Product Name

  • Name

    Androsta-1,4-diene-3,17-dione

  • EINECS 212-977-2
  • CAS No. 897-06-3
  • Article Data93
  • CAS DataBase
  • Density 1.14 g/cm3
  • Solubility 430mg/L at 20℃
  • Melting Point 138-139 °C(lit.)
  • Formula C19H24O2
  • Boiling Point 434.2 °C at 760 mmHg
  • Molecular Weight 284.398
  • Flash Point 162.1 °C
  • Transport Information
  • Appearance White crystalline powder
  • Safety 26-36
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 897-06-3 (Androsta-1,4-diene-3,17-dione)
  • Hazard Symbols HarmfulXn
  • Synonyms 1,4-Androstadiendione;(+)-Androsta-1,4-diene-3,17-dione;1-Dehydroandrostenedione;Androsta-1,4-dien-3,17-dione;Androstadienedione;Androstane-1,4-diene-3,17-dione;Boldione;NSC 49080;D1,4-Androstadiene-3,17-dione;
  • PSA 34.14000
  • LogP 3.86340

Synthetic route

2-phenylseleno-4-androstene-3,17-dione

2-phenylseleno-4-androstene-3,17-dione

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With dihydrogen peroxide In dichloromethane for 4h;90%
2α-phenylseleno-4-androstene-3,17-dione

2α-phenylseleno-4-androstene-3,17-dione

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With dihydrogen peroxide In dichloromethane90%
androstanedione
846-46-8

androstanedione

A

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

B

5α-androst-1-ene-3,17-dione
571-40-4

5α-androst-1-ene-3,17-dione

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 70℃; for 24h;A 4%
B 84%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 70℃; for 24h; Dehydrogenation;A 4%
B 84%
Androstenedione
63-05-8

Androstenedione

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With iodoxybenzene; benzeneseleninic anhydride In benzene for 12h; Heating;72%
With diphenyl diselenide; iodosylbenzene In benzene for 12h; Heating;72%
With periodic acid
3-thioxo-androst-1,4-dien-17-on
57334-04-0

3-thioxo-androst-1,4-dien-17-on

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 8h; Ambient temperature;72%
androstanedione
846-46-8

androstanedione

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 85℃; for 48h;72%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 85℃; for 48h; Dehydrogenation;72%
Multi-step reaction with 2 steps
1: HBr; acetic acid; bromine / anschliessend Erwaermen auf 50grad
View Scheme
Multi-step reaction with 2 steps
1: 3-ketosteroid Δ4-(5α)-dehydrogenase / Enzymatic reaction
2: 3-ketosteroid Δ1-dehydrogenase / Enzymatic reaction
View Scheme
cholesterol
57-88-5

cholesterol

A

Androstenedione
63-05-8

Androstenedione

B

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

C

(20S)-20-hydroxymethylpregn-4-en-3-one
40736-33-2

(20S)-20-hydroxymethylpregn-4-en-3-one

D

24-norchol-4-ene-3,22-dione
80981-37-9

24-norchol-4-ene-3,22-dione

E

24-norchola-1,4-diene-3,22-dione
80981-38-0

24-norchola-1,4-diene-3,22-dione

F

(20S)-20-(hydroxymethyl)pregna-1,4-dien-3-one
35525-27-0

(20S)-20-(hydroxymethyl)pregna-1,4-dien-3-one

Conditions
ConditionsYield
Product distribution; degradation by the Mycobacterium mutant CCM 3528;A n/a
B 0.20 g
C n/a
D 0.36 g
E 1.21 g
F 71%
1-dehydrotestosterone
846-48-0

1-dehydrotestosterone

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
for 336h; Rhodotorula mucilaginosa;54%
Progesterone
57-83-0

