4-[N-(6-chloro-5-nitropyrimidin-4-yl)amino]benzenesulfonamide | 1220449-34-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[N-(6-chloro-5-nitropyrimidin-4-yl)amino]benzenesulfonamide
• 英文别名: 4-(6-chloro-5-nitro-pyrimidin-4-ylamino)-benzenesulfonamide；4-(6-chloro-5-nitro-pyrimidin-4-ylamino)benzenesulfonamide；4-[(6-Chloro-5-nitropyrimidin-4-yl)amino]benzenesulfonamide
• CAS: 1220449-34-2
• 化学式: C₁₀H₈ClN₅O₄S
• 分子量: 329.724
• InChiKey: DCTSAUVMCCOZNV-UHFFFAOYSA-N

物化性质

• 熔点：
  200 °C (decomp)
• 沸点：
  562.7±60.0 °C(Predicted)
• 密度：
  1.693±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  152
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-[N-(6-chloro-5-nitropyrimidin-4-yl)amino]benzenesulfonamide 、 苄胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以60%的产率得到4-[N-(6-benzylamino-5-nitropyrimidin-4-yl)amino]benzenesulfonamide
  参考文献：
  名称：

  4-[N-(Substituted 4-pyrimidinyl)amino]benzenesulfonamides as inhibitors of carbonic anhydrase isozymes I, II, VII, and XIII

  摘要：

  A series of 4-[N-(substituted 4-pyrimidinyl)amino] benzenesulfonamides were designed and synthesised. Their binding potencies as inhibitors of selected recombinant human carbonic anhydrase (hCA) isozymes I, II, VII, and XIII were measured using isothermal titration calorimetry and the thermal shift assay. To determine the structural features of inhibitor binding, the crystal structures of several compounds in complex with hCA II were determined. Several compounds exhibited selectivity towards isozymes I, II, and XIII, and some were potent inhibitors of hCA VII. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.09.011
• 作为产物：
  描述：

  4,6-二氯-5-硝基嘧啶 、 磺胺 在 三乙胺 作用下， 以 异丙醇 为溶剂， 以27%的产率得到4-[N-(6-chloro-5-nitropyrimidin-4-yl)amino]benzenesulfonamide
  参考文献：
  名称：

  [EN] 6-PHENYL-PYRIMIDIN-4-YL-(PHENYLAMINE OR PHENOXY) DERIVATIVES USEFUL AS MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTORS
  [FR] DÉRIVÉS 6-PHÉNYL-PYRIMIDIN-4-YL-(PHÉNYLAMINE OU PHÉNOXY) UTILES COMME MODULATEURS DE RÉCEPTEURS NICOTINIQUES DE L'ACÉTYLCHOLINE

  摘要：

  本发明涉及一种新型的6-苯基吡啶-4-基-(苯丙氨基或苯氧基)衍生物，发现它们是乙酰胆碱受体的调节剂。由于它们的药理特性，该发明的化合物可能对与中枢神经系统（CNS）的胆碱能系统、外周神经系统（PNS）、平滑肌收缩相关的疾病或疾病、内分泌疾病或疾病、神经退行性疾病或疾病、炎症、疼痛以及由于化学物质滥用终止引起的戒断症状等疾病或疾病的治疗有用。

  公开号：

  WO2010040826A1

文献信息

• [EN] NOVEL DIPHENYL PURINE DERIVATIVES USEFUL AS MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTORS<br/>[FR] NOUVEAUX DÉRIVÉS DE DIPHÉNYLPURINE UTILES EN TANT QUE MODULATEURS DE RÉCEPTEURS NICOTINIQUES D'ACÉTYLCHOLINE
  申请人：NEUROSEARCH AS

  公开号：WO2010040806A1

  公开（公告）日：2010-04-15

  This invention relates to novel (6-phenyl-5-amino/nitro-pyrimidin-4-yl)- phenyl-amines, which are found to be modulators of the nicotinic acetylcholine receptors. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.

  本发明涉及一种新型的（6-苯基-5-氨基/硝基-嘧啶-4-基）-苯基胺，发现它们是乙酰胆碱受体的调节剂。由于它们的药理特性，本发明的化合物可能用于治疗与中枢神经系统（CNS）和外周神经系统（PNS）的胆碱能系统相关的疾病或障碍，与平滑肌收缩相关的疾病或障碍，内分泌疾病或障碍，与神经退行性相关的疾病或障碍，与炎症、疼痛和化学物质滥用终止引起的戒断症状相关的疾病或障碍。
• NOVEL DIPHENYL PURINE DERIVATIVES USEFUL AS MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTORS
  申请人：Nardi Antonio

  公开号：US20110269778A1

  公开（公告）日：2011-11-03

  This invention relates to novel (6-phenyl-5-amino/nitro-pyrimidin-4-yl)-phenyl-amines, which are found to be modulators of the nicotinic acetylcholine receptors. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.

