2-Phenylimidazo[1,2-a]pyridine-6-carbaldehyde | 214958-30-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-Phenylimidazo[1,2-a]pyridine-6-carbaldehyde
• CAS: 214958-30-2
• 化学式: C₁₄H₁₀N₂O
• 分子量: 222.246
• InChiKey: JYUHCJZXAIVQBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-二氰咪唑-2-肼溴化氢 、 2-Phenylimidazo[1,2-a]pyridine-6-carbaldehyde 在 氢溴酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Bis-Cationic Heteroaromatics as Macrofilaricides:  Synthesis of Bis-Amidine and Bis-Guanylhydrazone Derivatives of Substituted Imidazo[1,2-a]pyridines

  摘要：

  A series of guanylhydrazone, amidine, and hydrazone derivatives of 2-phenylimidazo[1,2-a]pyridine have been prepared and evaluated for macrofilarial activity against Acanthocheilonema viteae and Brugia pahangi in jirds. Compounds with 4',6-bis-substitution by cyclic guanylhydrazone groups show activity. 4',6-Bis-amidines show some activity but are more toxic; 4'- or 6-monosubstituted compounds are inactive. 2,6-Bis-substituted compounds lacking the phenyl ring are inactive. 4',6-Bis-substituted compounds having additional double bonds inserted between the heterocyclic ring and the phenyl ring or between the substituent and the ring system show reduced activity.

  DOI：

  10.1021/jm9803368
• 作为产物：
  描述：

  2-phenylimidazo[1,2-a]pyridine-6-carbonitrile 在 potassium hydrogensulfate 、 二异丁基氢化铝 作用下， 生成 2-Phenylimidazo[1,2-a]pyridine-6-carbaldehyde
  参考文献：
  名称：

  Bis-Cationic Heteroaromatics as Macrofilaricides:  Synthesis of Bis-Amidine and Bis-Guanylhydrazone Derivatives of Substituted Imidazo[1,2-a]pyridines

  摘要：

  A series of guanylhydrazone, amidine, and hydrazone derivatives of 2-phenylimidazo[1,2-a]pyridine have been prepared and evaluated for macrofilarial activity against Acanthocheilonema viteae and Brugia pahangi in jirds. Compounds with 4',6-bis-substitution by cyclic guanylhydrazone groups show activity. 4',6-Bis-amidines show some activity but are more toxic; 4'- or 6-monosubstituted compounds are inactive. 2,6-Bis-substituted compounds lacking the phenyl ring are inactive. 4',6-Bis-substituted compounds having additional double bonds inserted between the heterocyclic ring and the phenyl ring or between the substituent and the ring system show reduced activity.

  DOI：

  10.1021/jm9803368

文献信息

• [EN] PIPERIDINYL SMALL MOLECULE DEGRADERS OF HELIOS AND METHODS OF USE<br/>[FR] AGENTS DE DÉGRADATION DE PROTÉINE HELIOS À BASE DE PETITES MOLÉCULES DE PIPÉRIDINYL ET PROCÉDÉS D'UTILISATION
  申请人：DANA FARBER CANCER INST INC

  公开号：WO2022081976A1

  公开（公告）日：2022-04-21

  Disclosed are compounds and pharmaceutically acceptable salts, hydrates, solvates, prodrugs, stereoisomers, or tautomers thereof that may cause degradation of various proteins e.g., IKZF2 (Helios). Also disclosed are pharmaceutical compositions containing same, and methods of making and using the compounds to treat diseases and disorders associated with Helios and which may benefit from Helios degradation.

  本发明涉及化合物及其制药可接受的盐、水合物、溶剂合物、前药、立体异构体或互变异构体，其可导致各种蛋白质如IKZF2（Helios）的降解。本发明还涉及含有该化合物的制药组合物，以及使用该化合物治疗与Helios相关的疾病和障碍的方法，这些疾病和障碍可能受益于Helios的降解。
• Bis-Cationic Heteroaromatics as Macrofilaricides:  Synthesis of Bis-Amidine and Bis<i>-</i>Guanylhydrazone Derivatives of Substituted Imidazo[1,2-<i>a</i>]pyridines
  作者：Richard J. Sundberg、Sujay Biswas、Krishna Kumar Murthi、Donna Rowe、John W. McCall、Michael T. Dzimianski

  DOI：10.1021/jm9803368

  日期：1998.10.1

  A series of guanylhydrazone, amidine, and hydrazone derivatives of 2-phenylimidazo[1,2-a]pyridine have been prepared and evaluated for macrofilarial activity against Acanthocheilonema viteae and Brugia pahangi in jirds. Compounds with 4',6-bis-substitution by cyclic guanylhydrazone groups show activity. 4',6-Bis-amidines show some activity but are more toxic; 4'- or 6-monosubstituted compounds are inactive. 2,6-Bis-substituted compounds lacking the phenyl ring are inactive. 4',6-Bis-substituted compounds having additional double bonds inserted between the heterocyclic ring and the phenyl ring or between the substituent and the ring system show reduced activity.