Chemistry:Clinofibrate

From HandWiki

Clinofibrate (INN; trade name Lipoclin) is pharmaceutical drug of the fibrate class that is used for managing hyperlipidemia and associated conditions.[1] It is sold and marketed in Japan.[2]

Chemically, it is a derivative of bisphenol Z.[3]

Synthesis

The condensation between cyclohexanone (1) and phenol (2) gives bisphenol Z (3).[4] This is treated with chloroform and methyl ethyl ketone (MEK) in the presence of base. The resulting Bargellini reaction gives clinofibrate (4).[5]

Synthesis of clinofibrate

References

  1. "What is Clinofibrate used for?". Synapse. 14 June 2024. https://synapse.patsnap.com/article/what-is-clinofibrate-used-for. 
  2. "Clinofibrate". DrugBank. https://go.drugbank.com/drugs/DB09006. 
  3. "Effect of clinofibrate, a new hypolipidemic agent, on biliary and serum lipids in patients with hyperlipidemia". Atherosclerosis 42 (2–3): 129–39. April 1982. doi:10.1016/0021-9150(82)90145-9. PMID 7073798. 
  4. "An Improved, Highly Efficient Method for the Synthesis of Bisphenols". e-Journal of Chemistry 8 (4): 2016–2019. 2011. doi:10.1155/2011/372673. 
  5. Nakamura Y, Aono S, Agatsuma K, Tanaka Y, "Phenoxy carboxylic acid derivative", US patent 3716583, issued 13 February 1973