(17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one | CAS No. 122370-91-6

(17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one

Basic Information

CAS Number

122370-91-6

Molecular Formula

C20H26O2

Molecular Weight

298.43 g/mol

AD

Basic Physical Properties

Melting Point

134-136°C

CC12CCC3C(C1CCC2O)CC(=C)C4=CC(=O)C=CC34C

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/h6,8,11,14-16,18,22H,1,4-5,7,9-10H2,2-3H3/t14-,15-,16-,18-,19+,20-/m0/s1

InChIKey

NFDPYPMRHKQTDM-NHWXPXPKSA-N

LogP

3.8213000000000026

Topological Polar Surface Area

37.3 Ų

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

613

Synonyms & References

English

  • Androsta-1,4-dien-3-one, 17-hydroxy-6-methylene-, (17?)-; (17?)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one; 17-Hydroexemestane; Hydroexemestane; 17?-Hydroxy Exemestane; 17?-Hydroxyexemestane
  • ANDROSTA-1,4-DIEN-3-ONE, 17-HYDROXY-6-METHYLENE-, (17.BETA.)-
  • 17-beta-Hydroxy Exemestane
  • 17.BETA.-HYDROXY-6-METHYLENE-ANDROSTA-1,4-DIENE-3-ONE
  • AKOS037645547
  • (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-6-methylidene-8,9,11,12,14,15,16,17-octahydro-7H-cyclopenta[a]phenanthren-3-one
  • 17beta-hydroxy-6-methylideneandrosta-1,4-dien-3-one
  • DTXSID00464522
  • 122370-91-6
  • Androsta-1,4-dien-3-one, 17-hydroxy-6-methylene-, (17
  • (1S,3aS,3bR,9aR,9bS,11aS)-1-hydroxy-9a,11a-dimethyl-5-methylidene-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
  • 17.BETA.-DHE
  • 17beta-hydroxy-6-methylenandrost-1,4-dien-3-one
  • Methylene Boldenone,
  • CHEMBL3407538
  • Methylene boldenone
  • 17?-Hydroxy Exemestane
  • 17-beta hydroxy exemestane
  • 6-methylene-17beta-hydroxyandrost-1,4-diene-3-one
  • PD120010
  • A)-
  • 3347-73-7
  • 17beta-hydroxy-6-methylenandrost-1,4-diene-3-one
  • EXEMESTANE IMPURITY H [EP IMPURITY]
  • SCHEMBL1782271
  • 17beta-Hydroxy-6-methylideneandrosta-1,4-dien-3-one (17beta-Hydroxyexemestane)
  • BDBM50069753
  • AS-6137
  • NFDPYPMRHKQTDM-NHWXPXPKSA-N
  • (17b)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one
  • 17β-Hydroxy Exemestane

MDL Number

MFCD00881794

FAQ

What are the physical and chemical properties of (17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one (CAS: 122370-91-6)?

(17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one is a crystalline solid with a molecular weight of approximately 362.49 g/mol. It is poorly soluble in water but soluble in organic solvents like ethanol and acetone. This compound is relatively stable under normal laboratory conditions but can undergo hydrolysis in the presence of acids or bases. It does not typically react with common reagents but is sensitive to light and should be stored in the dark to prevent degradation.

How is (17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one (CAS: 122370-91-6) typically synthesized?

(17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one can be synthesized through the reduction of 6-methyleneandrosta-1,4-dien-3-one followed by an epoxidation and hydrolysis reaction. Commonly, the reduction is carried out using lithium aluminum hydride (LAH) or sodium borohydride, and the subsequent steps involve the use of peracids or sodium hydroxide to achieve the desired product. The overall yield is around 70-80%, and specific catalysts and conditions are necessary to achieve high selectivity and purity.

What industries use (17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one (CAS: 122370-91-6)?

(17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one is primarily used in the pharmaceutical industry for the synthesis of various steroid compounds, including hormones and drugs. It is also utilized in the production of certain agrochemicals and as a reagent in analytical chemistry for the development of sensors and semiconductors. Its use in these industries leverages its unique chemical properties and reactivity.

What precautions should be taken when handling (17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one (CAS: 122370-91-6)?

When handling (17beta)-17-Hydroxy-6-methyleneandrosta-1,4-dien-3-one, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight. Fume hoods should be used when conducting reactions or handling the compound, and spills should be handled according to the safety data sheet (SDS). Users should be familiar with the SDS for emergency response procedures and should follow all laboratory safety guidelines.

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