77-07-6

Basic information

• Product Name: levorphanol
• Synonyms: MORPHINAN-3-OL,17-METHYL-,(-)-;C08014;Levorphanol-d3;Aromarone;Levorphan;l-Levorphanol;N-Methyl-3-hydroxymorphinan;Ro 1-5431
• CAS NO: 77-07-6
• Molecular Formula: C₁₇H₂₃NO
• Molecular Weight: 257.41
• EINECS: 201-002-6
• Mol File: 77-07-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 198-199°
• Boiling Point: 400.62°C (rough estimate)
• Flash Point: 207.2°C
• Appearance: /
• Density: 0.9711 (rough estimate)
• Vapor Pressure: 2.55E-07mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• PKA: 10.07±0.20(Predicted)
• CAS DataBase Reference: levorphanol(CAS DataBase Reference)
• NIST Chemistry Reference: levorphanol(77-07-6)
• EPA Substance Registry System: levorphanol(77-07-6)

Safety Data

• Hazardous Substances Data: 77-07-6(Hazardous Substances Data)

Usage

Uses

Levorphanol is an intermediate in the synthesis of Levorphanol L-Tartrate(L376500). Levorphanol Tartrate is an orally active synthetic morphine analog. Analgesic (narcotic). Controlled substance.

InChI:InChI=1/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16-,17-/m0/s1

Upstream product

• 125-68-8 dextromethorphan hydrobromide 
• 77-07-6 racemorphan 
• 3399-73-3 2-(1-cyclohexenyl)ethylamine 
• 63477-92-9 1-(4-methoxy-benzyl)-octahydro-isoquinolin-4a-ol 
• 51072-36-7 (+)-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline 
• 98237-33-3 1-(4-Methoxybenzyl)-2-methyl-5,6,7,8-tetrahydroisochinoliniumiodide 
• 7732-18-5 water 
• 10035-10-6 hydrogen bromide 
• 38969-65-2 1-(p-methoxybenzyl)-2-methyl-1,2,3,4,5,6,7,8-octahydroisoquinoline 
• 86119-84-8 phosphoric acid 
• 67553-46-2 (+/-)-4-(2-methyl-1,2,3,4,5,6,7,8-octahydro-[1]isoquinolylmethyl)-phenol 
• 102319-82-4 (4-methoxy-phenyl)-(2-methyl-1,2,3,4,5,6,7,8-octahydro-[1]isoquinolyl)-acetic acid amide 
• 860371-36-4 1-(4-methoxy-benzyl)-2-methyl-octahydro-isoquinolin-4a-ol 
• 74570-02-8 4-((R)-1,2,3,4,5,6,7,8-octahydro-[1]isoquinolylmethyl)-phenol 

Downstream Products

• 125-70-2 levomethorphan 
• 125-70-2 rac-3-methoxy-17-methyl-morphinane 
• 98985-27-4 rac-3-benzyloxy-17-methyl-morphinane 
• 77-07-6 Levorphanol 
• 125-73-5 (+)-dextrorphan 
• 67562-69-0 (-)-3-(m-Fluoro)phenoxy-N-methylmorphinan 
• 67562-46-3 (-)-3-pentafluorophenoxy-N-methylmorphinan 
• 67562-77-0 (-)-3-phenoxy-N-methylmorphinan oxalate 
• 1372133-97-5 (-)-17-methyl-N-(3'-methoxybenzyl)morphinan-3-amine 
• 1372134-16-1 (-)-N-Methyl-(3'-hydroxybenzyl)morphinan-3-amine 
• 50299-98-4 C₂₁H₃₁NO 
• 67562-71-4 (-)-3-(p-Fluoro)phenoxy-N-methylmorphinan 
• 67562-67-8 (-)-3-(o-nitro)phenoxy-N-methylmorphinan 
• 67562-48-5 (-)-3-(p-methyl)phenoxy-N-methylmorphinan 

Relevant articles and documents

METHODS FOR PREPARING LEVORPHANOL AND RELATED COMPOUNDS, AND COMPOSITIONS THEREOF

A method for producing substantially pure levorphanol and related compounds, when compared to the conventional process, is provided. In particular, a method for producing substantially pure levorphanol tartrate dihydrate is described. Also described are compositions comprising levorphanol and related compounds, particularly compositions comprising levorphanol tartrate dihydrate, levomethorphan, and norlevorphanol in which the levomethorphan and norlevorphanol are present in the composition in reduced levels.

PRODRUGS AND METHODS OF MAKING AND USING THE SAME

Prodrugs of parent drugs and methods of making and using the same are described. The prodrugs comprise an amine-containing parent drug moiety and a prodrug moiety, such as methoxyphosphonic acid or ethoxyphosphonic acid. The prodrugs may be employed in therapy for the treatment of various indications, such as pain, and in methods of decreasing the abuse potential of abuse-prone drugs and/or delaying the onset of parent drug activity and/or prolonging parent drug activity as compared to administration of a parent drug.

PROCESS FOR THE PRODUCTION OF LEVORPHANOL AND RELATED COMPOUNDS

A process for the production of morphinans with higher purity and yield, when compared to the conventional process, is described. Specifically, the process may be used to prepare levorphanol, levorphanol tartrate, and levorphanol tartrate dihydrate in high yields and substantially free from several process impurities.