6-bromo-7-chloroquinolin-4-ol | 1260680-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-bromo-7-chloroquinolin-4-ol
• 英文别名: 6-bromo-7-chloro-1H-quinolin-4-one
• CAS: 1260680-69-0
• 化学式: C₉H₅BrClNO
• mdl: MFCD15527279
• 分子量: 258.502
• InChiKey: YCDPCUROLTWTTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 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：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-bromo-7-chloroquinolin-4-ol 在 N-碘代丁二酰亚胺 作用下， 生成 6-bromo-7-chloro-3-iodo-1H-quinolin-4-one
  参考文献：
  名称：

  Controlled derivatization of polyhalogenated quinolines utilizing selective cross-coupling reactions

  摘要：

  Straightforward procedures for the derivatization of tri- and tetrahalogenated quinolines utilizing sequential selective Pd-catalyzed cross-coupling reactions are described. Taking advantage of intrinsic halide reactivity, substrate control, and appropriate reaction conditions, highly selective reactions at the quinoline 3-, 4-, and 6-position are possible. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.040
• 作为产物：
  描述：

  6-bromo-4,7-dichloroquinoline-3-carboxylic acid 以 二苯醚 为溶剂， 生成 6-bromo-7-chloroquinolin-4-ol
  参考文献：
  名称：

  Controlled derivatization of polyhalogenated quinolines utilizing selective cross-coupling reactions

  摘要：

  Straightforward procedures for the derivatization of tri- and tetrahalogenated quinolines utilizing sequential selective Pd-catalyzed cross-coupling reactions are described. Taking advantage of intrinsic halide reactivity, substrate control, and appropriate reaction conditions, highly selective reactions at the quinoline 3-, 4-, and 6-position are possible. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.040

文献信息

• [EN] HETEROCYCLIC COMPOUNDS USEFUL AS MODULATORS OF TNF ALPHA<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES UTILES EN TANT QUE MODULATEURS DU TNF ALPHA
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2017023905A1

  公开（公告）日：2017-02-09

  Disclosed are compounds of Formula (I) or a salt thereof, wherein: A is CR1 or N; B is CR3 or N; D is CR4 or N; L1 is -(CR7R7)m-; L2 is -(CR7R7)n-; and X, Z, R1, R2, R3, R4, R5,and R6 are define herein. Also disclosed are methods of using such compounds as modulators of TNFα, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating inflammatory and autoimmune diseases.

  披露了公式(I)化合物或其盐，其中：A是CR1或N；B是CR3或N；D是CR4或N；L1是-(CR7R7)m-；L2是-(CR7R7)n-；X，Z，R1，R2，R3，R4，R5和R6都在此定义。还披露了将此类化合物用作调节TNFα的调节剂的方法，以及包含此类化合物的药物组合物。这些化合物可用于治疗炎症和自身免疫性疾病。
• Heterocyclic compounds useful as modulators of TNF alpha
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US10865191B2

  公开（公告）日：2020-12-15

  Disclosed are compounds of Formula (I) or a salt thereof, wherein: A is CR1 or N; B is CR3 or N; D is CR4 or N; L1 is —(CR7R7)m—; L2 is —(CR7R7)n—; and X, Z, R1, R2, R3, R4, R5, and R6 are define herein. Also disclosed are methods of using such compounds as modulators of TNFα, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating inflammatory and autoimmune diseases.

  公开了式(I)化合物或其盐，其中：A是CR1或N；B是CR3或N；D是CR4或N；L1是-(CR7R7)m-；L2是-(CR7R7)n-；X、Z、R1、R2、R3、R4、R5和R6在此定义。还公开了使用此类化合物作为 TNFα 调节剂的方法，以及包含此类化合物的药物组合物。这些化合物可用于治疗炎症和自身免疫性疾病。
• HETEROCYCLIC COMPOUNDS USEFUL AS MODULATORS OF TNF ALPHA
  申请人：Bristol-Myers Squibb Company

  公开号：EP3331871A1

  公开（公告）日：2018-06-13
• Controlled derivatization of polyhalogenated quinolines utilizing selective cross-coupling reactions
  作者：M. Brad Nolt、Zhijian Zhao、Scott E. Wolkenberg

  DOI：10.1016/j.tetlet.2008.03.040

  日期：2008.5

  Straightforward procedures for the derivatization of tri- and tetrahalogenated quinolines utilizing sequential selective Pd-catalyzed cross-coupling reactions are described. Taking advantage of intrinsic halide reactivity, substrate control, and appropriate reaction conditions, highly selective reactions at the quinoline 3-, 4-, and 6-position are possible. (C) 2008 Elsevier Ltd. All rights reserved.