3-nitro-1-phenyl-pyrrole | 181944-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-nitro-1-phenyl-pyrrole
• 英文别名: 3-Nitro-1-phenyl-pyrrol；3-nitro-1-phenyl-1H-pyrrole；3-nitro-1-phenylpyrrole
• CAS: 181944-40-1
• 化学式: C₁₀H₈N₂O₂
• 分子量: 188.186
• InChiKey: JDLKXQNNROBMKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-nitro-1-phenyl-pyrrole 在 盐酸 、 铁粉 作用下， 生成 3-amino-1-phenylpyrrole
  参考文献：
  名称：

  Dhont; Wibaut, Recueil des Travaux Chimiques des Pays-Bas, 1943, vol. 62, p. 177,181, 183

  摘要：

  DOI：
• 作为产物：
  描述：

  1-苯基吡咯 在 硫酸 、 sodium nitrite 作用下， 生成 3-nitro-1-phenyl-pyrrole
  参考文献：
  名称：

  Dhont; Wibaut, Recueil des Travaux Chimiques des Pays-Bas, 1943, vol. 62, p. 177,181, 183

  摘要：

  DOI：

文献信息

• The nitration of some 1-aryl(or benzyl)pyrroles
  作者：D. Korakas、G. Varvounis

  DOI：10.1002/jhet.5570330314

  日期：1996.5

  Nitration of 1-arylpyrroles 1a-c with acetyl nitrate, and 1-arylpyrroles, 1a-e and 1-(2-ethoxycarbonylbenzyl)pyrrole 4 with trifluoroacetyl nitrate gave the corresponding 2-nitro isomers 2a-e and 5, and 3-nitro isomers 3a-e and 6. 3-Nitropyrroles 3d and 3e were further nitrated with a mixture of nitric and sulfuric acids to give compounds 10, 11 and 12, respectively. Under the same conditions 1-(2

  用硝酸乙酰基硝化1-芳基吡咯1a-c，用硝酸三氟乙酰基硝化1-芳基吡咯1a-e和1-（2-乙氧基羰基苄基）吡咯4，得到相应的2-硝基异构体2a-e和5，以及3-硝基异构体3a-e和6。用硝酸和硫酸的混合物进一步硝化3-硝基吡咯3d和3e，分别得到化合物10、11和12。在相同条件下1-（2-乙氧基羰基苄基）-3-硝基吡咯6得到衍生物13。
• Inhibitors of syk and JAK protein kinases
  申请人：Jia Zhaozhong

  公开号：US20100048567A1

  公开（公告）日：2010-02-25

  The present invention is directed to compounds of formula I-V and tautomers thereof or pharmaceutically acceptable salts, esters, and prodrugs thereof which are inhibitors of syk kinase. The present invention is also directed to intermediates used in making such compounds, the preparation of such a compound, pharmaceutical compositions containing such a compound, methods of inhibition syk kinase activity, methods of inhibition the platelet aggregation, and methods to prevent or treat a number of conditions mediated at least in part by syk kinase activity, such as undesired thrombosis and Non Hodgkin's Lymphoma.

  本发明涉及公式I-V的化合物及其互变异构体或药学上可接受的盐、酯和前药，其是syk激酶的抑制剂。本发明还涉及用于制备这种化合物的中间体，制备这种化合物的方法，包含这种化合物的制药组合物，抑制syk激酶活性的方法，抑制血小板聚集的方法，以及预防或治疗至少部分由syk激酶活性介导的多种疾病的方法，例如不良血栓和非何杰金淋巴瘤。
• INHIBITORS OF SYK AND JAK PROTEIN KINASES
  申请人：Jia Zhaozhong

  公开号：US20120101275A1

  公开（公告）日：2012-04-26

  The present invention is directed to compounds of formula I-V and tautomers thereof or pharmaceutically acceptable salts, esters, and prodrugs thereof which are inhibitors of syk kinase. The present invention is also directed to intermediates used in making such compounds, the preparation of such a compound, pharmaceutical compositions containing such a compound, methods of inhibition syk kinase activity, methods of inhibition the platelet aggregation, and methods to prevent or treat a number of conditions mediated at least in part by syk kinase activity, such as undesired thrombosis and Non Hodgkin's Lymphoma.

  本发明涉及公式I-V和其互变异构体或药学上可接受的盐、酯和前药的化合物，其为syk激酶的抑制剂。本发明还涉及用于制备这种化合物的中间体，制备这种化合物的方法，含有这种化合物的制药组合物，抑制syk激酶活性的方法，抑制血小板聚集的方法，以及预防或治疗至少部分由syk激酶活性介导的多种情况的方法，如非霍奇金淋巴瘤和不良血栓形成。
• Inhibitors of SYK and JAK protein kinases
  申请人：Portola Pharmaceuticals, Inc.

