4'-Dimethylamino-7,8-dihydroxyflavone

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4'-Dimethylamino-7,8-dihydroxyflavone
4'-Dimethylamino-7,8-dihydroxyflavone.svg
Systematic (IUPAC) name
2-[4-(Dimethylamino)phenyl]-7,8-dihydroxy-4H-chromen-4-one
Identifiers
CAS Number 1205548-04-4
ATC code None
ChemSpider 26630138
Chemical data
Formula C17H15NO4
Molecular mass 297.3053 g/mol
  • CN(C)c1ccc(cc1)c2cc(=O)c3ccc(c(c3o2)O)O
  • InChI=InChI=1S/C17H15NO4/c1-18(2)11-5-3-10(4-6-11)15-9-14(20)12-7-8-13(19)16(21)17(12)22-15/h3-9,19,21H,1-2H3
  • Key:YPAYCZOHGRSGJS-UHFFFAOYSA-N

4'-Dimethylamino-7,8-dihydroxyflavone (4'-DMA-7,8-DHF) is a synthetic flavone and selective small-molecule agonist of TrkB, the main receptor of brain-derived neurotrophic factor (BDNF), that was derived from structural modification of 7,8-dihydroxyflavone (7,8-DHF).[1][2][3][4] Relative to 7,8-DHF, 4'-DMA-7,8-DHF possesses higher agonistic activity at TrkB, is significantly more potent than 7,8-DHF both in vitro and in vivo, and has a longer duration of action (peaking at 4 hours and partially decaying at 8~16 hours).[1][3] The compound has been found to produce neuroprotective, neurogenic, and antidepressant-like effects in animals.[1][3][4][5]

See also

References

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