酶抑制剂非常有用。