Product Name

  • Name

    HISPIDULIN

  • EINECS
  • CAS No. 1447-88-7
  • Article Data18
  • CAS DataBase
  • Density 1.512 g/cm3
  • Solubility
  • Melting Point 291-292 °C
  • Formula C16H12O6
  • Boiling Point 601.506 °C at 760 mmHg
  • Molecular Weight 300.268
  • Flash Point 230.135 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 1447-88-7 (HISPIDULIN)
  • Hazard Symbols Xn
  • Synonyms 6-Methylscutellarein;6-O-Methylapigenin;6-O-Methylscutellarein;Dinatin;Hispedulin;NSC122415;Salvitin;Scutellarein 6-methyl ether;Flavone,4',5,7-trihydroxy-6-methoxy- (7CI,8CI);4',5,7-Trihydroxy-6-methoxyflavone;5,7,4'-Trihydroxy-6-methoxyflavone;6-Methoxy-5,7,4'-trihydroxyflavone;6-Methoxyapigenin;
  • PSA 100.13000
  • LogP 2.58540

Synthetic route

7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5-hydroxy-6-methoxy-4H-chromen-4-one
28736-83-6

7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5-hydroxy-6-methoxy-4H-chromen-4-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; ethanol under 760.051 Torr; for 8h; Inert atmosphere;96%
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; ethanol under 760.051 Torr; for 8h;96%
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; ethanol for 8h;96.1%
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; ethanol at 20℃; for 8h;96%
5-hydroxy-6-methoxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one

5-hydroxy-6-methoxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; dichloromethane at 0 - 25℃; for 1h;92%
With hydrogenchloride In diethyl ether; dichloromethane; water at 0 - 25℃; for 1h;
hispidulin-7-O-β-D-methylglucuronopyranoside

hispidulin-7-O-β-D-methylglucuronopyranoside

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
With sulfuric acid In ethanol; water at 20 - 100℃; Solvent; Temperature; Reagent/catalyst;91%
With sulfuric acid In ethanol; water at 100℃; Inert atmosphere;90%
4'-benzyloxy-6-methoxy-5-benzyloxy-7-hydroxyflavone

4'-benzyloxy-6-methoxy-5-benzyloxy-7-hydroxyflavone

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
With boron trichloride In dichloromethane at -78℃; for 1.33333h;85%
With boron trichloride In dichloromethane at -78℃; for 1.33333h;85%
4'-benzyloxy-6-methoxy-5,7-dihydroxyflavone

4'-benzyloxy-6-methoxy-5,7-dihydroxyflavone

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
With boron trichloride In dichloromethane at -78 - 20℃; for 1h; Inert atmosphere;80%
tectoridin
17680-84-1

tectoridin

A

D-Glucose
2280-44-6

D-Glucose

B

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
With hydrolysis
5,7-dihydroxy-6-methoxy-flavone-4'-O-neohesperidoside

5,7-dihydroxy-6-methoxy-flavone-4'-O-neohesperidoside

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
With sulfuric acid for 8h;95 mg
7-benzyloxy-2-(4-benzyloxy-phenyl)-5,6-dimethoxy-chromen-4-one

7-benzyloxy-2-(4-benzyloxy-phenyl)-5,6-dimethoxy-chromen-4-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
With boron trichloride In dichloromethane at -65℃; for 1.5h;
2-hydroxy-4,6-dimethoxyacetophenone
90-24-4

2-hydroxy-4,6-dimethoxyacetophenone

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 60 percent / aluminium chloride / chlorobenzene / 1 h / Heating
2: 99 percent / K2CO3 / acetone / Heating
3: 29 percent / NaOH; K2S2O8; pyridine / H2O / 24 h / 20 °C
4: 59 percent / K2CO3 / acetone / Heating
5: pyridine / 3 h / 20 °C
6: KOH / pyridine / 4 h / 60 °C
7: sulfuric acid / acetic acid / 1.5 h / 60 °C
8: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
4-(benzyloxy)benzoic acid chloride
1486-50-6