  本发明涉及新型(6-苯基-5-氨基/硝基嘧啶-4-基)-苯胺，发现它们是乙酰胆碱受体的调节剂。由于它们的药理特性，本发明中的化合物可能有助于治疗与中枢神经系统(CNS)、周围神经系统(PNS)的胆碱能系统相关的疾病或疾病，与平滑肌收缩相关的疾病或疾病，内分泌疾病或疾病，与神经退行性相关的疾病或疾病，与炎症、疼痛和化学物质滥用终止引起的戒断症状相关的疾病或疾病。
• 6-PHENYL-PYRIMIDIN-4-YL-(PHENYLAMINE OR PHENOXY) DERIVATIVES USEFUL AS MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTORS
  申请人：Nardi Antonio

  公开号：US20110230485A1

  公开（公告）日：2011-09-22

  This invention relates to novel 6-phenyl-phymidin-4-yl-(phenylannine or phenoxy) derivatives, which are found to be modulators of the nicotinic acetylcholine receptors. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.

  本发明涉及新型6-苯基-吡咯啉-4-基-(苯丙氨酸或苯氧基)衍生物，发现它们是乙酰胆碱受体的调节剂。由于它们的药理特性，本发明的化合物可能对治疗与中枢神经系统（CNS）和外周神经系统（PNS）的胆碱能系统相关的疾病或障碍、平滑肌收缩相关的疾病或障碍、内分泌疾病或障碍、神经退行性疾病或障碍、炎症、疼痛以及由于滥用化学物质而引起的戒断症状等领域具有用处。
• 4-[N-(Substituted 4-pyrimidinyl)amino]benzenesulfonamides as inhibitors of carbonic anhydrase isozymes I, II, VII, and XIII
  作者：Jurgis Sūdžius、Lina Baranauskienė、Dmitrij Golovenko、Jurgita Matulienė、Vilma Michailovienė、Jolanta Torresan、Jelena Jachno、Rasa Sukackaitė、Elena Manakova、Saulius Gražulis、Sigitas Tumkevičius、Daumantas Matulis

  DOI：10.1016/j.bmc.2010.09.011

  日期：2010.11

  A series of 4-[N-(substituted 4-pyrimidinyl)amino] benzenesulfonamides were designed and synthesised. Their binding potencies as inhibitors of selected recombinant human carbonic anhydrase (hCA) isozymes I, II, VII, and XIII were measured using isothermal titration calorimetry and the thermal shift assay. To determine the structural features of inhibitor binding, the crystal structures of several compounds in complex with hCA II were determined. Several compounds exhibited selectivity towards isozymes I, II, and XIII, and some were potent inhibitors of hCA VII. (C) 2010 Elsevier Ltd. All rights reserved.
• [EN] 6-PHENYL-PYRIMIDIN-4-YL-(PHENYLAMINE OR PHENOXY) DERIVATIVES USEFUL AS MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTORS<br/>[FR] DÉRIVÉS 6-PHÉNYL-PYRIMIDIN-4-YL-(PHÉNYLAMINE OU PHÉNOXY) UTILES COMME MODULATEURS DE RÉCEPTEURS NICOTINIQUES DE L'ACÉTYLCHOLINE
  申请人：NEUROSEARCH AS

  公开号：WO2010040826A1

  公开（公告）日：2010-04-15

  This invention relates to novel 6-phenyl-pyhmidin-4-yl-(phenylannine or phenoxy) derivatives, which are found to be modulators of the nicotinic acetylcholine receptors. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.

  本发明涉及一种新型的6-苯基吡啶-4-基-(苯丙氨基或苯氧基)衍生物，发现它们是乙酰胆碱受体的调节剂。由于它们的药理特性，该发明的化合物可能对与中枢神经系统（CNS）的胆碱能系统、外周神经系统（PNS）、平滑肌收缩相关的疾病或疾病、内分泌疾病或疾病、神经退行性疾病或疾病、炎症、疼痛以及由于化学物质滥用终止引起的戒断症状等疾病或疾病的治疗有用。