  公开号：US08318755B2

  公开（公告）日：2012-11-27

  The present invention is directed to compounds of formula I-V and tautomers thereof or pharmaceutically acceptable salts, esters, and prodrugs thereof which are inhibitors of syk kinase. The present invention is also directed to intermediates used in making such compounds, the preparation of such a compound, pharmaceutical compositions containing such a compound, methods of inhibition syk kinase activity, methods of inhibition the platelet aggregation, and methods to prevent or treat a number of conditions mediated at least in part by syk kinase activity, such as undesired thrombosis and Non Hodgkin's Lymphoma.

  本发明涉及公式I-V化合物及其互变异构体或药学上可接受的盐、酯和前药，其为syk激酶抑制剂。本发明还涉及制备这种化合物所使用的中间体，制备这种化合物的方法，含有这种化合物的药物组合物，抑制syk激酶活性的方法，抑制血小板聚集的方法，以及预防或治疗至少部分由syk激酶活性介导的多种疾病的方法，例如不良血栓形成和非霍奇金淋巴瘤。
• Arylpyrrole insecticidal acaricidal and nematicidal agents and method for the preparation thereof
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0347488A1

  公开（公告）日：1989-12-27

  wherein X is F, Cl, Br, I, or CF₃; Y is F, Cl, Br, I, CF₃ or CN; W is CN or NO₂ and A is H; C₁-C₄ alkyl optionally substituted with from one to three halogen atoms, one hydroxy, one C₁-C₄ alkoxy or one C₁-C₄ alkylthio, one phenyl optionally substituted with C₁-C₃ alkyl or C₁-C₃ alkoxy or with one to three halogen atoms, one phenoxy optionally substituted with one to three halogen atoms or one benzyloxy optionally substituted with one halogen substituent; C₁-C₄ carbalkoxymethyl; C₃-C₄ alkenyl optionally substituted with from one to three halogen atoms; cyano; C₃-C₄ alkynyl optionally substituted with one halogen atom; di-(C₁-C₄ alkyl) aminocarbonyl; or C₄-C₆ cycloalkyl-aminocarbonyl; L is H, F, Cl or Br; and M and R are each independently H, C₁-C₃ alkyl, C₁-C₃ alkoxy, C₁-C₃ alkylthio, C₁-C₃ alkylsulfinyl, C₁-C₃ alkylsulfonyl, cyano, F, Cl, Br, I, nitro, CF₃, R₁CF₂Z, R₂CO or NR₃R₄, and when M and R are on adjacent positions and taken with the carbon atoms to which they are attached they may form a ring in which MR represents the structure: Z is S(O)n or O; R₁ is H, F, CHF₂, CHFCl, or CF₃; R₂ is C₁-C₃ alkyl, C₁-C₃ alkoxy, or NR₃R₄; R₃ is H or C₁-C₃ alkyl; R₄ is H, C₁-C₃ alkyl, or R₅CO; R₅ is H or C₁-C₃ alkyl; and n is an integer of 0, 1 or 2 have insecticidal, acaricidal or nematicidal activity.

  其中 X 是 F、Cl、Br、I 或 CF₃；Y 是 F、Cl、Br、I、CF₃ 或 CN；W 是 CN 或 NO₂，A 是 H；C₁-C₄ 烷基，任选被 1 至 3 个卤素原子、1 个羟基、1 个 C₁-C₄ 烷氧基或 1 个 C₁-C₄ 烷硫基取代、一个任选被 C₁-C₃ 烷基或 C₁-C₃ 烷氧基或一至三个卤素原子取代的苯基、一个任选被一至三个卤素原子取代的苯氧基或一个任选被一个卤素取代基取代的苄氧基；C₁-C₄碳烷氧基甲基；C₃-C₄烯基，可选被一至三个卤素原子取代；二(C₁-C₄烷基)氨基羰基；或 C₄-C₆环烷基-氨基羰基； L 是 H、F、Cl 或 Br；M 和 R 各自独立地为 H、C₁-C₃ 烷基、C₁-C₃ 烷氧基、C₁-C₃ 烷硫基、C₁-C₃ 烷基亚磺酰基、C₁-C₃ 烷基磺酰基、氰基、F、Cl、Br、I、硝基、CF₃、R₁CF₂Z、R₂CO 或 NR₃R₄，当 M 和 R 位于相邻位置并与它们所连接的碳原子一起时，它们可以形成一个环，其中 MR 代表结构： Z 是 S(O)n 或 O；R₁ 是 H、F、CHF₂、CHFCl 或 CF₃；R₂ 是 C₁-C₃ 烷基、C₁-C₃ 烷氧基或 NR₃R₄；R₃ 是 H 或 C₁-C₃ 烷基；R₄ 是 H、C₁-C₃ 烷基或 R₅CO； R₅ 是 H 或 C₁-C₃ 烷基；以及 n 是 0、1 或 2 的整数，具有杀虫、杀螨剂或杀线虫活性。