4-(benzyloxy)benzoic acid chloride

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / 3 h / 20 °C
2: KOH / pyridine / 4 h / 60 °C
3: sulfuric acid / acetic acid / 1.5 h / 60 °C
4: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
2,4,6-trihydroxyacetophenone
480-66-0

2,4,6-trihydroxyacetophenone

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 92 percent / K2CO3 / acetone / 3 h / 65 °C
2: 60 percent / aluminium chloride / chlorobenzene / 1 h / Heating
3: 99 percent / K2CO3 / acetone / Heating
4: 29 percent / NaOH; K2S2O8; pyridine / H2O / 24 h / 20 °C
5: 59 percent / K2CO3 / acetone / Heating
6: pyridine / 3 h / 20 °C
7: KOH / pyridine / 4 h / 60 °C
8: sulfuric acid / acetic acid / 1.5 h / 60 °C
9: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
Multi-step reaction with 9 steps
1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C
2: silver trifluoroacetate; iodine / dichloromethane / 0 °C
3: potassium carbonate / N,N-dimethyl-formamide / 0 °C
4: potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos / water; 1,4-dioxane / 90 °C
5: potassium carbonate / acetone / 5 h / 56 °C
6: potassium hydroxide / water; ethanol / 24.5 h / 0 - 20 °C
7: hydrogenchloride / methanol; tetrahydrofuran / 8 h / 0 - 20 °C
8: iodine / dimethyl sulfoxide / 2 h / 120 °C
9: boron trichloride / dichloromethane / 1.33 h / -78 °C
View Scheme
1-(4-(benzyloxy)-6-hydroxy-2,3-dimethoxyphenyl)ethan-1-one
25892-95-9

1-(4-(benzyloxy)-6-hydroxy-2,3-dimethoxyphenyl)ethan-1-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / 3 h / 20 °C
2: KOH / pyridine / 4 h / 60 °C
3: sulfuric acid / acetic acid / 1.5 h / 60 °C
4: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
4,6-dihydroxy-2-methoxyacetophenone
3602-54-8

4,6-dihydroxy-2-methoxyacetophenone

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 99 percent / K2CO3 / acetone / Heating
2: 29 percent / NaOH; K2S2O8; pyridine / H2O / 24 h / 20 °C
3: 59 percent / K2CO3 / acetone / Heating
4: pyridine / 3 h / 20 °C
5: KOH / pyridine / 4 h / 60 °C
6: sulfuric acid / acetic acid / 1.5 h / 60 °C
7: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
p-(benzyloxy)benzoic acid
1486-51-7

p-(benzyloxy)benzoic acid

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: oxalyl chloride / CH2Cl2 / 8 h / 20 °C
2: pyridine / 3 h / 20 °C
3: KOH / pyridine / 4 h / 60 °C
4: sulfuric acid / acetic acid / 1.5 h / 60 °C
5: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
1-(4-(benzyloxy)-3,6-dihydroxy-2-methoxyphenyl)ethan-1-one
25892-94-8

1-(4-(benzyloxy)-3,6-dihydroxy-2-methoxyphenyl)ethan-1-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 59 percent / K2CO3 / acetone / Heating
2: pyridine / 3 h / 20 °C
3: KOH / pyridine / 4 h / 60 °C
4: sulfuric acid / acetic acid / 1.5 h / 60 °C
5: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
1-(4-(benzyloxy)-2-hydroxy-6-methoxyphenyl)ethan-1-one
39548-89-5

