caffeine 2-hydroxy-1-naphthoic acid | 1280223-53-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: caffeine 2-hydroxy-1-naphthoic acid
• CAS: 1280223-53-1
• 化学式: C₈H₁₀N₄O₂*C₁₁H₈O₃
• 分子量: 382.376
• InChiKey: PIVFKSHGPNGEHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  28.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  119.35
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  咖啡因 、 2-羟基-1-萘甲酸 以 乙腈 为溶剂， 反应 0.08h， 生成 caffeine 2-hydroxy-1-naphthoic acid
  参考文献：
  名称：

  Microfluidic Approach to Cocrystal Screening of Pharmaceutical Parent Compounds

  摘要：

  We describe a microfluidic approach to screen for the formation of cocrystalline solid forms of pharmaceutical parent compounds (PCs). Saturated solutions of PCs and of cocrystal formers dissolved in a variety of solvents are precisely metered in arrays of 48 wells to enable the combinatorial mixing of all possible combinations. Key characteristics of the microfluidic approach, including small quantities (similar to 240 mu g/48 conditions), the ability to generate and screen 48 unique conditions per chip, and the ability to identify solid forms on-chip via Raman spectroscopy, enable solid form screening very early in the drug development process. In contrast, current approaches require on the order of similar to 240 mg for 48 conditions, thus delaying solid form screening to later stages of the drug development. Sequential screening experiments using caffeine as the model compound were conducted to validate the on-chip approach reported here. Preliminary screens were executed to identify conditions with the highest propensity for crystallization and to identify the cocrystal formers (CCFs) resulting in formation of cocrystals via on-chip Raman spectroscopy. Next, the identified, promising conditions were replicated to confirm reproducibility and consistency of the on-chip outcomes. Nine cocrystals of caffeine were identified in this way.

  DOI：

  10.1021/cg3011212