Details
Stereochemistry | ACHIRAL |
Molecular Formula | C18H34O2.C2H7NO |
Molecular Weight | 343.5444 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCO.CCCCCCCC\C=C/CCCCCCCC(O)=O
InChI
InChIKey=KGWDUNBJIMUFAP-KVVVOXFISA-N
InChI=1S/C18H34O2.C2H7NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;3-1-2-4/h9-10H,2-8,11-17H2,1H3,(H,19,20);4H,1-3H2/b10-9-;
Ethanolamine oleate is a salt of ethanolamine, a basic substance, and oleic acid. It is marketed under a trade name of Ethamoline as a sclerotic agent for the treatment of patients with esophageal varices that have recently bled, to prevent rebleeding. In vitro studies revealed that ethanolamine oleate inhibits fibrin clot formation because of the Ca2+-chelating ability of its constituent ethanolamine. Nevertheless, from in vivo studies it was suggested that intravascular injection of ethamoline activates the local coagulation system. The activation may be accelerated by an acute inflammatory process provoked by oleate, which is supported by such clinical manifestations as mild fever, retrosternal pain leukocytosis and an increase in plasma fibrinogen level.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: map04610 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2519043 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | ETHAMOLIN Approved UseEthamolin Injection is indicated for the treatment of patients with esophageal varices that have recently bled, to prevent rebleeding. Ethamolin is not indicated for the treatment of patients with esophageal varices that have not bled. There is no evidence that treatment of this population decreases the likelihood of bleeding. Sclerotherapy with Ethamolin has no beneficial effect upon portal hypertension, the cause of esophageal varices, so that recanalization and collateralization may occur, necessitating reinjection. Launch Date1988 |
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Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/pro/ethamolin.html
The usual intravenous dose is 1.5 to 5.0 mL per varix. The maximum dose per treatment session should not exceed 20 mL. Patients with significant liver dysfunction (Child Class C) or concomitant cardiopulmonary disease should usually receive less than the recommended maximum dose.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2519043
The effect of ethanolamine oleate (EO) and its constituents on blood coagulation was studied by means of recalcification clotting time (RCT) and FPA formation. RCT was performed using either fresh citrated whole blood or pooled plasma as substrates. The clotting end point of whole blood RCT and plasma RCT was recorded by the manual hook method and automated Clotek system, respectively. For determination of FPA formed in vitro, 250 pl fresh citrated blood was incubated with 50 ul EO or its constituent in a siliconized glass tube at 37°C for 1 min and the reaction was started by addition of 100 uL 15 mM CaCI2. At designated times, the reaction was terminated by addition of 100 uL 100 mM EDTA and 500 uL of chilled ethanol. And the supernatant of the mixture was subjected to the radioimmunoassay.
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Classification Tree | Code System | Code | ||
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WHO-ATC |
C05BB01
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FDA ORPHAN DRUG |
1484
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WHO-VATC |
QC05BB01
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NCI_THESAURUS |
C78275
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C033343
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4086
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24460
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U4RY8MRX7C
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C61757
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218-878-0
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5282489
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100000080380
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4152
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SUB09050MIG
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760382
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CHEMBL104943
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CHEMBL1200394
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U4RY8MRX7C
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W-126
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2272-11-9
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m5052
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DTXSID8023008
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Ethanolamine oleate
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DB06689
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PARENT (SALT/SOLVATE)
PARENT (SALT/SOLVATE)
SUBSTANCE RECORD