1-(4-(benzyloxy)-2-hydroxy-6-methoxyphenyl)ethan-1-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 29 percent / NaOH; K2S2O8; pyridine / H2O / 24 h / 20 °C
2: 59 percent / K2CO3 / acetone / Heating
3: pyridine / 3 h / 20 °C
4: KOH / pyridine / 4 h / 60 °C
5: sulfuric acid / acetic acid / 1.5 h / 60 °C
6: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

acid

acid

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: KOH / H2O; ethanol / 6 h / Heating
2: oxalyl chloride / CH2Cl2 / 8 h / 20 °C
3: pyridine / 3 h / 20 °C
4: KOH / pyridine / 4 h / 60 °C
5: sulfuric acid / acetic acid / 1.5 h / 60 °C
6: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
4-benzyloxy-benzoic acid 2-acetyl-5-benzyloxy-3,4-dimethoxy-phenyl ester

4-benzyloxy-benzoic acid 2-acetyl-5-benzyloxy-3,4-dimethoxy-phenyl ester

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: KOH / pyridine / 4 h / 60 °C
2: sulfuric acid / acetic acid / 1.5 h / 60 °C
3: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
1-(4-benzyloxy-6-hydroxy-2,3-dimethoxy-phenyl)-3-(4-benzyloxy-phenyl)-propane-1,3-dione

1-(4-benzyloxy-6-hydroxy-2,3-dimethoxy-phenyl)-3-(4-benzyloxy-phenyl)-propane-1,3-dione

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / acetic acid / 1.5 h / 60 °C
2: BCl3 / CH2Cl2 / 1.5 h / -65 °C
View Scheme
scutellarin
27740-01-8

scutellarin

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: hydrogenchloride / ethanol; water / 36 h / Inert atmosphere; Reflux
2: diphenylether / 0.5 h / 175 °C / Inert atmosphere
3: potassium carbonate / N,N-dimethyl-formamide / 14 h / 0 - 25 °C
4: acetic acid / water / 1.5 h / Inert atmosphere; Reflux
5: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere
6: potassium carbonate / N,N-dimethyl-formamide / 25 °C / Inert atmosphere
7: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr / Inert atmosphere
View Scheme
Multi-step reaction with 7 steps
1: hydrogenchloride / water; ethanol / 36 h / Inert atmosphere; Reflux
2: diphenylether / 0.5 h / 175 °C / Inert atmosphere
3: potassium carbonate / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere
4: acetic acid / water / 1.5 h / Inert atmosphere; Reflux
5: potassium carbonate / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere
6: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere
7: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / water; ethanol / 36 h / Inert atmosphere; Reflux
2: potassium carbonate / acetone / 6 h / Reflux
3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C
4: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 8 h
View Scheme
scutellarein
529-53-3

scutellarein

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: diphenylether / 0.5 h / 175 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 14 h / 0 - 25 °C
3: acetic acid / water / 1.5 h / Inert atmosphere; Reflux
4: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere
5: potassium carbonate / N,N-dimethyl-formamide / 25 °C / Inert atmosphere
6: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr / Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1: diphenylether / 0.5 h / 175 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere
3: acetic acid / water / 1.5 h / Inert atmosphere; Reflux
4: potassium carbonate / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere
5: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere
6: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / acetone / 6 h / Reflux
2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C
3: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 8 h
View Scheme
9-hydroxy-6-(4-hydroxyphenyl)-2,2-diphenyl-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one
1105056-24-3

9-hydroxy-6-(4-hydroxyphenyl)-2,2-diphenyl-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 0 - 25 °C
2: acetic acid / water / 1.5 h / Inert atmosphere; Reflux
3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere
4: potassium carbonate / N,N-dimethyl-formamide / 25 °C / Inert atmosphere
5: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: potassium carbonate / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere
2: acetic acid / water / 1.5 h / Inert atmosphere; Reflux
3: potassium carbonate / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere
4: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere
5: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr
View Scheme
9-hydroxy-2,2-diphenyl-6-[4-(phenylmethoxy)phenyl]-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one
1402607-40-2

