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6-Methyleneandrost-4-ene-3,17-dione

Product Name
6-Methyleneandrost-4-ene-3,17-dione
CAS No.
19457-55-7
Chemical Name
6-Methyleneandrost-4-ene-3,17-dione
Synonyms
Exemestane impurity E;1,2-Dihydro ExeMestane;Exemestane EP Impurity E;Intermediate of Exemestane;ExeMestane Related CoMpound A;Exemestane intermediate object;6- times methyl-4-androstenedione;Exemestane USP Related Compound A;Exemestane Tablets USP Impurity i;6- methyl -4- two ketone (steroid)
CBNumber
CB91010920
Molecular Formula
C20H26O2
Formula Weight
298.42
MOL File
19457-55-7.mol
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6-Methyleneandrost-4-ene-3,17-dione Property

Melting point:
163-165 °C
Boiling point:
450.8±45.0 °C(Predicted)
Density 
1.11±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), DMSO (Heated), Methanol (Slightly)
form 
Solid
color 
Pale Yellow to Light Beige
InChI
InChI=1S/C20H26O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h11,14-16H,1,4-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1
InChIKey
KQRGETZTRARSMA-DAELLWKTSA-N
SMILES
C1(=O)C=C2[C@](C)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)C(=O)CC3)CC2=C
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Safety

HS Code 
2914299000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR1894
Product name
Exemestane Related Compound A
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
30MG
Price
$492.1
Updated
2025/07/31
Sigma-Aldrich
Product number
1269061
Product name
Exemestane Related Compound A
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
15MG
Price
$1120
Updated
2025/07/31
TCI Chemical
Product number
M3121
Product name
6-Methyleneandrost-4-ene-3,17-dione
Purity
>98.0%(HPLC)
Packaging
1g
Price
$56
Updated
2025/07/31
TCI Chemical
Product number
M3121
Product name
6-Methyleneandrost-4-ene-3,17-dione
Purity
>98.0%(HPLC)
Packaging
5g
Price
$188
Updated
2025/07/31
TRC
Product number
D449515
Product name
1,2-DihydroExemestane
Packaging
100mg
Price
$140
Updated
2021/12/16
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6-Methyleneandrost-4-ene-3,17-dione Chemical Properties,Usage,Production

Uses

1,2-Dihydro Exemestane is a related compound of Exemestane (E957000).

Synthesis

50-00-0

63-05-8

19457-55-7

The general procedure for the synthesis of (8R,9S,10R,13S,14S)-10,13-dimethyl-6-methylene-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione from formaldehyde and androstenedione was as follows: 2.0 g of androst-4-ene-3,17 -dione (0.01 mol) was dissolved in 13 mL of anhydrous THF and 2 mL of ethanol, 2 mL of anhydrous triethyl orthoformate and 26 mg of p-toluenesulfonic acid monohydrate were added. The reaction mixture was stirred at 40 °C for about 1 hour. Subsequently, 50 mg of p-toluenesulfonic acid monohydrate was added and stirring was continued for about 2 hours. After the reaction was completed, cooled to room temperature, 1 mL of N-methylaniline and 1 mL of 40% formaldehyde aqueous solution was added to the reaction flask and the mixture was stirred at 40°C for about 4 hours. After cooling to room temperature again, 10 mL of 37% HCl was added and stirring was continued for 2 hours. The reaction solution was transferred to a partition funnel and extracted with EtOAc. The organic phase was dried with Na2SO4 and purified by silica gel chromatography to afford 0.84 g of 6-methylene-androst-4-ene-3,17-dione (3) as a white solid with >95% chemical purity and a melting point of 159-163 °C.

References

[1] Patent: WO2010/76811, 2010, A2. Location in patent: Page/Page column 9
[2] Steroids, 2013, vol. 78, # 11, p. 1148 - 1151
[3] Patent: CN105622694, 2016, A. Location in patent: Paragraph 0010

6-Methyleneandrost-4-ene-3,17-dione Preparation Products And Raw materials

Raw materials

Preparation Products

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6-Methyleneandrost-4-ene-3,17-dione Suppliers

Americas 1 Canada 2 China 120 Europe 1 India 5 Japan 1 United Kingdom 1 United States 7 Global 139
J & K SCIENTIFIC LTD.
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View Lastest Price from 6-Methyleneandrost-4-ene-3,17-dione manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
6-Methyleneandrost-4-ene-3,17-dione 19457-55-7
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-18
Wuhan Biocar Pharmacy CO.,Ltd.
Product
6-methyleneandrost-4-ene-3,17-dione 19457-55-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg
Release date
2025-02-26
Shaanxi Xianhe Biotech Co., Ltd
Product
6-Methylene-4-Androsten-3,17-dione 19457-55-7
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000kg
Release date
2025-04-18

19457-55-7, 6-Methyleneandrost-4-ene-3,17-dioneRelated Search:

Androsta-1,4-diene-3,17-dione Androstenedione Tamoxifen Anastrozole Exemestane 6-HydroxyMethyl ExeMestane Exemestane Impurity 1 NSC44826 Exemestane Impurity 2 Epoxy Exemestane (6-Alfa Isomer) Epoxy Exemestane (6-Beta Isomer) ExeMestane Related CoMpound 6-Oxo Boldione Exemestane impurity B -F Methylene boldenone Exemestane EP Impurity C Exemestane Impurity 13 5β-Androstane-3,6,17-trione

  • 6-Methyleneandrost-4-ene-3,7-dione
  • Androst-4-ene-3,17-dione-6-methylene
  • Exemestane Related Compound A (15 mg) (6-Methyleneandrosta-4-ene-3,17-dione)
  • 1,2-Dihydro ExeMestane
  • 6-Methyleneandrost-4-en-3,17-dione
  • ExeMestane Related CoMpound A
  • 6-Methylene-4-androstene-3,17-dione
  • Exemestane EP Impurity E
  • 6-Methylene-4-Androsten-3,17-dione
  • 6- times methyl-4-androstenedione
  • 6- methyl -4- two ketone (steroid)
  • (8R,9S,10R,13S,14S)-10,13-dimethyl-6-methylidene-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,17-dione
  • Exemestane impurity E
  • 6-METHYLENEANDROST-4-ENE-3,7-DIONE 19457-55-7
  • 6-Methylideneandrost-4-ene-3,17-dione
  • Exemestane Related Compound A (6-Methyleneandrosta-4-ene-3,17-dione) (1269061)
  • Exemestane USP Related Compound A
  • Exemestane Impurity 15 (Exemestane EP Impurity E)
  • 6-Methyleneandrost-4-ene-3,17-dione (Exemestane Impurity)
  • Intermediate of Exemestane
  • 6-Methyleneandrosta-4-ene-3,17-dione. STAGE i
  • 6-METHYLENEANDROST-4-ENE-3,17-DIONE
  • Exemestane EP Impurity E (Exemestane USP Related Compound A)
  • Exemestane intermediate object
  • Exemestane Tablets USP Impurity i
  • 19457-55-7
  • 9457-55-7
  • steroids
  • API