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Apomorphine

Base Information Edit
  • Chemical Name:Apomorphine
  • CAS No.:58-00-4
  • Molecular Formula:C17H17 N O2
  • Molecular Weight:267.327
  • Hs Code.:
  • European Community (EC) Number:206-243-0,200-360-0,627-402-4
  • UNII:N21FAR7B4S
  • DSSTox Substance ID:DTXSID8022614
  • Nikkaji Number:J4.588H
  • Wikipedia:Apomorphine
  • Wikidata:Q269111
  • NCI Thesaurus Code:C61639
  • RXCUI:1043
  • Pharos Ligand ID:5JTWAHKTYU9F
  • Metabolomics Workbench ID:43022
  • ChEMBL ID:CHEMBL53
  • Mol file:58-00-4.mol
Apomorphine

Synonyms:Apokinon;Apomorphin Teclapharm;Apomorphin-Teclapharm;Apomorphine;Apomorphine Chloride;Apomorphine Hydrochloride;Apomorphine Hydrochloride Anhydrous;Apomorphine Hydrochloride, Anhydrous;Apomorphine Hydrochloride, Hemihydrate;Britaject

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

Chemical Property of Apomorphine Edit
Chemical Property:
  • Appearance/Colour:white to grayish powder 
  • Vapor Pressure:1.38E-09mmHg at 25°C 
  • Melting Point:195°C (rough estimate) 
  • Refractive Index:1.5400 (estimate) 
  • Boiling Point:473.4 °C at 760 mmHg 
  • PKA:7.0, 8.92(at 25℃) 
  • Flash Point:268.8 °C 
  • PSA:43.70000 
  • Density:1.299 g/cm3 
  • LogP:2.78780 
  • Water Solubility.:20g/L(25 oC) 
  • XLogP3:2.3
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:0
  • Exact Mass:267.125928785
  • Heavy Atom Count:20
  • Complexity:374
Purity/Quality:
Safty Information:
  • Pictogram(s): UN NO. 
  • Hazard Codes:UN NO. 
MSDS Files:

SDS file from LookChem

Useful:
  • Drug Classes:Antiparkinson Agents
  • Canonical SMILES:CN1CCC2=C3C1CC4=C(C3=CC=C2)C(=C(C=C4)O)O
  • Isomeric SMILES:CN1CCC2=C3[C@H]1CC4=C(C3=CC=C2)C(=C(C=C4)O)O
  • Recent ClinicalTrials:Apomorphine in Severe Brain-injured Patients
  • Recent EU Clinical Trials:A phase 1/2 study investigating the pharmacokinetics, safety and efficacy of a highly concentrated buccal formulation of apomorphine (APORON?) in subjects with Parkinson's Disease
  • Uses To treat acute poisoning; in the diagnosis and treatment of parkinsonism; a weak sensitizer and a powerful emetic.
  • Indications Apomorphine (Uprima) is a short-acting central and peripheral dopamine receptor agonist that can elicit male sexual responses. Dopamine appears to have an important role in normal erectile function. Apomorphine is a D1-like,D2-like dopamine receptor agonist.Apomorphine is not a new drug, and it has been used with limited success in ameliorating the symptoms of Parkinson’s disease and to induce emesis. It is not orally active except for a special buccal formulation, but it can be given parenterally, usually subcutaneously. Apomorphine is rapidly cleared from the kidney because of its high lipid solubility, its large volume of distribution, and its rapid metabolism.
  • Clinical Use Aside from sildenafil, apomorphine is one of the few orally active (buccal route) pharmacological agents used in the treatment of ED. Apomorphine stimulates penile erection in both normal men and in men who are impotent. Apomorphine can be the drug of choice in patients with coexisting benign prostatic hyperplasia (BPH), coronary artery disease, and hypertension.
Technology Process of Apomorphine

There total 37 articles about Apomorphine 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:
Guidance literature:
With boron trichloride; In dichloromethane;
DOI:10.1021/jo00326a058
Guidance literature:
With sodium metabisulfite; sodium carbonate; at 0 - 5 ℃; for 0.5h; Concentration; Inert atmosphere;

Reference yield: 81.0%

Guidance literature:
With methanesulfonic acid; at 90 ℃; for 0.116667h; Cooling with ice; Microwave irradiation;
DOI:10.1039/c3md00154g
Refernces Edit