9-hydroxy-2,2-diphenyl-6-[4-(phenylmethoxy)phenyl]-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetic acid / water / 1.5 h / Inert atmosphere; Reflux
2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere
3: potassium carbonate / N,N-dimethyl-formamide / 25 °C / Inert atmosphere
4: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: acetic acid / water / 1.5 h / Inert atmosphere; Reflux
2: potassium carbonate / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere
3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere
4: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr
View Scheme
5,6,7-trihydroxy-2-[4-(phenylmethoxy)phenyl]-4H-1-benzopyran-4-one
1351585-69-7

5,6,7-trihydroxy-2-[4-(phenylmethoxy)phenyl]-4H-1-benzopyran-4-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 25 °C / Inert atmosphere
3: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere
3: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr
View Scheme
7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5,6-dihydroxy-4H-chromen-4-one
62252-32-8

7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5,6-dihydroxy-4H-chromen-4-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere
2: hydrogen; palladium 10% on activated carbon / ethanol; tetrahydrofuran / 8 h / 760.05 Torr
View Scheme
Iretol
487-71-8

Iretol

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: boron trifluoride diethyl etherate / 20 °C / Cooling with ice; Inert atmosphere
2.1: potassium carbonate / acetone / 56 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: sodium acetate / water; ethanol / 78 °C / Inert atmosphere
4.1: pyridine; iodine / 3 h / 90 °C
5.1: boron trichloride / dichloromethane / 1 h / -78 - 20 °C / Inert atmosphere
View Scheme
2,4,6-trihydroxy-3-methoxyacetophenone
16297-01-1

2,4,6-trihydroxy-3-methoxyacetophenone

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium carbonate / acetone / 56 °C / Inert atmosphere
1.2: 0 - 20 °C / Inert atmosphere
2.1: sodium acetate / water; ethanol / 78 °C / Inert atmosphere
3.1: pyridine; iodine / 3 h / 90 °C
4.1: boron trichloride / dichloromethane / 1 h / -78 - 20 °C / Inert atmosphere
View Scheme
(E)-1-(6-hydroxy-3-methoxy-2,4-bis-(methoxymethoxy)phenyl)-3-(4-benzyloxyphenyl)prop-2-en-1-one

(E)-1-(6-hydroxy-3-methoxy-2,4-bis-(methoxymethoxy)phenyl)-3-(4-benzyloxyphenyl)prop-2-en-1-one

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium acetate / water; ethanol / 78 °C / Inert atmosphere
2: pyridine; iodine / 3 h / 90 °C
3: boron trichloride / dichloromethane / 1 h / -78 - 20 °C / Inert atmosphere
View Scheme
2,4,6-trihydroxybenzaldehyde
487-70-7

2,4,6-trihydroxybenzaldehyde

hispidulin
1447-88-7

hispidulin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 20 °C
3.1: potassium carbonate / acetone / 56 °C / Inert atmosphere
4.1: hydrogenchloride / water; methanol / 20 °C
5.1: boron trifluoride diethyl etherate / 20 °C / Cooling with ice; Inert atmosphere
6.1: potassium carbonate / acetone / 56 °C / Inert atmosphere
6.2: 0 - 20 °C / Inert atmosphere
7.1: sodium acetate / water; ethanol / 78 °C / Inert atmosphere
8.1: pyridine; iodine / 3 h / 90 °C
9.1: boron trichloride / dichloromethane / 1 h / -78 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 10 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
1.2: 3 h / 0 - 20 °C / Inert atmosphere
2.1: silver trifluoroacetate; iodine / dichloromethane / 5 h / 0 - 20 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 0 - 20 °C
4.1: bis-triphenylphosphine-palladium(II) chloride / toluene / 12 h / 100 °C
5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 9 h / 0 - 20 °C
5.2: 1.5 h / 20 °C
6.1: potassium carbonate / acetone / 5 h / 56 °C
7.1: potassium hydroxide / water; ethanol / 24.5 h / 0 - 20 °C
8.1: hydrogenchloride / methanol; tetrahydrofuran / 8 h / 0 - 20 °C
9.1: iodine / dimethyl sulfoxide / 2 h / 120 °C
10.1: boron trichloride / dichloromethane / 1.33 h / -78 °C
View Scheme
Multi-step reaction with 8 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / Cooling with ice; Inert atmosphere
1.2: 3 h / 20 °C / Inert atmosphere
2.1: silver trifluoroacetate; iodine / dichloromethane / 3 h / 0 - 20 °C
2.2: 3 h / 0 - 20 °C
3.1: bis-triphenylphosphine-palladium(II) chloride / toluene / 12 h / 100 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 8 h / 0 - 20 °C
5.1: potassium carbonate / acetone / 5 h / 56 °C
6.1: potassium hydroxide / ethanol; water / 24.5 h / 0 - 20 °C
6.2: 8 h / 0 - 20 °C
7.1: iodine / dimethyl sulfoxide / 2 h / 120 °C
8.1: boron trichloride / dichloromethane / 1.33 h / -78 °C
View Scheme
hispidulin
1447-88-7

