N-{[(6-bromopyridin-2-yl)amino]carbonothioyl}benzamide | 439578-82-2

• 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: N-{[(6-bromopyridin-2-yl)amino]carbonothioyl}benzamide
• 英文别名: 2-Bromo-6-benzoylthioureidopyridine；N-[(6-bromopyridin-2-yl)carbamothioyl]benzamide
• CAS: 439578-82-2
• 化学式: C₁₃H₁₀BrN₃OS
• 分子量: 336.212
• InChiKey: WAJXLZLESIILQQ-UHFFFAOYSA-N

物化性质

• 密度：
  1.616±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-{[(6-bromopyridin-2-yl)amino]carbonothioyl}benzamide 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 N-(6-bromopyridin-2-yl)thiazol-2-amine
  参考文献：
  名称：

  Discovery and SAR of 2-amino-5-(thioaryl)thiazoles as potent and selective Itk inhibitors

  摘要：

  A series of structurally novel aminothiazole based small molecule inhibitors of Itk were prepared to elucidate their structure-activity relationships (SARs), selectivity, and cell activity in inhibiting IL-2 secretion in a Jurkat T-cell assay. Compound 3 is identified as a potent and selective Itk inhibitor which inhibits anti-TCR antibody induced IL-2 production in mice in vivo and was previously reported to reduce lung inflammation in a mouse model of ovalbumin induced allergy/asthma. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.060
• 作为产物：
  描述：

  2-氨基-6-溴吡啶 、 苯甲酰基异硫氰酸酯 在 正戊烷 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以A total of 4.933 g (14.67 mmol, 99.5%) N-{[(6-bromopyridin-2-yl)amino]carbonothioyl}benzamide was isolated的产率得到N-{[(6-bromopyridin-2-yl)amino]carbonothioyl}benzamide
  参考文献：
  名称：

  Hetaryl-substituted guanidine compounds and use thereof as binding partners for 5-HT5-receptors

  摘要：

  本发明涉及一般式(I)的杂环取代鸟氨酸化合物，其对映异构体、顺反异构体和/或互变异构体，以及其药学上可接受的盐和已知化合物的前药。本发明还涉及将上述杂环取代鸟氨酸化合物用作5-HT5受体的结合伴侣，用于治疗和/或预防由5-HT5受体活性调节的疾病，特别是用于治疗和/或预防神经退行性和神经精神障碍以及与该类障碍相关的症状和功能障碍。

  公开号：

  US09296697B2

文献信息

• Thiazolyl inhibitors of Tec family tyrosine kinases
  申请人：——

  公开号：US20030069238A1

  公开（公告）日：2003-04-10

  Novel thiazolyl compounds and salts thereof, pharmaceutical compositions containing such compounds, and methods of using such compounds in the treatment of Tec family tyrosine kinase-associated disorders such as cancer, immunologic disorders and allergic disorders.

  新型噻唑基化合物及其盐，含有这种化合物的药物组合物，以及在治疗 Tec 家族酪氨酸激酶相关疾病（如癌症、免疫性疾病和过敏性疾病）中使用这种化合物的方法。
• Heataryl-substituted guanidine compounds and use thereof as binding partners for 5-ht5-receptors
  申请人：Amberg Wilhelm

  公开号：US20100184787A1

  公开（公告）日：2010-07-22

  The invention relates to the hetaryl-substituted guanidine compounds of general formula (I), enantiomeres, diastereomeres and/or tautomeres thereof, in addition to the pharmaceutically acceptable salts thereof and the prodrugs of the known compounds. The invention also relates to the use of said hetaryl-substituted guanidine compounds as binding partners for 5-HT5-receptors for treating and/or for the prophylaxis of illnesses which are modulated by a 5-HT5-receptor activity, in particular, for treating and/or for the prophylaxis of neurodegenerative and neuropsychiatric disorders, and signs, symptoms and dysfunctions associated with said disorders.

  该发明涉及一般式(I)的杂环取代胍胺化合物，以及其对映体、非对映体和/或互变异构体，以及其药学上可接受的盐和已知化合物的前药。该发明还涉及将所述杂环取代胍胺化合物用作5-HT5受体的结合伙伴，用于治疗和/或预防由5-HT5受体活性调节的疾病，特别是用于治疗和/或预防神经退行性和神经精神障碍，以及与该类障碍相关的症状、体征和功能障碍。
• [EN] THIAZOLYL INHIBITORS OF TEC FAMILY TYROSINE KINASES<br/>[FR] INHIBITEURS THIAZOLYL DES TYROSINE KINASES DE LA FAMILLE TEC
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2002050071A1

  公开（公告）日：2002-06-27

  Novel thiazolyl compounds and salts thereof, pharmaceutical compositions containing such compounds, and methods of using such compounds in the treatment of Tec family tyrosine kinase-associated disorders such as cancer, immunologic disorders and allergic disorders.

  新型噻唑基化合物及其盐，含有这种化合物的药物组合物，以及使用这种化合物治疗Tec家族酪氨酸激酶相关疾病（如癌症、免疫性疾病和过敏性疾病）的方法。
• Thiazolyl inhibitors of tec family tyrosine kinases
  申请人：Bristol-Myers Squibb Company

  公开号：EP1671969A2

  公开（公告）日：2006-06-21

  Thiazolyl compounds and salts thereof, pharmaceutical compositions containing such compounds, and use of such compounds in the treatment of Tec family tyrosine kinase-associated disorders such as cancer, immunologic disorders and allergic disorders.

  噻唑基化合物及其盐类、含有此类化合物的药物组合物，以及此类化合物在治疗 Tec 家族酪氨酸激酶相关疾病（如癌症、免疫性疾病和过敏性疾病）中的用途。
• Identification of 2-amino-5-(thioaryl)thiazoles as inhibitors of nerve growth factor receptor TrkA
  作者：Soong-Hoon Kim、John S. Tokarski、Kenneth J. Leavitt、Brian E. Fink、Mark E. Salvati、Robert Moquin、Mary T. Obermeier、George L. Trainor、Gregory G. Vite、Linda K. Stadnick、Jonathan S. Lippy、Dan You、Matthew V. Lorenzi、Ping Chen

  DOI：10.1016/j.bmcl.2007.11.076

  日期：2008.1

  2-Amino-5-(thioaryl)thiazoles are potent inhibitors of TrkA (e.g., 20h, TrkA IC50 = 0.6 nM) that show anti-proliferative effect in cellular assays. A proposed inhibitor binding mode to TrkA active site is consistent with key SAR observations. (c) 2007 Elsevier Ltd. All rights reserved.