Nalorphine

Base Information

• Chemical Name: Nalorphine
• CAS No.: 62-67-9
• Molecular Formula: C19H21 N O3
• Molecular Weight: 311.381
• European Community (EC) Number: 200-546-1
• UNII: U59WB2WRY2
• DSSTox Substance ID: DTXSID3023348
• Nikkaji Number: J4.825I
• Wikipedia: Nalorphine
• Wikidata: Q2622916
• NCI Thesaurus Code: C170198
• Pharos Ligand ID: CP14WS6HQ52H
• Metabolomics Workbench ID: 70607
• ChEMBL ID: CHEMBL415284
• Mol file: 62-67-9.mol

Synonyms:Allylnormorphine;Hydrobromide, Nalorphine;Hydrochloride, Nalorphine;Lethidrone;Nalorphine;Nalorphine Hydrobromide;Nalorphine Hydrochloride;Nalorphine, (14 alpha)-Isomer;Nalorphine, L-tartrate (1:1)

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Nalorphine

Chemical Property:

• Vapor Pressure: 1.46E-10mmHg at 25°C
• Melting Point: 208-209° (not 92-93° as first given by McCawley)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 493.6°C at 760 mmHg
• PKA: pKa 7.73(H2O,t =20,I<0.01) (Uncertain)
• Flash Point: 252.3°C
• PSA: 52.93000
• Density: 1.38g/cm³
• LogP: 1.69220
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 311.15214353
• Heavy Atom Count: 23
• Complexity: 549

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)O
• Isomeric SMILES: C=CCN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@H](C=C4)O
• Uses: Biochemical research tool for studying the mechanism of narcotic action; also as an antidote for acute morphine poisoning.

Technology Process of Nalorphine

There total 4 articles about Nalorphine 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:

allyl bromide (106-95-6) + normorphine (466-97-7,13396-02-6,99295-16-6,142864-36-6) → Nalorphin (62-67-9)

Guidance literature:

With ethanol; sodium hydrogencarbonate;

Reference yield:

17-allyl-4,5α-epoxy-3,6α-bis-vinyloxycarbonyloxy-morphin-7-ene (58229-59-7) → Nalorphin (62-67-9)

Guidance literature:

With hydrogenchloride; at 100 ℃;

DOI:10.1016/S0040-4039(01)93105-3

Reference yield:

4,5α-epoxy-3,6α-bis-vinyloxycarbonyloxy-morphin-7-ene; hydrobromide (57934-01-7) → Nalorphin (62-67-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂CO₃ / ethanol / 6 h / 70 °C

2: aq. HCl / 100 °C

With hydrogenchloride; sodium carbonate; In ethanol;

DOI:10.1016/S0040-4039(01)93105-3

upstream raw materials:

allyl bromide

normorphine

17-allyl-4,5α-epoxy-3,6α-bis-vinyloxycarbonyloxy-morphin-7-ene

4,5α-epoxy-3,6α-bis-vinyloxycarbonyloxy-morphin-7-ene; hydrobromide

Downstream raw materials:

3-O-acetylnalorphine

Nalorphin-3-yl-ss-D-glucopyranosiduronsaeure

Morphin-N-allyl-iodid, N-Allyl-morphinium-iodid

7,8-didehydro-4,5-epoxy-17-(2-propenyl)-(5α,6α)-morphinan-3,6-diol 3,6-dibenzoate

Refernces