hispidulin

methyl iodide
74-88-4

methyl iodide

A

salvigenin
6601-62-3

salvigenin

B

pectolinarigenin
520-12-7

pectolinarigenin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 6h; Inert atmosphere;A 38%
B 49%
...Expand
hispidulin
1447-88-7

hispidulin

scutellarein
529-53-3

scutellarein

Conditions
ConditionsYield
With pyridine hydrochloride for 3h;
hispidulin
1447-88-7

hispidulin

acetic anhydride
108-24-7

acetic anhydride

5,7,4'-trihydroxy-6-methoxyflavone triacetate
1178-23-0

5,7,4'-trihydroxy-6-methoxyflavone triacetate

Conditions
ConditionsYield
With pyridine
hispidulin
1447-88-7

hispidulin

acetic anhydride
108-24-7

acetic anhydride

luteolin tetraacetate
1061-93-4

luteolin tetraacetate

Conditions
ConditionsYield
With pyridine Acetylation;

Hispidulin Specification

The IUPAC name of Hispidulin is 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one. With the CAS registry number 1447-88-7, it is also named as 4',5,7-Trihydroxy-6-methoxyflavone. The product's category is Miscellaneous Natural Products. In addition, this chemical is partial positive allosteric modulator at the benzodiazepine receptor. It is used as brain penetrant. And it also has antifungal, antiproliferative, antioxidant and antithrombotic properties.

The other characteristics of Hispidulin can be summarized as: (1)ACD/LogP: 1.60; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.54; (4)ACD/LogD (pH 7.4): 0.39; (5)ACD/BCF (pH 5.5): 8.4; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 153.57; (8)ACD/KOC (pH 7.4): 11; (9)H bond acceptors: 6; (10)H bond donors: 3; (11)Freely Rotating Bonds: 5; (12)Polar Surface Area: 63.22 Å2; (13)Index of Refraction: 1.697; (14)Molar Refractivity: 76.53 cm3; (15)Molar Volume: 198.5 cm3; (16)Polarizability: 30.33×10-24cm3; (17)Surface Tension: 72.8 dyne/cm; (18)Density: 1.512 g/cm3; (19)Flash Point: 230.1 °C; (20)Enthalpy of Vaporization: 92.8 kJ/mol; (21)Boiling Point: 601.5 °C at 760 mmHg; (22)Vapour Pressure: 4.61E-15 mmHg at 25 °C

People can use the following data to convert to the molecule structure.
(1)SMILES:O=C\1c3c(O)c(OC)c(O)cc3O/C(=C/1)c2ccc(O)cc2
(2)InChI:InChI=1/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3
(3)InChIKey:IHFBPDAQLQOCBX-UHFFFAOYAV
(4)Std. InChI:InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3
(5)Std. InChIKey:IHFBPDAQLQOCBX-UHFFFAOYSA-N

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View