Product Name

  • Name

    5-Methyl-7-methoxyisoflavone

  • EINECS 617-342-7
  • CAS No. 82517-12-2
  • Article Data3
  • CAS DataBase
  • Density 1.212 g/cm3
  • Solubility
  • Melting Point 116-120 °C
  • Formula C17H14O3
  • Boiling Point 449.3 °C at 760 mmHg
  • Molecular Weight 266.296
  • Flash Point 217.5 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 82517-12-2 (5-Methyl-7-methoxyisoflavone)
  • Hazard Symbols
  • Synonyms 7-Methoxy-5-methylisoflavone;Methoxyvone;4H-1-Benzopyran-4-one,7-methoxy-5-methyl-3-phenyl-;
  • PSA 39.44000
  • LogP 3.77700

Synthetic route

1-(2-hydroxy-4-methoxy-6-methylphenyl)-2-phenylethan-1-one
860579-89-1

1-(2-hydroxy-4-methoxy-6-methylphenyl)-2-phenylethan-1-one

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

Conditions
ConditionsYield
With piperidine; pyridine Yield given;
1,3-dimethoxy-5-methylbenzene
4179-19-5

1,3-dimethoxy-5-methylbenzene

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3
2: piperidine, pyridine
View Scheme
phenylacetyl chloride
103-80-0

phenylacetyl chloride

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3
2: piperidine, pyridine
View Scheme
diethyl sulfate
64-67-5

diethyl sulfate

7-hydroxy-5-methyl-3-phenyl-chromen-4-one
55338-30-2

7-hydroxy-5-methyl-3-phenyl-chromen-4-one

5-methyl-7-ethoxy-isoflavone

5-methyl-7-ethoxy-isoflavone

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

Conditions
ConditionsYield
With potassium carbonate In water
C11H9IO3

C11H9IO3

phenylzinc(II) bromide
38111-44-3

phenylzinc(II) bromide

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

Conditions
ConditionsYield
at 20℃; Negishi Coupling;
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

3-(2-hydroxy-4-methoxy-6-methylphenyl)-4-phenyl-1H-pyrazole

3-(2-hydroxy-4-methoxy-6-methylphenyl)-4-phenyl-1H-pyrazole

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 2h; Reflux;95%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

2-(2-hydroxy-4-methoxy-5-methylphenyl)-3-phenyl-pyrimido[1,2-a]benzimidazole
1179998-26-5

2-(2-hydroxy-4-methoxy-5-methylphenyl)-3-phenyl-pyrimido[1,2-a]benzimidazole

Conditions
ConditionsYield
With sodium methylate In methanol at 65℃; for 8h;93%
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

7-hydroxy-5-methyl-3-phenyl-chromen-4-one
55338-30-2

7-hydroxy-5-methyl-3-phenyl-chromen-4-one

Conditions
ConditionsYield
With aluminium trichloride In benzene88%
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

9-methoxy-11-methyl-2H-phenanthro[9,10-c]pyrazole
1428876-28-1

9-methoxy-11-methyl-2H-phenanthro[9,10-c]pyrazole

Conditions
ConditionsYield
Stage #1: 5-methyl-7-methoxyisoflavone With hydrazine hydrate In ethanol at 80℃;
Stage #2: In ethanol; water at 20℃; for 4h; Inert atmosphere; Irradiation;
86%
guanidine hydrochloride
50-01-1

guanidine hydrochloride

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

2-amino-4-(2-hydroxy-4-methoxy-6-methylphenyl)-5-phenylpyrimidine
1338784-55-6

2-amino-4-(2-hydroxy-4-methoxy-6-methylphenyl)-5-phenylpyrimidine

Conditions
ConditionsYield
Stage #1: guanidine hydrochloride; 5-methyl-7-methoxyisoflavone With sodium hydroxide In ethanol for 4h; Reflux;
Stage #2: With hydrogenchloride In ethanol; water
82%
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

2-amino-5-[4-(2-hydroxy-4-methoxy-6-methylphenyl)-5-phenylpyrimidin-2-ylamino]pentanoic acid

2-amino-5-[4-(2-hydroxy-4-methoxy-6-methylphenyl)-5-phenylpyrimidin-2-ylamino]pentanoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 5h; Reflux;81%
3-aminopyrazole
1820-80-0

3-aminopyrazole

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

6-phenyl-7-(2-hydroxy-4-methoxy-6-methylphenyl)pyrazolo[1,5-a]pyrimidine
1307770-03-1

6-phenyl-7-(2-hydroxy-4-methoxy-6-methylphenyl)pyrazolo[1,5-a]pyrimidine

Conditions
ConditionsYield
With sodium methylate In methanol at 70℃; for 13h;79%
5-Aminoimidazole-4-carboxamide
360-97-4