Progesterone

A

testosterone
58-22-0

testosterone

B

Androstenedione
63-05-8

Androstenedione

C

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

D

testololactone
4416-57-3

testololactone

Conditions
ConditionsYield
With Fusarium dimerum In water at 30℃; for 36h; pH=7; Product distribution; Further Variations:; Reagents; pH-values; var. times;A 17.4%
B 52.6%
C 12.4%
D 6.2%
cholesterol
57-88-5

cholesterol

A

testosterone
58-22-0

testosterone

B

Androstenedione
63-05-8

Androstenedione

C

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

D

1-dehydrotestosterone
846-48-0

1-dehydrotestosterone

E

2-[(8S,9S,10R,13S,14S)-10,13-Dimethyl-3-oxo-3,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-propionic acid methyl ester
79694-52-3

2-[(8S,9S,10R,13S,14S)-10,13-Dimethyl-3-oxo-3,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-propionic acid methyl ester

F

22-hydroxy-23,24-bisnor-1,4-choladien-3-one
71658-22-5

22-hydroxy-23,24-bisnor-1,4-choladien-3-one

Conditions
ConditionsYield
With Mycobacterium sp. CCM 3529 Product distribution;A 0.01 g
B 0.03 g
C 51%
D 0.06 g
E n/a
F 0.38 g
β-sitosterol
83-46-5

β-sitosterol

A

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

B

23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid
3614-61-7, 5327-60-6, 66512-12-7, 96686-97-4, 14508-05-5

23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid

Conditions
ConditionsYield
With 8-quinolinol In water; N,N-dimethyl-formamide for 96h; Myc. lacticola 114;A 5%
B 47%
β-sitosterol
83-46-5

β-sitosterol

A

Androstenedione
63-05-8

Androstenedione

B

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

C

23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid
3614-61-7, 5327-60-6, 66512-12-7, 96686-97-4, 14508-05-5

23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid

D

stigmast-4-en-3-one
1058-61-3

stigmast-4-en-3-one

Conditions
ConditionsYield
With 8-quinolinol In water; N,N-dimethyl-formamide at 27℃; for 72h; Product distribution; Myc. mucosum 3-AP, pH = 7.2 - 7.7; other strains of bacteria, other pH, other temperatures, other inhibitors, other time, different age of bacteria culture, different concentration of substrate;A 0%
B 12%
C 44.1%
D 22%
β-sitosterol
83-46-5

β-sitosterol

A

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

B

23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid
3614-61-7, 5327-60-6, 66512-12-7, 96686-97-4, 14508-05-5

23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid

C

stigmast-4-en-3-one
1058-61-3

stigmast-4-en-3-one

Conditions
ConditionsYield
With 8-quinolinol In water; N,N-dimethyl-formamide for 72h; Myc. mucosum 3-AP;A 12%
B 44.1%
C 22%
dehydroepiandrosterone
53-43-0

dehydroepiandrosterone

A

androst-4,6-diene-3,17-dione
633-34-1

androst-4,6-diene-3,17-dione

B

5-androstenedione
571-36-8

5-androstenedione

C

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With 2,2'-bipyridylchromium peroxide In benzene for 3h; Product distribution; Heating; effect of various chromium(VI) based oxidants;A 40%
B 10%
C 8%
With 2,2'-bipyridylchromium peroxide In benzene for 3h; Heating;A 40%
B 10%
C 8%
β-sitosterol
83-46-5

β-sitosterol

A

Androstenedione
63-05-8

Androstenedione

B

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With [2,2]bipyridinyl In water; N,N-dimethyl-formamide for 72h; Myc. flavum var. methanicum B5;A 4%
B 35%
Epiandrosterone
481-29-8

