Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5alpha,6alpha)-, 3-(hydrogen sulfate)

Base Information

• Chemical Name: Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5alpha,6alpha)-, 3-(hydrogen sulfate)
• CAS No.: 23095-84-3
• Deprecated CAS: 11067-51-9,25255-34-9
• Molecular Formula: C17H19 N O6 S
• Molecular Weight: 365.407
• DSSTox Substance ID: DTXSID20177662
• Nikkaji Number: J441.727E
• Pharos Ligand ID: 7CHA62M2SNXY
• ChEMBL ID: CHEMBL1418
• Mol file: 23095-84-3.mol

Synonyms:Morphine 6-sulfate;23095-84-3;Morphine 6-O-sulfate;Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5alpha,6alpha)-, 3-(hydrogen sulfate);[(4R,4aR,7S,7aR,12bS)-9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] hydrogen sulfate;CHEMBL1418;morphine-6-sulfate;C17H19NO6S;SCHEMBL1536014;DTXSID20177662

Chemical Property of Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5alpha,6alpha)-, 3-(hydrogen sulfate)

Chemical Property:

• Melting Point: >256 °C (decomp)
• PKA: -4.00±0.18(Predicted)
• PSA: 104.68000
• Density: 1.63g/cm³
• LogP: 2.04390
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 365.09330850
• Heavy Atom Count: 25
• Complexity: 704

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)OS(=O)(=O)O
• Isomeric SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@H](C=C4)OS(=O)(=O)O
• Uses: Morphine 6-sulfate is used in the compositions, methods and kits for safe inhaled delivery of targeted opioids for treatment of pain and addiction.

Technology Process of Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5alpha,6alpha)-, 3-(hydrogen sulfate)

There total 5 articles about Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5alpha,6alpha)-, 3-(hydrogen sulfate) 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: 58.4%

C19H21NO7S (1268252-29-4) → [3H]-Morphine 3-sulfate (23095-84-3,35764-55-7)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.ejps.2010.10.007

Reference yield:

MORPHIN (57-27-2) → [3H]-Morphine 3-sulfate (23095-84-3,35764-55-7)

Guidance literature:

With potassium hydroxide; potassium pyrosulfate;

Reference yield:

6-monoacetylmorphine (2784-73-8) → [3H]-Morphine 3-sulfate (23095-84-3,35764-55-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; sulfur trioxide pyridine complex / 3.5 h / 60 °C

2: water; sodium hydroxide / methanol / 1 h / 20 °C

With pyridine; water; sulfur trioxide pyridine complex; sodium hydroxide; In methanol;

DOI:10.1016/j.ejps.2010.10.007

upstream raw materials:

MORPHIN

C₁₉H₂₁NO₇S

6-monoacetylmorphine

Diamorphine

Downstream raw materials:

dihydromorphine

sulfuric acid

MORPHIN

Refernces

• 1、 Crooks, Peter A.,Kottayil, Santosh G.,Al-Ghananeem, Abeer M.,Byrn, Stephen R.,Allan Butterfield. "Opiate receptor binding properties of morphine-, dihydromorphine-, and codeine 6-O-sulfate ester congeners". . p. 4291 - 4295. Retrieved 2008/02/03.