Clofibric acid

Clofibric acid is a biologically active metabolite of the lipid-lowering drugs clofibrate, etofibrate and theofibrate[1][2] with the molecular formula C10H11ClO3. It has been found in the environment following use of these drugs, for example in Swiss lakes and the North Sea.[2][3]

Clofibric acid
Names
Preferred IUPAC name
2-(4-Chlorophenoxy)-2-methylpropanoic acid
Other names
Clofibrin
Chlorofibrinic acid
Chlorophenoxyisobutyric acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.011.751
KEGG
UNII
  • InChI=1S/C10H11ClO3/c1-10(2,9(12)13)14-8-5-3-7(11)4-6-8/h3-6H,1-2H3,(H,12,13) Y
    Key: TXCGAZHTZHNUAI-UHFFFAOYSA-N Y
  • InChI=1/C10H11ClO3/c1-10(2,9(12)13)14-8-5-3-7(11)4-6-8/h3-6H,1-2H3,(H,12,13)
    Key: TXCGAZHTZHNUAI-UHFFFAOYAP
  • Clc1ccc(OC(C(=O)O)(C)C)cc1
Properties
C10H11ClO3
Molar mass 214.645 g/mol
Appearance White to yellow solid
Melting point 118 to 123 °C (244 to 253 °F; 391 to 396 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Some derivatives of clofibric acid are in a drug class called fibrates.

See also

References
  1. Salgado, R.; Oehmen, A.; Carvalho, G.; Noronha, J.P.; Reis, M.A.M. (2012). "Biodegradation of clofibric acid and identification of its metabolites". Journal of Hazardous Materials. 241–242: 182–189. doi:10.1016/j.jhazmat.2012.09.029. PMID 23062606.
  2. Packer, Jennifer L; Werner, Jeffrey J; Latch, Douglas E; McNeill, Kristopher; Arnold, William A (2003). "Photochemical fate of pharmaceuticals in the environment: Naproxen, diclofenac, clofibric acid, and ibuprofen". Aquatic Sciences - Research Across Boundaries. 65 (4): 342–351. doi:10.1007/s00027-003-0671-8. S2CID 24063392.
  3. Buser, Hans-Rudolf; Müller, Markus D; Theobald, Norbert (1998). "Occurrence of the Pharmaceutical Drug Clofibric Acid and the Herbicide Mecoprop in Various Swiss Lakes and in the North Sea". Environmental Science & Technology. 32 (1): 188–192. Bibcode:1998EnST...32..188B. doi:10.1021/es9705811.


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