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1420-49-1

Basic Information
CAS No.: 1420-49-1
Name: Androsta-3,5-diene-7,17-dione
Molecular Structure:
Molecular Structure of 1420-49-1 (Androsta-3,5-diene-7,17-dione)
Formula: C19H24O2
Molecular Weight: 284.3927
Synonyms: NSC 134910;
EINECS: 1806241-263-5
Density: 1.14g/cm3
Melting Point: 167-168℃
Boiling Point: 449.3 °C at 760 mmHg
Flash Point: 167.5 °C
Solubility:
Appearance:
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 34.14000
LogP: 3.86340
Synthetic route
1139932-08-3

7-keto-DHEA

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
With perchloric acid In methanol86%
566-19-8

5-androstene-3β-ol-7,17-dione

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
With perchloric acid In methanol; water at 20℃; for 12h;80%
110-87-2

3,4-dihydro-2H-pyran

566-19-8

5-androstene-3β-ol-7,17-dione

A

102890-86-8

3β-(2-tetrahydropyranyloxy)-androst-5-ene-7,17-dione

B

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 3h;A 68%
B 0.150 g
514-50-1

3β-acetoxy-5α,6β-dibromocholestane

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
With chromium(VI) oxide; acetic acid at 28 - 45℃; ueber mehrere Reaktionsstufen;

3β-Chlor-7β-hydroxyandrost-5-en-17-on

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
With silver nitrate; dimethyl sulfoxide
3β-acetoxy-androstene-(5)-dione-(7.17)

3β-acetoxy-androstene-(5)-dione-(7.17)

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
With hydrogenchloride; methanol
1449-61-2

3-O-acetyl-7-oxo-dehydroepiandrosterone

aqueous methanol.HCl

aqueous methanol.HCl

1420-49-1

androsta-3,5-diene-7,17-dione

207670-02-8

7-oxo-dehydroepiandrosterone-3β-stearate

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
With perchloric acid In methanol at 65℃; for 0.7h;100 % Chromat.

7-oxo-dehydroepiandrosterone-3β-sulfate

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
With perchloric acid In methanol at 65℃; for 1h;99.8 % Chromat.
897-01-8

(3S,8R,9S,10R,13S,14S)-3-Chloro-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (microbiological transformation)
2: AgNO3, DMSO
View Scheme
1139930-03-2

3-acetoxyandrost-5-en-7,17-dione

1420-49-1

androsta-3,5-diene-7,17-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol; water
2: perchloric acid / methanol
View Scheme
1420-49-1

androsta-3,5-diene-7,17-dione

C19H17(2)H7O2

Conditions
ConditionsYield
Stage #1: androsta-3,5-diene-7,17-dione With deuteriated sodium hydroxide In d(4)-methanol; water-d2 for 24h; Reflux;
Stage #2: With hydrogen chloride In water-d2
50%
536-57-2

p-toluene sulfinic acid

1420-49-1

androsta-3,5-diene-7,17-dione

(8R,9S,10R,13S,14S)-4-hydroxy-10,13-dimethyl-3-tosyl-1,8,9,10,11,12,13,14,15,16-decahydro-7H-cyclopenta[a]phenanthrene-7,17(2H)-dione

Conditions
ConditionsYield
With hydrogenchloride; C52H52ClFeN24O2 In water; acetonitrile at 20℃; for 12h; Schlenk technique; Irradiation;45%
1420-49-1

androsta-3,5-diene-7,17-dione

A

204270-50-8

3α,4α-epoxyandrost-5-ene-7,17-dione

B

3α,4α-dihydroxy-5β,6β-epoxyandrostane-7,17-dione

Conditions
ConditionsYield
With potassium permanganate; copper(I) sulfate In dichloromethane; water; tert-butyl alcohol at 20℃; Oxidation;A 30%
B 20%
536-57-2

p-toluene sulfinic acid

1420-49-1

androsta-3,5-diene-7,17-dione

(8R,9S,10R,13S,14S)-4-hydroxy-10,13-dimethyl-3-tosyl-1,8,9,10,11,12,13,14,15,16-decahydro-7H-cyclopenta[a]phenanthrene-7,17(2H)-dione