5-Aminoimidazole-4-carboxamide

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

8-carbamoyl-4-(2-hydroxy-4-methoxy-6-methylphenyl)-3-phenylimidazo[1,5-a]pyrimidine
1380484-08-1

8-carbamoyl-4-(2-hydroxy-4-methoxy-6-methylphenyl)-3-phenylimidazo[1,5-a]pyrimidine

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 100℃; for 0.166667h; Microwave irradiation;79%
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

3-cyano-6-(4-methoxy-6-methyl-2-hydroxyphenyl)-5-phenylpyridin-2(1H)-one
1456626-63-3

3-cyano-6-(4-methoxy-6-methyl-2-hydroxyphenyl)-5-phenylpyridin-2(1H)-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1.5h; Reflux;78%
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

5-amino-2H-pyrazol-3-ol
53666-79-8

5-amino-2H-pyrazol-3-ol

Conditions
ConditionsYield
With sodium methylate In methanol for 16h; Reflux; chemoselective reaction;77%
2-cyanothioacetamide

2-cyanothioacetamide

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

3-cyano-6-(4-methoxy-6-methyl-2-hydroxyphenyl)-5-phenylpyridine-2(1H)-thione
1427272-62-5

3-cyano-6-(4-methoxy-6-methyl-2-hydroxyphenyl)-5-phenylpyridine-2(1H)-thione

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 90℃; for 5h;76%
3-methyl-5-aminopyrazole
31230-17-8

3-methyl-5-aminopyrazole

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

2-methyl-6-phenyl-7-(2-hydroxyl-4-methoxy-6-methylphenyl)pyrazolo[1,5-a]pyrimidine
1606136-74-6

2-methyl-6-phenyl-7-(2-hydroxyl-4-methoxy-6-methylphenyl)pyrazolo[1,5-a]pyrimidine

Conditions
ConditionsYield
With sodium methylate In ethanol for 24h; Reflux; chemoselective reaction;75%
amidinothiocarbamide
2114-02-5

amidinothiocarbamide

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

1-[4-(2-hydroxy-4-methoxy-6-methylphenyl)-5-phenylpyrimidin-2-yl]thiourea
1233943-89-9

1-[4-(2-hydroxy-4-methoxy-6-methylphenyl)-5-phenylpyrimidin-2-yl]thiourea

Conditions
ConditionsYield
With sodium methylate In methanol for 3.5h; Reflux;65%
2-aminoimidazole hemisulfate
1450-93-7, 36946-29-9, 42383-61-9

2-aminoimidazole hemisulfate

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

5-(2-hydroxy-4-methoxy-6-methylphenyl)-6-phenylimidazo[1,2-a]pyrimidine
1357294-47-3

5-(2-hydroxy-4-methoxy-6-methylphenyl)-6-phenylimidazo[1,2-a]pyrimidine

Conditions
ConditionsYield
Stage #1: 2-aminoimidazole hemisulfate; 5-methyl-7-methoxyisoflavone With sodium hydroxide In water; dimethyl sulfoxide at 100℃; for 0.5h; Microwave irradiation;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide
65%
3-Amino-4-cyanopyrazole
16617-46-2

3-Amino-4-cyanopyrazole

5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

3-cyano-6-phenyl-7-(2-hydroxyl-4-methoxy-6-methylphenyl)pyrazolo[1,5-a]pyrimidine
1365659-26-2

3-cyano-6-phenyl-7-(2-hydroxyl-4-methoxy-6-methylphenyl)pyrazolo[1,5-a]pyrimidine

Conditions
ConditionsYield
With sodium methylate In methanol at 70℃; for 16h;59%
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

4H-1,2,4-triazol-3-amine
61-82-5

4H-1,2,4-triazol-3-amine

6-phenyl-7-(2-hydroxy-4-methoxy-6-methylphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine
1232561-85-1

6-phenyl-7-(2-hydroxy-4-methoxy-6-methylphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine

Conditions
ConditionsYield
With sodium methylate In dimethyl sulfoxide at 100℃; for 0.2h; Microwave irradiation;54%
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

3-amino-5-hydroxy-1,2,4-triazole
1003-35-6

3-amino-5-hydroxy-1,2,4-triazole

3-hydroxy-6-phenyl-7-(2-hydroxy-4-methoxy-6-methylphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine
1232562-06-9

3-hydroxy-6-phenyl-7-(2-hydroxy-4-methoxy-6-methylphenyl)-[1,2,4]triazolo[4,3-a]pyrimidine

Conditions
ConditionsYield
With sodium methylate In dimethyl sulfoxide at 100℃; for 0.25h; Microwave irradiation;50%
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

