Hydromorphine

Base Information

• Chemical Name: Hydromorphine
• CAS No.: 509-60-4
• Molecular Formula: C₁₇H₂₁NO₃
• Molecular Weight: 287.359
• Hs Code.: 2939190022
• NSC Number: 117865
• DSSTox Substance ID: DTXSID70859426
• ChEMBL ID: CHEMBL608541
• Mol file: 509-60-4.mol

Synonyms:Dihydromorphine;Paramorfan;Paramorphan

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Chemical Property of Hydromorphine

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 7.65E-10mmHg at 25°C
• Melting Point: 157 °C (decomp)
• Refractive Index: 1.69
• Boiling Point: 475.4 °C at 760 mmHg
• PKA: pKa 8.55(50% aq EtOH) (Uncertain)
• Flash Point: 241.3 °C
• PSA: 52.93000
• Density: 1.4 g/cm³
• LogP: 1.36000
• Storage Temp.: ?20°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 287.15214353
• Heavy Atom Count: 21
• Complexity: 457

Purity/Quality:

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(CC4)O
• Uses: Dihydromorphine is a metabolite of Hydromorphone (H714650).

Technology Process of Hydromorphine

There total 24 articles about Hydromorphine 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: 99.0%

MORPHIN (57-27-2) → dihydromorphine (509-60-4,13004-73-4,26626-12-0)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; In isopropyl alcohol; at 60 ℃; for 16h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201603825

Reference yield: 99.0%

Dihydroheroin (509-71-7,142790-69-0) → dihydromorphine (509-60-4,13004-73-4,26626-12-0)

Guidance literature:

With alkaline condition; In ethanol;

DOI:10.1007/s00706-012-0803-8

Reference yield: 98.9%

hydromorphone (466-99-9) → dihydromorphine (509-60-4,13004-73-4,26626-12-0)

Guidance literature:

With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at 25 ℃; for 4h; stereoselective reaction;

upstream raw materials:

morphine hydrochloride

MORPHIN

Hydrocodone

[3H]-Morphine 3-sulfate

Downstream raw materials:

hydromorphone

dihydromorphine

4,5α-epoxy-17-methyl-3-(1-phenyl-1H-tetrazol-5-yloxy)-morphinan-6α-ol

4,5-epoxy-17-methyl-(5α,6α)-morphinan-3,6-diol 3,6-dibenzoate

Refernces

• 1、 Erbing, Elis,Vázquez-Romero, Ana,Bermejo Gómez, Antonio,Platero-Prats, Ana E.,Carson, Fabian,Zou, Xiaodong,Tolstoy, P?ivi,Martín-Matute, Belén. "General, Simple, and Chemoselective Catalysts for the Isomerization of Allylic Alcohols: The Importance of the Halide Ligand". supporting information. p. 15659 - 15663. Retrieved 2016/10/25.
• 2、 Beni, Szabolcs,Toth, Gergo,Noszal, Bela,Hosztafi, Sandor. "Preparation of benzoate esters of morphine and its derivatives". . p. 1431 - 1440,10. Retrieved 2020/08/20.