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α-Difluoromethyl-DOPA

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α-Difluoromethyl-DOPA
Skeletal formula
Ball-and-stick model of α-difluoromethyl-DOPA
Names
Systematic IUPAC name
(2S)-2-Amino-2-[(3,4-dihydroxyphenyl)methyl]-3,3-difluoropropanoic acid
Other names
α-(Difluoromethyl)-3-hydroxy-L-tyrosine
Identifiers
3D model (JSmol)
ChemSpider
MeSH alpha-difluoromethyl-DOPA
UNII
  • InChI=1S/C10H11F2NO4/c11-8(12)10(13,9(16)17)4-5-1-2-6(14)7(15)3-5/h1-3,8,14-15H,4,13H2,(H,16,17)/t10-/m1/s1 checkY
    Key: XZVHHLNLLVICFA-SNVBAGLBSA-N checkY
  • InChI=1/C10H11F2NO4/c11-8(12)10(13,9(16)17)4-5-1-2-6(14)7(15)3-5/h1-3,8,14-15H,4,13H2,(H,16,17)/t10-/m1/s1
    Key: XZVHHLNLLVICFA-SNVBAGLBBM
  • C1=CC(=C(C=C1C[C@@](C(F)F)(C(=O)O)N)O)O
  • FC(F)[C@](C(=O)O)(N)Cc1cc(O)c(O)cc1
Properties
C10H11F2NO4
Molar mass 247.20 g/mol
Density 1.528 g/mL
Boiling point 479 °C (894 °F; 752 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

α-Difluoromethyl-3,4-dihydroxyphenylalanine (DFMD, DFM-DOPA) is a DOPA decarboxylase inhibitor.[1]

See also

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References

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  1. ^ Zbinden G, Brändle E (February 1980). "Inhibition of 5-hydroxytryptophan nephrotoxicity by alpha-difluoromethyl-dopa, an inhibitor or L-amino acid decarboxylase". Toxicology Letters. 5 (2): 125–9. doi:10.1016/0378-4274(80)90161-7. PMID 6781106.