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Syntheses of Analogues of Propofol: A Review

Propofol (2,6-diisopropylphenol) is an intravenous sedative/hypnotic agent that is used extensively for introduction and maintenance of general anaesthesia, sedation of critically ill patients and procedural sedation (e.g., endoscopy). Propofol has a rapid onset and offset of action and shows only minimal accumulation upon prolonged use. Propofol is only sparingly soluble in water and is currently marketed in 10% soybean oil-based lipid emulsion. Propofol’s anaesthetic properties were discovered over forty years ago, and it has been in clinical use for over thirty years. The main use of propofol remains as an anaesthetic but, over the years, analogues have been developed with varying properties from anticancer, anticonvulsant and antioxidant. In addition, large synthetic efforts have been made towards improving propofol’s water-solubility, its activity, and elucidating its structure–activity­ relationship and exact mechanism of action have been made. This review provides an overview of the research pertaining to propofol-like molecules and covers the efforts of synthetic chemists towards propofol analogues over the last 40 years. 1 Introduction 2 History 3 Early Work 4 Improving Water Solubility 5 The Importance of the Phenol 6 Exploring the Structure–Activity Relationship and Attempts to Improve Activity 7 Anticancer Activity 8 Anticonvulsant Properties 9 Antioxidant Activity 10 Photoactive Labelling to Elucidate Mechanism of Action 11 Photoregulation 12 Conclusion