(5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione | CAS No. 96445-14-6

(5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione

Basic Information

CAS Number

96445-14-6

Molecular Formula

C20H21NO5

Molecular Weight

355.39 g/mol

AD

Basic Physical Properties

Melting Point

160-165°C

Flash Point

9℃

c1cc(c2c3c1C(=O)[C@@H]4[C@]5([C@]3(CCN4CC6CC6)[C@@H](O2)C(=O)CC5)O)O

InChI

InChI=1S/C20H21NO5/c22-12-4-3-11-14-16(12)26-18-13(23)5-6-20(25)17(15(11)24)21(9-10-1-2-10)8-7-19(14,18)20/h3-4,10,17-18,22,25H,1-2,5-9H2/t17-,18+,19+,20-/m1/s1

InChIKey

MLHMRULRADVYER-FUMNGEBKSA-N

LogP

1.1656

Topological Polar Surface Area

87.07000000000001 Ų

Hydrogen Bond Donor/Acceptor

2 / 6

Synonyms & References

English

  • Morphinan-6,10-dione,17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxy-, (5a)- (9CI)
  • (4S,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-1,2,4,5,6,7a-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7,13-dione
  • 10-Ketonaltrexone
  • 10-Ketonaltrexone solution
  • 10-Oxo Naltrexone
  • A)-17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6,10-dione
  • Morphinan-6,10-dione,17-(cyclopropylmethyl)-4,5-epoxy-3,14-dih ydroxy-,(5alpha)
  • (5α)-17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6,10-dione (ACI)
  • 10-Oxonaltrexone

MDL Number

MFCD08275608

FAQ

What are the physical and chemical properties of (5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione (CAS: 96445-14-6)?

(5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione is a crystalline solid with a molecular weight of approximately 408.4 g/mol. It has a low solubility in water but is soluble in organic solvents. The compound is reactive towards acid and base catalysis. It exhibits stability under neutral conditions, making it suitable for various synthetic and analytical applications.

How is (5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione (CAS: 96445-14-6) typically synthesized?

(5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione is synthesized through a multistep process involving epoxidation of a morphinan derivative, followed by dihydroxylation and cyclopropylation. Common catalysts include platinum-based complexes, yielding up to 90% purity with excellent selectivity. The reaction is conducted under an inert atmosphere to prevent degradation.

What industries use (5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione (CAS: 96445-14-6)?

(5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione is used primarily in pharmaceuticals and research, where it serves as an intermediate in the synthesis of morphinan derivatives. It is also explored in the development of new drug candidates for pain management and addiction treatment. Its unique structure makes it valuable in chemical research and development.

What precautions should be taken when handling (5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione (CAS: 96445-14-6)?

When handling (5alpha)-17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5-epoxymorphinan-6,10-dione, wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Store the compound in a cool, dry place and avoid exposure to moisture and heat. Use a fume hood during handling to minimize inhalation risk. Refer to the safety data sheet (SDS) for detailed safety information and emergency procedures.

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