AMG-333

AMG-333 is a drug which acts as a potent and selective blocker of the TRPM8 ion channel, which is the main receptor responsible for the sensation of cold. It was developed as a potential treatment for migraine.[1]

AMG-333
Identifiers
IUPAC name
  • 6-{[(S)-(3-fluoropyridin-2-yl)-[3-fluoro-4-(trifluoromethoxy)phenyl]methyl]carbamoyl}pyridine-3-carboxylic acid
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC20H12F5N3O4
Molar mass453.325 g·mol−1
3D model (JSmol)
SMILES
  • C1=CC(=C(N=C1)[C@H](C2=CC(=C(C=C2)OC(F)(F)F)F)NC(=O)C3=NC=C(C=C3)C(=O)O)F
InChI
  • InChI=1S/C20H12F5N3O4/c21-12-2-1-7-26-17(12)16(10-4-6-15(13(22)8-10)32-20(23,24)25)28-18(29)14-5-3-11(9-27-14)19(30)31/h1-9,16H,(H,28,29)(H,30,31)/t16-/m0/s1
  • Key:QEBYISWYMFIXOZ-INIZCTEOSA-N

See also

References
  1. Horne DB, Biswas K, Brown J, Bartberger MD, Clarine J, Davis CD, et al. (September 2018). "Discovery of TRPM8 Antagonist ( S)-6-(((3-Fluoro-4-(trifluoromethoxy)phenyl)(3-fluoropyridin-2-yl)methyl)carbamoyl)nicotinic Acid (AMG 333), a Clinical Candidate for the Treatment of Migraine". Journal of Medicinal Chemistry. 61 (18): 8186–8201. doi:10.1021/acs.jmedchem.8b00518. PMID 30148953.
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