Epiandrosterone

A

testosterone
58-22-0

testosterone

B

3β,11α-dihydroxy-5α-androstan-17-one
25848-75-3

3β,11α-dihydroxy-5α-androstan-17-one

C

3beta-7alpha-Dihydroxy-5alpha-androstane-17-one
25848-68-4

3beta-7alpha-Dihydroxy-5alpha-androstane-17-one

D

3beta-7beta-Dihydroxy-5alpha-androstane-17-one
25848-69-5

3beta-7beta-Dihydroxy-5alpha-androstane-17-one

E

1α,3β-dihydroxy-5α-androstan-17-one
2260-01-7

1α,3β-dihydroxy-5α-androstan-17-one

F

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

G

1-dehydrotestosterone
846-48-0

1-dehydrotestosterone

I

5α-androst-1-ene-3,17-dione
571-40-4

5α-androst-1-ene-3,17-dione

J

6β-hydroxy-4-androstene-3,17-dione
63-00-3

6β-hydroxy-4-androstene-3,17-dione

Conditions
ConditionsYield
With malt extract; disodium hydrogenphosphate; calcium(II) chloride dihydrate; magnesium(II) chloride hexahydrate; strontium (III) chloride hexahydrate; potassium chloride; boric acid; sodium hydrogencarbonate; sodium sulfate; sodium chloride; potassium bromide; potassium hydroxide In water; N,N-dimethyl-formamide at 32℃; for 168h; pH=8; Enzymatic reaction;A 2%
B 2%
C 2%
D 3%
E 5%
F 5%
G 3%
H 2%
I 2%
J 32%
Dithiocarbonic acid O-((8S,9S,10R,11R,13S,14S,17S)-17-acetyl-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-11-yl) ester S-methyl ester

Dithiocarbonic acid O-((8S,9S,10R,11R,13S,14S,17S)-17-acetyl-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-11-yl) ester S-methyl ester

A

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

B

1-{(1S,3aS,4R,7aS)-4-[2-(5-Hydroxy-2-methyl-phenyl)-ethyl]-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-inden-1-yl}-ethanone
83568-64-3

1-{(1S,3aS,4R,7aS)-4-[2-(5-Hydroxy-2-methyl-phenyl)-ethyl]-7a-methyl-2,3,3a,4,7,7a-hexahydro-1H-inden-1-yl}-ethanone

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 40h; Heating;A 25%
B 25%
cholesterol
57-88-5

cholesterol

A

Androstenedione
63-05-8

Androstenedione

B

Cholest-4-en-3-one
601-57-0

Cholest-4-en-3-one

C

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With [2,2]bipyridinyl; Moraxella sp at 28℃; for 72h;A 23%
B n/a
C 7%
cholesterol
57-88-5

cholesterol

A

Androstenedione
63-05-8

Androstenedione

B

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With [2,2]bipyridinyl; Moraxella sp at 28℃; for 72h;A 23%
B 7%
3-thioxo-androst-1,4-dien-17-on
57334-04-0

3-thioxo-androst-1,4-dien-17-on

A

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

B

1-Mercapto-4-methylestra-1,3,5(10)-trien-17-on
167956-32-3

1-Mercapto-4-methylestra-1,3,5(10)-trien-17-on

Conditions
ConditionsYield
With hydrogen bromide for 240h; Ambient temperature;A 5%
B 10%
pyridine
110-86-1

pyridine

5α-androstan-2α,4α-dibromo-3,17-dione
42453-26-9

5α-androstan-2α,4α-dibromo-3,17-dione

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

2,4,6-trimethyl-pyridine
108-75-8

2,4,6-trimethyl-pyridine

5α-androstan-2α,4α-dibromo-3,17-dione
42453-26-9

5α-androstan-2α,4α-dibromo-3,17-dione

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

1α,3β-dihydroxy-androst-5-en-17-one
20998-18-9

1α,3β-dihydroxy-androst-5-en-17-one

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With cyclohexanone; aluminum isopropoxide; toluene
1-dehydrotestosterone
846-48-0

