65700-73-4

Usage

Uses

Used in Pharmaceutical Industry:
Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5beta,9alpha,13alpha,14alpha)is used as an intermediate in the synthesis of opioid medications for its potent analgesic properties. It acts on the central nervous system to alleviate pain, induce sedation, and cause euphoria. Due to its high potential for abuse and addiction, it is a controlled substance in many countries, and its use is strictly regulated for medical purposes.
Used in Research and Development:
Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5beta,9alpha,13alpha,14alpha)is also utilized in research and development for the discovery and improvement of novel opioid medications with reduced addiction potential and improved safety profiles. Its complex structure and multiple functional groups provide a rich platform for the design and synthesis of new therapeutic agents with targeted effects and minimized side effects.

Upstream product

• 65700-72-3 (+)-N-noroxymorphone 
• 106-95-6 allyl bromide 
• 65700-70-1 (+)-oxycodone 
• 65700-71-2 ent-3,14-diacetoxy-4,5α-epoxy-17-methyl-morphinan-6-one 
• 65647-04-3 ent-3,14-diacetoxy-4,5α-epoxy-6-oxo-morphinane-17-carbonitrile 
• 65732-87-8 ent-4,5α-epoxy-14-hydroxy-3-methoxy-17-methyl-morphin-7-en-6-one 
• 65700-69-8 (+)-oxycodone 
• 65165-97-1 ent-7ξ-bromo-4,5α-epoxy-3,6,6-trimethoxy-17-methyl-morphinane 
• 23979-17-1 ent-4,5α-epoxy-3,6-dimethoxy-17-methyl-morphina-6,8(14)-diene 

Downstream Products

• 1440659-63-1 C₁₉H₂₂N₂O₄ 
• 1199799-07-9 6β-naloxol 
• 1199799-05-7 6α-naloxol 

Relevant academic research and scientific papers

Studies in the (+)-morphinan series. 5. Synthesis and biological properties of (+)-naloxone.

(+)-Naloxone was prepared in 26% overall yield in eight steps from (+)-7-bromodihydrocodeinone dimethyl ketal by a synthesis which excluded enantiomeric contamination. (+)-Naloxone was examined in three assay systems and found to have no more than 1/1000(-1)/10 000th the activity of (-)-naloxone; it can, thus, serve to test the stereospecificity of the biochemical and pharmacological actions of (-)-naloxone.

N-dealkylation of N-alkyl-14-hydroxymorphinans and derivatives thereof

There is provided a novel, high yield, method of dealkylating N-alkylated 14-hydroxymorphinans and derivatives thereof including, inter alia, oxymorphone and oycodone. There are thus provided, inter alia, more efficient routes for the formation of naloxone, naltrexone, and nalbuphine. In the principal step of the process, the dealkylation using certain oxycarbonyl halides (or haloformates) is carried out on the N-alkyl-14-acyloxy-morphinan which it is desired to dealkylate.