3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one

Base Information

• Chemical Name: 3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one
• CAS No.: 509-66-0
• Molecular Formula: C18H19NO3
• Molecular Weight: 297.354
• Mol file: 509-66-0.mol

Synonyms:Nicodicodinum [INN-Latin];Nicodicodina [DCIT];Nicodicodinum;Nicodicodine [INN:BAN:DCF];Nicodicodine;Dihydrocodein-nicotinat (ester);6-Nicotinoyl dihydrocodeine;Nicodicodina;

Chemical Property of 3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one

Chemical Property:

• Vapor Pressure: 5.27E-09mmHg at 25°C
• Boiling Point: 470°Cat760mmHg
• Flash Point: 238°C
• PSA: 38.77000
• Density: 1.34g/cm³
• LogP: 1.79130

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: 3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one, often referred to as Oxymorphone, has diverse applications in several fields. In the medical and pharmaceutical industry, it is primarily used as a potent opioid analgesic. Due to its high efficacy in pain management, it plays a crucial role in alleviating severe pain, such as that experienced by cancer patients or after major surgeries. In the field of forensic toxicology, Oxymorphone is essential for drug testing and identifying opioid use in individuals. However, its potential for abuse and addiction has raised concerns, leading to strict regulations and monitoring by healthcare professionals and law enforcement agencies. Overall, Oxymorphone has a vital role in pain management but also poses challenges related to substance abuse and regulation.

Technology Process of 3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one

There total 28 articles about 3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

codeine (76-57-3) → (4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one (509-66-0) + codeinone (467-13-0) + Neopin (467-14-1)

Guidance literature:

With NADP; In aq. buffer; at 30 ℃; for 10.6667h; pH=9; Reagent/catalyst; Enzymatic reaction;

Reference yield:

(+)-14β-bromocodeinone (5140-31-8) → (4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one (509-66-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; chloroform; for 5h; under 760 Torr; Ambient temperature;

DOI:10.1248/cpb.13.1092

Reference yield:

codeine (76-57-3) → (4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one (509-66-0) + codeinone (467-13-0)

Guidance literature:

With β-nicotinamide dinucleotide phosphate sodium salt; NADP⁺-dependent morphine dehydrogenase; 1-(3-hydroxypropyl)-3-methylimidazolium glycolate; water; In phosphate buffer; at 30 ℃; for 24h; Title compound not separated from byproducts.;

DOI:10.1016/j.tet.2003.11.063

upstream raw materials:

(+)-14β-bromocodeinone

neopinone dimethyl acetal

thebaine

14-bromo-4,5α-epoxy-3-methoxy-17-methyl-(14ξ)-morphin-7-en-6-one; hydrochloride

Downstream raw materials:

Neopin

Oxycodone

Acetylisoneopin

Refernces

• 1、 -. "Compositions and Methods For Making Alkaloid Morphinans". Paragraph 0051; 0236-0238. . Retrieved 2017/09/30.
• 2、 Walker, Adam J.,Bruce, Neil C.. "Combined biological and chemical catalysis in the preparation of oxycodone". . p. 561 - 568. Retrieved 2007/10/03.