151358-47-3 4-(二(1H-吲哚-3-基)甲基)苯酚

危险性质：非危险化学品

生命科学，是一种 nuclear receptor 4A1 (NR4A1)(Nur77) 拮抗剂，可抑制肿瘤生长和mTOR信号传导，并诱导细胞凋亡和细胞应激。

医药

合成路线 1（1. 合成：151358-47-3）

产率：98% 合成条件：With bismuth vanadate In neat (no solvent) at 80℃; for 0.92 h; Green chemistry 实验步骤：通用方法：将BiVO4-NPs（30mg）加入到吲哚和/或2-甲基吲哚（2mmol）和醛化合物（1mmol）的混合物中，并将混合物在80℃下在无溶剂下搅拌 适当时间的条件。 在反应完成后（通过TLC监测），将混合物用30mL热乙醇稀释，并通过过滤回收催化剂并用EtOH（5mL）洗涤。 减压蒸发溶剂，并将剩余的固体从乙醇/水（95：5）的混合物中重结晶，得到纯产物。 所有产品的光谱和物理数据均与文献中报道的一致，以及根据先前报道的方法制备的样品。 参考文献：

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合成路线 2（2. 合成：151358-47-3）

产率：63% 合成条件：With zinc perchlorate; 1,3-bis[5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-ylmethyleneamino]thiourea In dichloromethane at 20℃; for 10 h; 实验步骤：通用方法：将配体L3（0.005g，0.01mmol）和Zn（ClO4）2·6H2O（0.004g，0.01mmol）在CH 2 Cl 2（2mL）中的混合物在室温下搅拌0.5小时。 然后，加入吲哚（0.023g，0.2mmol）和亚胺（0.018g，0.1mmol）。 通过TLC测定反应完成后，通过硅胶柱色谱法（乙酸乙酯/石油醚1：20-1：10）纯化粗混合物，得到所需纯产物3a，产率97％。 参考文献：

• [1] Synthetic Communications, 2004, vol. 34, # 17, p. 3175 - 3182 [2] Chinese Chemical Letters, 2014, vol. 25, # 1, p. 163 - 165

合成路线 3（3. 合成：151358-47-3）

产率：76% 合成条件：With zinc perchlorate; 1,3-bis[5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-ylmethyleneamino]thiourea In dichloromethane at 20℃; for 10 h; 实验步骤：通用方法：将配体L3（0.005g，0.01mmol）和Zn（ClO4）2·6H2O（0.004g，0.01mmol）在CH 2 Cl 2（2mL）中的混合物在室温下搅拌0.5小时。 然后，加入吲哚（0.023g，0.2mmol）和亚胺（0.018g，0.1mmol）。 通过TLC测定反应完成后，通过硅胶柱色谱法（乙酸乙酯/石油醚1：20-1：10）纯化粗混合物，得到所需纯产物3a，产率97％。 参考文献：

• [1] Chinese Chemical Letters, 2014, vol. 25, # 1, p. 163 - 165