ent-3-Methoxy-17-methylmorphinan-10-one | CAS No. 57969-05-8

ent-3-Methoxy-17-methylmorphinan-10-one

Basic Information

CAS Number

57969-05-8

Molecular Formula

C18H23NO2

Molecular Weight

285.39 g/mol

AD

Basic Physical Properties

Melting Point

184-186°C

CN1CCC23CCCCC2C1C(=O)C4=C3C=C(C=C4)OC

InChI

InChI=1S/C18H23NO2/c1-19-10-9-18-8-4-3-5-14(18)16(19)17(20)13-7-6-12(21-2)11-15(13)18/h6-7,11,14,16H,3-5,8-10H2,1-2H3/t14-,16-,18+/m1/s1

InChIKey

UOCRGKKCNCIQCZ-KYJSFNMBSA-N

LogP

3.023600000000002

Topological Polar Surface Area

29.540000000000003 Ų

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

437

Synonyms & References

English

  • 10-Keto DextroMethorphan
  • (9S,13S,14S)-3-methoxy-17-methylmorphinan-10-one
  • DEXTROMETHORPHAN IMPURITY C
  • (+)-3-Methoxy-17-methylmorphinan-10-one
  • (9R,13S,14S)-3-Methoxy-10-oxo-N-methylmorphinan
  • (9R,13S,14S)-3-Methoxy-17-methylmorphinan-10-one
  • 10-Oxo Dextromethorphan
  • ent-3-Methoxy-17-methyl-morphinan-10-on
  • ent-3-methoxy-17-methyl-morphinan-10-one
  • UNII-Y3ZHY50Z1K
  • MFCD16170454
  • MORPHINAN-10-ONE, 3-METHOXY-17-METHYL-, (9.ALPHA.,13.ALPHA.,14.ALPHA.)-
  • (1R,9S,14S)-6-methoxy-15-methyl-15-azatetracyclo[7.5.3.0~3,8~.0~9,14~]heptadeca-3,5,7-trien-2-one
  • 10-Keto Dextromethorphan (1.0mg/ml in Acetonitrile)
  • Y3ZHY50Z1K
  • Morphinan-10-one, 3-methoxy-17-methyl-, (9alpha,13alpha,14alpha)-
  • 3-Methoxy-17-methylmorphinan-10-one, ent-
  • (1S,9R,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-8-one
  • (1R,9S,14S)-6-Methoxy-15-methyl-15-azatetracyclo[7.5.3.0>3,8>.0>9,14>]heptadeca-3,5,7-trien-2-one
  • Dextromethorphan hydrobromide impurity C [EP]
  • DEXTROMETHORPHAN HYDROBROMIDE IMPURITY C [EP IMPURITY]
  • ent-3-Methoxy-17-methylmorphinan-10-one (10-Ketodextromethorphan)
  • AKOS015994483
  • 57969-05-8
  • 10-Keto Dextromethorphan
  • ent-3-Methoxy-17-methylmorphinan-10-one
  • SS-3417
  • Dextromethorphan hydrobromide specified impurity C [EP]
  • Q27294230

MDL Number

MFCD16170454

FAQ

What are the physical and chemical properties of ent-3-Methoxy-17-methylmorphinan-10-one (CAS: 57969-05-8)?

ent-3-Methoxy-17-methylmorphinan-10-one (CAS: 57969-05-8) has a crystalline form and a molecular weight of approximately 298.37 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and methanol. This compound is less reactive under normal conditions but can undergo mild acid catalysis to form related derivatives. It's important to handle this compound under protective measures to prevent degradation.

How is ent-3-Methoxy-17-methylmorphinan-10-one (CAS: 57969-05-8) typically synthesized?

ent-3-Methoxy-17-methylmorphinan-10-one is typically synthesized through a multi-step process involving the protection of the morphinan ring, introduction of the methoxy group, and subsequent derivatization. Commonly used catalysts include Lewis acids, and the overall yield can range from 50% to 70%. Detailed synthetic methodology and conditions can be found in various organic chemistry literature.

What industries use ent-3-Methoxy-17-methylmorphinan-10-one (CAS: 57969-05-8)?

ent-3-Methoxy-17-methylmorphinan-10-one (CAS: 57969-05-8) is primarily used in the pharmaceutical industry for the development of novel analgesics and antitussives. It also finds applications in the research of opioid receptor modulation. This compound may be explored in the polymer and sensor industries for specific applications, though its primary focus remains in pharmaceutical research and development.

What precautions should be taken when handling ent-3-Methoxy-17-methylmorphinan-10-one (CAS: 57969-05-8)?

When handling ent-3-Methoxy-17-methylmorphinan-10-one (CAS: 57969-05-8), it is crucial to wear appropriate personal protective equipment (PPE), including gloves and lab coat. Work should be conducted in a fume hood to minimize inhalation risks. Spills should be handled using appropriate clean-up procedures and materials. Refer to the safety data sheet (SDS) for detailed instructions and emergency procedures. Always ensure good ventilation in the laboratory setting.

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