1-dehydrotestosterone

cyclohexanone
108-94-1

cyclohexanone

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
With aluminum isopropoxide; toluene
androstane-3,17-dione
1229-12-5

androstane-3,17-dione

A

Androstenedione
63-05-8

Androstenedione

B

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

C

5β-Androst-1-ene-3,17-dione
571-39-1

5β-Androst-1-ene-3,17-dione

Conditions
ConditionsYield
With Phenylselenyl chloride; dihydrogen peroxide Yield given. Multistep reaction. Yields of byproduct given;
androstanedione
846-46-8

androstanedione

A

Androstenedione
63-05-8

Androstenedione

B

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

C

5α-androst-1-ene-3,17-dione
571-40-4

5α-androst-1-ene-3,17-dione

Conditions
ConditionsYield
With Phenylselenyl chloride; dihydrogen peroxide Yield given. Multistep reaction. Yields of byproduct given;

A

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

B

23,24-Bisnorchola-1,4-dien-3-on-22-oic acid
71154-85-3

23,24-Bisnorchola-1,4-dien-3-on-22-oic acid

Conditions
ConditionsYield
With 8-quinolinol; Myc. mucosum 3-AP In N,N-dimethyl-formamide for 72h; Product distribution; other mycobacteria, various media for cultivation of mycobacteria;
bis-(3α,17β-dihydroxyandrost-5-en-1α-yl) disulphide
138430-08-7

bis-(3α,17β-dihydroxyandrost-5-en-1α-yl) disulphide

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Conditions
ConditionsYield
Yield given. Multistep reaction;
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

4α,5α-Epoxy-1-androstene-3,17-dione

4α,5α-Epoxy-1-androstene-3,17-dione

Conditions
ConditionsYield
With C16H16F6FeN4O6S2; dihydrogen peroxide; acetic acid In acetonitrile at 20℃; for 0.166667h; stereoselective reaction;100%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

17α-cyano-17β-hydroxyandrost-1,4-dien-3-one

17α-cyano-17β-hydroxyandrost-1,4-dien-3-one

Conditions
ConditionsYield
With sodium carbonate In water at 20 - 50℃; Temperature; Solvent; Reagent/catalyst;98.6%
With sodium carbonate In water at 20 - 45℃; Solvent; Reagent/catalyst;98.6%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

(E)-(8R,9S,10R,13S,14S,8'R,9'S,10'R,13'S,14'S)-10,13,10',13'-Tetramethyl-7,8,9,10,11,12,13,14,15,16,7',8',9',10',11',12',13',14',15',16'-icosahydro-6H,6'H-[3,3']bi[cyclopenta[a]phenanthrenylidene]-17,17'-dione
143613-55-2, 143679-02-1

(E)-(8R,9S,10R,13S,14S,8'R,9'S,10'R,13'S,14'S)-10,13,10',13'-Tetramethyl-7,8,9,10,11,12,13,14,15,16,7',8',9',10',11',12',13',14',15',16'-icosahydro-6H,6'H-[3,3']bi[cyclopenta[a]phenanthrenylidene]-17,17'-dione

Conditions
ConditionsYield
With zinc In tetrahydrofuran for 10h; Heating; other substrates;97%
With zinc In tetrahydrofuran for 10h; Heating;97%
With titanium; chloro-trimethyl-silane In 1,2-dimethoxyethane for 1h; Heating;84%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

3-thioxo-androst-1,4-dien-17-on
57334-04-0

3-thioxo-androst-1,4-dien-17-on

Conditions
ConditionsYield
With Lawessons reagent In tetrahydrofuran for 1h; Ambient temperature;96%
With Lawessons reagent In tetrahydrofuran for 1h; Ambient temperature; various steroides;96%
With tetraphosphorus decasulfide
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Androsta-1,4-dien-3,17-dion-17-hydrazon

