7-HYDROXYFLAVONE Property

Melting point:

245-247 °C (lit.)

Boiling point:

320.83°C (rough estimate)

Density 

1.340±0.06 g/cm3 (20 ºC 760 Torr)

refractive index 

1.5740 (estimate)

Water Solubility 

Insoluble in water

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

powder to crystal

pka

7.02±0.40(Predicted)

color 

White to Light yellow

BRN 

194089

LogP

3.620

CAS DataBase Reference

6665-86-7(CAS DataBase Reference)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29329990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

7-HYDROXYFLAVONE Chemical Properties,Usage,Production

Synthesis

Acetylation of resorcinol acetic acid yields 2,4-dihydroxyacetophenone, which is then subjected to benzoylation and transposition to obtain (2-hydroxy-4-benzoyloxy)benzoylacetophenone. 7-hydroxyflavone was obtained by further cyclization reaction in a mixture of acetic acid and hydrochloric acid at 103° C for 7 h. 

Chemical Properties

off-white crystals

Uses

antifungal, analgesic

Uses

Reactant:

• Acting as a biologically valuable acceptor in O-glycosidation reactions
• Involved in synthesis of fully phosphorylated flavones for use as pancreatic cholesterol esterase inhibitors
• For O-methylation with di-Me carbonate
• Linked by a polymethylene chain for synthesis of α1-adrenoceptor antagonists
• Involved in Baylis-Hillman reactions
• Involved in phase-transfer catalyzed glucosylation for synthesis of glucosylated flavonoids

Definition

ChEBI: 7-hydroxyflavone is a hydroxyflavonoid in which the flavone nucleus is substituted at position 7 by a hydroxy group.

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 6497, 1990 DOI: 10.1016/S0040-4039(00)97100-4

Biological Activity

7-Hydroxyflavone is a flavonoid isolated from M. indica with anti-inflammatory properties. It protects renal cells from nicotine (NIC)-induced cytotoxicity through the ERK/Nrf2/HO-1 pathway.