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38183-03-8

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Identification

Name
7,8-DIHYDROXYFLAVONE
CAS
38183-03-8
Synonyms
7,8-DIHYDROXYFLAVONE
DIHYDROXYFLAVONE, 7,8-
TIMTEC-BB SBB000930
7,8-dihydroxy-2-phenyl-4h-1-benzopyran-4-on
7,8-dihydroxy-2-phenyl-4-benzopyrone
DIHYDROXYFLAVONE, 7,8-(RG)
7,8-Dihydroxyflavone hydrate
2-Phenyl-7,8-dihydroxy-4H-1-benzopyran-4-one
7,8-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one
EINECS(EC#)
253-812-4
Molecular Formula
C15H10O4
MDL Number
MFCD00006836
Molecular Weight
254.24
MOL File
38183-03-8.mol

Chemical Properties

Melting point 
243-246°C
mp 
243-246°C
Boiling point 
494.4±45.0 °C(Predicted)
density 
1.443±0.06 g/cm3(Predicted)
FEMA 
4830 | 7,8-DIHYDROXYFLAVONE
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO: soluble24mg/mL
pka
6.86±0.40(Predicted)
form 
solid
InChIKey
COCYGNDCWFKTMF-UHFFFAOYSA-N
CAS DataBase Reference
38183-03-8(CAS DataBase Reference)

Safety Data

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
S24/25:Avoid contact with skin and eyes .
WGK Germany 
3
RTECS 
DJ3004000

Hazard Information

Description
7,8-Dihydroxyflavone (7,8-DHF) is a monophenolic flavone with diverse effects. It acts as an agonist of the neurotrophic tyrosine kinase receptor TrkB (Kd = 320 nM), protecting neurons that express TrkB from apoptosis. 7,8-DHF is neuroprotective in an animal model of Parkinson’s disease. It supports emotional learning in mice and reverses memory deficits in a mouse model of Alzheimer’s disease. It also improves motor function and extends survival in an animal model of Huntington’s disease. 7,8-DHF inhibits the cytochrome P450 aromatase (IC50 = 10 μM) and, in this way, alters estrogen metabolism. It also has antioxidant action that increases intracellular glutathione synthesis and scavenges reactive oxygen species.
Chemical Properties
Yellow Solid
Uses
vascular protectant, antihaemorrhagic, tyr kinase B agonist
Uses
7,8-Dihydroxyflavone is disubstituted flavone that acts as a small-molecule TrkB agonist. 7,8-Dihydroxyflavone has been shown to reverse memory deficits and BACE1 elevation in a mouse model of Alzheim er's disease. 7,8-Dihydroxyflavone may also provide a therapeutic option in the treatment of other neorological disorders such as Rett syndrome and PTSD.
Biological Activity
Tyrosine kinase receptor B (TrkB) agonist that binds to the extracellular domain of the receptor (K d = 320 nM). Inhibits glutamate-triggered apoptosis in hippocampal neurons in vitro and in vivo .

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