Androsta-1,4-dien-3,17-dion-17-hydrazon

Conditions
ConditionsYield
With sodium acetate; hydrazinium sulfate In ethanol for 72h; Ambient temperature;95%
methyl bromide
74-83-9

methyl bromide

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

metandienone
72-63-9

metandienone

Conditions
ConditionsYield
Stage #1: methyl bromide With magnesium In tetrahydrofuran at 40 - 45℃;
Stage #2: Androsta-1,4-diene-3,17-dione In toluene at 50 - 55℃;
94.6%
Stage #1: methyl bromide With magnesium In tetrahydrofuran at 40 - 45℃;
Stage #2: Androsta-1,4-diene-3,17-dione In toluene at 50 - 55℃;
94.6%
Stage #1: methyl bromide With magnesium In tetrahydrofuran at 40 - 45℃;
Stage #2: Androsta-1,4-diene-3,17-dione In toluene at 50 - 55℃;
Stage #3: With hydrogenchloride In water at 50 - 55℃; pH=2 - 3;
93.8%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

trimethylaluminum
75-24-1

trimethylaluminum

A

5β-methylandrost-1-ene-3,17-dione
51503-64-1

5β-methylandrost-1-ene-3,17-dione

B

1α-methyl-androst-4-ene-3,17-dione
4136-62-3

1α-methyl-androst-4-ene-3,17-dione

Conditions
ConditionsYield
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran; toluene for 2h; Ambient temperature;A 2.6%
B 93%
methylene chloride
74-87-3

methylene chloride

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

metandienone
72-63-9

metandienone

Conditions
ConditionsYield
Stage #1: methylene chloride With magnesium In tetrahydrofuran at 30 - 35℃;
Stage #2: Androsta-1,4-diene-3,17-dione In tetrahydrofuran at 50 - 55℃;
92.5%
Stage #1: methylene chloride With magnesium In tetrahydrofuran at 30 - 35℃;
Stage #2: Androsta-1,4-diene-3,17-dione In tetrahydrofuran at 50 - 55℃;
92.5%
Stage #1: methylene chloride With magnesium In tetrahydrofuran at 30 - 35℃;
Stage #2: Androsta-1,4-diene-3,17-dione In tetrahydrofuran at 50 - 55℃;
Stage #3: With hydrogenchloride In water at 50 - 55℃; pH=2 - 3;
92.5%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Benzeneselenol
645-96-5

Benzeneselenol

(1S,8S,9S,10R,13S,14S)-10,13-dimethyl-1-(phenylselanyl)-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]-phenanthrene-3,17(2H,6H)-dione

(1S,8S,9S,10R,13S,14S)-10,13-dimethyl-1-(phenylselanyl)-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]-phenanthrene-3,17(2H,6H)-dione

Conditions
ConditionsYield
With γ-cyclodextrin; sodium hydride In water; acetone at 20℃; for 6h;92%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

methyl iodide
74-88-4

methyl iodide

metandienone
72-63-9

metandienone

Conditions
ConditionsYield
Stage #1: methyl iodide With magnesium In diethyl ether at 30 - 35℃;
Stage #2: Androsta-1,4-diene-3,17-dione In benzene at 50 - 55℃;
90.8%
Stage #1: methyl iodide With magnesium In diethyl ether at 30 - 35℃;
Stage #2: Androsta-1,4-diene-3,17-dione In benzene at 50 - 55℃;
90.8%
Stage #1: methyl iodide With magnesium In diethyl ether at 30 - 35℃;
Stage #2: Androsta-1,4-diene-3,17-dione In benzene at 50 - 55℃;
Stage #3: With hydrogenchloride In water at 50 - 55℃; pH=2 - 3;
90.8%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

[1α,2α-2H2]androst-4-ene-3,17-dione
79037-28-8

[1α,2α-2H2]androst-4-ene-3,17-dione

Conditions
ConditionsYield
With water-d2; Wilkinson's catalyst In benzene-d6 at 20℃; for 1h;90.2%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

triethylaluminum
97-93-8

triethylaluminum

A

1α-ethylandrost-4-ene-3,17-dione
148928-50-1

1α-ethylandrost-4-ene-3,17-dione

B

5β-ethylandrost-1-ene-3,17-dione

5β-ethylandrost-1-ene-3,17-dione

Conditions
ConditionsYield
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran; toluene for 2h; Ambient temperature;A 90%
B n/a
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

