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

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Name

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

EINECS 212-977-2
CAS No. 897-06-3 Density 1.14 g/cm3
PSA 34.14000 LogP 3.86340
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 N/A 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;

Article Data 93

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

2-phenylseleno-4-androstene-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

897-06-3

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

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

androstanedione

A

897-06-3

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

B

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%
63-05-8

Androstenedione

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
57334-04-0

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

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%
846-46-8

androstanedione

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
57-88-5

cholesterol

A

63-05-8

Androstenedione

B

897-06-3

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

C

40736-33-2

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

D

80981-37-9

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

E

80981-38-0

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

F

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%
846-48-0

1-dehydrotestosterone

897-06-3

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

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

Progesterone

A

58-22-0

testosterone

B

63-05-8

Androstenedione

C

897-06-3

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

D

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%
57-88-5

cholesterol

A

58-22-0

testosterone

B

63-05-8

Androstenedione

C

897-06-3

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

D

846-48-0

1-dehydrotestosterone

E

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

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

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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