3-Chloropropanoic acid (also known as3-chloropropionic acid orUMB66) is the organic compound with the formula ClCH2CH2CO2H. A white or colorless solid, it is used as a drug and a synthetic intermediate. The compound is produced by the hydrochlorination ofacrylic acid.[1] In aqueous solution, it has apKa value of 4.08.[2]
This compound is used in scientific research. It is structurally related toGHB and binds to theGHB receptor, but has no affinity forGABA receptors.[3] It is also an active ingredient in someherbicide blends.[4] Overdose may cause unconsciousness orconvulsions.[5] It has been demonstrated that the substance can be broken down by both bacteria and fungi as a means of bioremediation.[6][4]
^Dixon SL, Jurs PC (December 1993). "Estimation of p K a for organic oxyacids using calculated atomic charges".Journal of Computational Chemistry.14 (12):1460–1467.doi:10.1002/jcc.540141208.ISSN0192-8651.
^Macias AT, Hernandez RJ, Mehta AK, MacKerell AD, Ticku MK, Coop A (April 2004). "3-chloropropanoic acid (UMB66): a ligand for the gamma-hydroxybutyric acid receptor lacking a 4-hydroxyl group".Bioorganic & Medicinal Chemistry.12 (7):1643–1647.doi:10.1016/j.bmc.2004.01.025.PMID15028257.