16α,16β-dideuterium-1,4-androstenedione

16α,16β-dideuterium-1,4-androstenedione

Conditions
ConditionsYield
With water-d2; potassium carbonate In tetrahydrofuran for 24h; Reflux;90%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

trimethylaluminum
75-24-1

trimethylaluminum

1α-methyl-androst-4-ene-3,17-dione
4136-62-3

1α-methyl-androst-4-ene-3,17-dione

Conditions
ConditionsYield
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran for 2h; Ambient temperature;89%
copper(I) bromide In 1,4-dioxane; water; toluene
copper(I) bromide In 1,4-dioxane; water; toluene
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran; water; toluene
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

triethylaluminum
97-93-8

triethylaluminum

1α-ethylandrost-4-ene-3,17-dione
148928-50-1

1α-ethylandrost-4-ene-3,17-dione

Conditions
ConditionsYield
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran; water; toluene89%
With chloro-trimethyl-silane; copper(I) bromide In tetrahydrofuran for 1h; Ambient temperature;87%
copper(I) bromide In 1,4-dioxane; hexane; water85%
copper(I) bromide In 1,4-dioxane; hexane; water85%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

thioacetic acid
507-09-5

thioacetic acid

S-((1S,8S,9S,10R,13S,14S)-10,13-dmethyl-3,17-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta-[a]phenanthren-1-yl) ethanethioate
111611-76-8

S-((1S,8S,9S,10R,13S,14S)-10,13-dmethyl-3,17-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta-[a]phenanthren-1-yl) ethanethioate

Conditions
ConditionsYield
In tetrahydrofuran; methanol; water at 20℃; for 12h; Inert atmosphere;89%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

androsten-3,5-dienyl-17-one 3-triflate
95667-41-7

androsten-3,5-dienyl-17-one 3-triflate

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methylpyridine In dichloromethane for 4h; Ambient temperature;88%
O-Methylhydroxylamin
67-62-9

O-Methylhydroxylamin

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Androsta-1,4-dien-3,17-dion-17-(O-methyloxim)

Androsta-1,4-dien-3,17-dion-17-(O-methyloxim)

Conditions
ConditionsYield
With sodium acetate In ethanol for 120h; Ambient temperature;85%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

Androstenedione
63-05-8

Androstenedione

Conditions
ConditionsYield
With sodium hydroxide; iron pentacarbonyl In methanol; water at 50 - 60℃; for 16h;85%
With thallium(III) nitrate trihydrate In diethylene glycol dimethyl ether for 24h; Ambient temperature;29%
With hydrogen; silica gel; copper In toluene at 60℃; under 760 Torr; for 5h;
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

testolactone
968-93-4

testolactone

Conditions
ConditionsYield
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; Baeyer-Villiger Ketone Oxidation;85%
With Fusarium oxysporum SC1301 In dimethyl sulfoxide at 30℃; for 15h;82%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

(10R,13S)-17-(hydroxyimino)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one

(10R,13S)-17-(hydroxyimino)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In ethanol; water for 6h; Inert atmosphere; Reflux;84.4%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water for 1.5h; Reflux;
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

2-(methylamino)benzenethiol
21749-63-3

2-(methylamino)benzenethiol

3'-Methylspiro-17-on

3'-Methylspiro-17-on

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform 1) RT, 2h, 2) 50 deg C, 32 h;84%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

sodium thiophenolate
930-69-8

sodium thiophenolate

thiophenol
108-98-5

thiophenol

(1S,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-(phenylthio)-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]-phenanthrene-3,17(2H,6H)-dione