Conditions
ConditionsYield
With 2-(2-(1,3-dioxo-6-(piperidin-1-yl)-1H-benzo[de]isoquinolin-2(3H)-yl)ethoxy)ethyl acetate In acetonitrile at 20℃; for 36h; Schlenk technique; Irradiation;30%
1420-49-1

androsta-3,5-diene-7,17-dione

androstadiene-(3.5)-dione-(7.17)-17-semicarbazone

1420-49-1

androsta-3,5-diene-7,17-dione

204270-50-8

3α,4α-epoxyandrost-5-ene-7,17-dione

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In chloroform850 mg
1420-49-1

androsta-3,5-diene-7,17-dione

4-chloroandrosta-3,5-diene-7,17-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 850 mg / m-chloroperbenzoic acid / CHCl3
2: 590 mg / aq. HCl / CHCl3 / Ambient temperature
3: pyridine
4: 150 mg / collidine / 4 h / Heating
View Scheme
1420-49-1

androsta-3,5-diene-7,17-dione

204270-52-0

4β-chloro-3α-hydroxyandrost-5-ene-7,17-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 850 mg / m-chloroperbenzoic acid / CHCl3
2: 590 mg / aq. HCl / CHCl3 / Ambient temperature
View Scheme
1420-49-1

androsta-3,5-diene-7,17-dione

4β-chloro-3α-methylsulfonyloxyandrost-5-ene-7,17-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 850 mg / m-chloroperbenzoic acid / CHCl3
2: 590 mg / aq. HCl / CHCl3 / Ambient temperature
3: pyridine
View Scheme
1420-49-1

androsta-3,5-diene-7,17-dione

Methyl 2,3,4-tri-O-acetyl-O-(7,17-dioxoandrost-5-ene-3β-yl)-β-D-glucopyranosiduronate

75-77-4

chloro-trimethyl-silane

1420-49-1

androsta-3,5-diene-7,17-dione

75-24-1

trimethylaluminum

A

C23H36O2Si

B

C23H36O2Si

Conditions
ConditionsYield
With copper(I) bromide In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; optical yield given as %de; stereoselective reaction;
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    ANDROSTA-3,5-DIENE-7,17-DIONE

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Specification

The Androsta-3,5-diene-7,17-dione, with CAS registry number 1420-49-1, has the systematic name of androsta-3,5-diene-7,17-dione. Besides this, it is also called 3,5-Androstadiene-7,17-dione. And the chemical formula of this chemical is C19H24O2.

Physical properties of Androsta-3,5-diene-7,17-dione: (1)ACD/LogP: 2.92; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.92; (4)ACD/LogD (pH 7.4): 2.92; (5)ACD/BCF (pH 5.5): 98.02; (6)ACD/BCF (pH 7.4): 98.02; (7)ACD/KOC (pH 5.5): 926.85; (8)ACD/KOC (pH 7.4): 926.85; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 34.14 Å2; (13)Index of Refraction: 1.568; (14)Molar Refractivity: 81.62 cm3; (15)Molar Volume: 249.2 cm3; (16)Polarizability: 32.35×10-24cm3; (17)Surface Tension: 43.8 dyne/cm; (18)Density: 1.14 g/cm3; (19)Flash Point: 167.5 °C; (20)Enthalpy of Vaporization: 70.8 kJ/mol; (21)Boiling Point: 449.3 °C at 760 mmHg; (22)Vapour Pressure: 2.88E-08 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C3\C=C1\C=C/CC[C@@]1([C@H]4CC[C@@]2(C(=O)CC[C@H]2[C@H]34)C)C
(2)InChI: InChI=1/C19H24O2/c1-18-9-4-3-5-12(18)11-15(20)17-13-6-7-16(21)19(13,2)10-8-14(17)18/h3,5,11,13-14,17H,4,6-10H2,1-2H3/t13-,14-,17-,18-,19-/m0/s1
(3)InChIKey: VHDOTNMSJDQVEE-ZENYQMPMBJ
(4)Std. InChI: InChI=1S/C19H24O2/c1-18-9-4-3-5-12(18)11-15(20)17-13-6-7-16(21)19(13,2)10-8-14(17)18/h3,5,11,13-14,17H,4,6-10H2,1-2H3/t13-,14-,17-,18-,19-/m0/s1
(5)Std. InChIKey: VHDOTNMSJDQVEE-ZENYQMPMSA-N