[(5-Methyl-4-oxo-3-phenyl-4H-1-benzopyran-7-yl)oxy]acetic acid
112953-45-4

[(5-Methyl-4-oxo-3-phenyl-4H-1-benzopyran-7-yl)oxy]acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 88 percent / AlCl3 / benzene
2: 78.5 percent / K2CO3
3: 76.2 percent / NaOH
View Scheme
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

(5-Methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-acetic acid ethyl ester
112953-75-0

(5-Methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-acetic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 88 percent / AlCl3 / benzene
2: 78.5 percent / K2CO3
View Scheme
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

4-methoxy-6-methyl-7a-phenyl-1a,7a-dihydrobenzopyrano[2,3-b]azirin-7-one

4-methoxy-6-methyl-7a-phenyl-1a,7a-dihydrobenzopyrano[2,3-b]azirin-7-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine; hydroxylamine hydrochloride / ethanol / Reflux
2: ethanol; water / 1 h / 20 °C / Inert atmosphere; Irradiation
View Scheme
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

C17H15NO3

C17H15NO3

Conditions
ConditionsYield
With hydroxylamine hydrochloride; triethylamine In ethanol Reflux;
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

1-(2-hydroxy-4-methoxy-6-methylphenyl)-2-phenylethan-1-one
860579-89-1

1-(2-hydroxy-4-methoxy-6-methylphenyl)-2-phenylethan-1-one

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 60℃;
5-methyl-7-methoxyisoflavone
82517-12-2

5-methyl-7-methoxyisoflavone

7-hydroxy-3-methoxy-1-methyl-6H-naphtho[2,3-c]chromen-6-one

7-hydroxy-3-methoxy-1-methyl-6H-naphtho[2,3-c]chromen-6-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / water; methanol / 60 °C
2: toluene-4-sulfonic acid / toluene; para-xylene / 150 °C
View Scheme

5-Methyl-7-methoxyisoflavone Chemical Properties


IUPAC Name: 7-Methoxy-5-methyl-3-phenylchromen-4-one
Molecular Formula: C17H14O3
Molecular Weight: 266.29 g/mol
Canonical SMILES: CC1=CC(=CC2=C1C(=O)C(=CO2)C3=CC=CC=C3)OC
InChI: InChI=1S/C17H14O3/c1-11-8-13(19-2)9-15-16(11)17(18)14(10-20-15)12-6-4-3-5-7-12/h3-10H,1-2H3
Product Categories: Iso-Flavones
XLogP3-AA: 3.5    
H-Bond Acceptor: 3
Surface Tension: 46.2 dyne/cm 
Density: 1.212 g/cm3 
Flash Point: 217.5 °C 
Enthalpy of Vaporization: 70.79 kJ/mol 
Boiling Point: 449.3 °C at 760 mmHg 
Melting Point: 116-120 °C
Vapour Pressure of 5-Methyl-7-methoxyisoflavone (CAS NO.82517-12-2): 2.9E-08 mmHg at 25 °C

5-Methyl-7-methoxyisoflavone History

 During the search for new anabolics in the 1970's, researchers strived to develop a compound that didn't have the pharmaceutical steroid status. The patent for methoxyflavone was first filed in 1977 by Chinoin, a Hungarian pharmaceutical company and leader in flavonoid research and knowledge. Then, in the 1980's, livestock producers introduced it as a new compound to increase lean mass in animals. Now, some 20 years later, with the end of its patent protection (which means anyone can copy the product, which is easy, since patents have to list exact manufacturing techniques), a new supplement, called methoxyisoflavone, popped onto the performance-supplement market... with no real science to back its claims.Unfortunately, patents don't mean a product works. They just mean the product is patented. In addition, methoxyflavones appear to have negative effects on important testosterone-conversion enzymes, whereby it inhibits the enzyme responsible for converting precursor hormones into testosterone. And, due to its similar structure to ipriflavone, it may even enhance the effects of estrogen in certain parts of the body (which isn't in the least bit beneficial for men trying to put on muscle mass).

5-Methyl-7-methoxyisoflavone Uses

 5-Methyl-7-methoxyisoflavone (CAS NO.82517-12-2) is used for sports and fitness support (Enhancing Performance) and it is a chemical derivative of Ipriflavone, but it is marketed as a bodybuilding aid.

5-Methyl-7-methoxyisoflavone Safety Profile

Safety Statements of 5-Methyl-7-methoxyisoflavone (CAS NO.82517-12-2): 24/25
S24/25: Avoid contact with skin and eyes.

5-Methyl-7-methoxyisoflavone Specification

 5-Methyl-7-methoxyisoflavone (CAS NO.82517-12-2), its Synonyms are Methyl-7-methoxy-isoflavone, 5- ; 7-Methoxy-5-methylisoflavone ; 5-Methyl-7-methoxyisoflavone 99+% . It is white crystalline powder.

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