(1S,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-(phenylthio)-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]-phenanthrene-3,17(2H,6H)-dione

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 48h; Inert atmosphere;83%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

A

1β,2β-Epoxy-4-androstene-3,17-dione
97455-05-5

1β,2β-Epoxy-4-androstene-3,17-dione

B

4α,5α-Epoxy-1-androstene-3,17-dione

4α,5α-Epoxy-1-androstene-3,17-dione

C

4β,5β-Epoxy-1-androstene-3,17-dione

4β,5β-Epoxy-1-androstene-3,17-dione

D

1α,2α-Epoxy-4-androstene-3,17-dione

1α,2α-Epoxy-4-androstene-3,17-dione

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In dichloromethane; acetone at 20℃; for 28h; Title compound not separated from byproducts;A 1.2 % Spectr.
B 12 % Spectr.
C 81%
D 5.8 % Spectr.
With 3,3-dimethyldioxirane In dichloromethane; acetone at 20℃; for 28h;A 1.2 % Spectr.
B 12 % Spectr.
C 81%
D 5.8 % Spectr.
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

3,3-dimethyldioxirane
74087-85-7

3,3-dimethyldioxirane

4β,5β-Epoxy-1-androstene-3,17-dione

4β,5β-Epoxy-1-androstene-3,17-dione

Conditions
ConditionsYield
In acetone at 23℃; Kinetics;81%
2-phenylazlactone
1199-01-5

2-phenylazlactone

Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

3-<5-Oxo-2-phenyl-1,3-oxazol-4(5H)-yliden>-1,4-androstadien-17-on
106193-55-9

3-<5-Oxo-2-phenyl-1,3-oxazol-4(5H)-yliden>-1,4-androstadien-17-on

Conditions
ConditionsYield
With pyridine; titanium tetrachloride In tetrahydrofuran; tetrachloromethane 1.) 0-5 deg C, 20 min.; 2.) 2 h, room temp.;80%
Androsta-1,4-diene-3,17-dione
897-06-3

Androsta-1,4-diene-3,17-dione

semicarbazide hydrochloride
563-41-7

semicarbazide hydrochloride

Androsta-1,4-dien-3,17-dion-17-semicarbazon

Androsta-1,4-dien-3,17-dion-17-semicarbazon

Conditions
ConditionsYield
With sodium acetate In ethanol for 120h; Ambient temperature;80%

Androsta-1,4-diene-3,17-dione Chemical Properties

IUPAC Name: (8R,9S,10R,13S,14S)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-dione
Synonyms of Androsta-1,4-diene-3,17-dione (CAS NO.897-06-3): Boldione ; 1,4-Androstadiene-3,17-dione ; 1-Dehydroandrostenedione ; Androstadienedione ; EINECS 212-977-2 ; NSC 49080
CAS NO: 897-06-3
Classification Code: Hormone ; Reproductive Effect
Molecular Formula of Androsta-1,4-diene-3,17-dione (CAS NO.897-06-3): C19H24O2
Molecular Weight: 284.3927
Molecular Structure:

Melting Point: 138-139 °C 
Polar Surface Area: 34.14 Å2
Index of Refraction: 1.568
Molar Refractivity: 81.62 cm3
Molar Volume: 249.2 cm3
Surface Tension: 43.8 dyne/cm
Density of Androsta-1,4-diene-3,17-dione (CAS NO.897-06-3): 1.14 g/cm3
Flash Point: 162.1 °C
Enthalpy of Vaporization: 69.03 kJ/mol
Boiling Point: 434.2 °C at 760 mmHg
Vapour Pressure: 9.62E-08 mmHg at 25°C

Androsta-1,4-diene-3,17-dione Uses

 Androsta-1,4-diene-3,17-dione (CAS NO.897-06-3) is used as boldenone related steroid; anabolic androgenic steroid.

Androsta-1,4-diene-3,17-dione Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 20/21/22-36/37/38 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS: BV7988000

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