Clinofibrate Explained

Clinofibrate (INN) (trade name Lipoclin) is a fibrate and a derivative of Bisphenol Z.^[1]

Synthesis

The reaction between cyclohexanone and phenol gives Bisphenol Z (3).^[2] This is treated with chloroform and methyl ethyl ketone in the presence of base. The resulting Bargellini reaction gives clinofibrate.^[3]

Notes and References

1. Takeuchi N, Kukita H, Kajiyama G, Fujiyama M, Ishikawa K, Miki H, Mishima T, Murata K, Asano T . Effect of clinofibrate, a new hypolipidemic agent, on biliary and serum lipids in patients with hyperlipidemia . Atherosclerosis . 42 . 2–3 . 129–39 . April 1982 . 7073798 . 10.1016/0021-9150(82)90145-9 .
2. 10.1155/2011/372673 . An Improved, Highly Efficient Method for the Synthesis of Bisphenols . 2011 . Patil LS, Suryawanshi VS, Pawar OB, Shinde ND . e-Journal of Chemistry . 8 . 4 . 2016–2019 . free .
3. Nakamura Y, Aono S, Agatsuma K, Tanaka Y . Phenoxy carboxylic acid derivative . US . 3716583 . 13 February 1973 . Sumitomo Chemical Company .