Molsidomine
Synonym(s):N-(Ethoxycarbonyl)-3-(4-morpholino)sydnone imine;SIN-10
- CAS NO.:25717-80-0
- Empirical Formula: C9H14N4O4
- Molecular Weight: 242.23
- MDL number: MFCD00869301
- EINECS: 247-207-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 15:53:33
What is Molsidomine?
Absorption
Peak plasma drug concentration (tmax) occurs from 1 to 2 hours after administration.
Chemical properties
White to Off-White Solid
Originator
Corvasal,Hoechst
The Uses of Molsidomine
Molsidomine is an antianginal agent. Molsidomine is an effective therapeutic agents in the treatment of angina pectoris. Molsidomine is a sydnonimine derivative that acts as a heterocyclic direct nitric oxide donor.
The Uses of Molsidomine
Molsidomine is an antianginal agent. Molsidomine is an effective therapeutic agents in the treatment of angina pectoris. Molsidomine is a sydnonimine derivative that acts as a heterocyclic direct nitr ic oxide donor.
Background
Molsidomine is an orally active, long-acting vasodilator, which belongs to the class of medications known as syndnones. Interestingly, it is being studied as being a preventive measure in cerebral infarction .
Indications
The indications for use of molsidomine include ischemic heart disease, angina, chronic heart failure, and pulmonary hypertension .
What are the applications of Application
Molsidomine is a long-lasting, NO releasing vasodilator that activates soluble guanylate cyclase
Definition
ChEBI: 1-ethoxy-N-[3-(4-morpholinyl)-5-oxadiazol-3-iumyl]methanimidate is a member of morpholines.
Manufacturing Process
1.6 parts by volume of ethyl chloroformate is stirred dropwise into a suspension of 1.0 part by weight of 3-morpholinosydnonimine hydrochloride in 5 parts by volume of pyridine, and the mixture is agitated for a while to allow reaction to take place. Pyridine is removed from the reaction mixture by evaporation, and the residue is dissolved in a small amount of water and extracted with chloroform several times. The extract is dehydrated by adding anhydrous magnesium sulfate and subjected to filtration. Chloroform is removed from the filtrate by distillation, crude crystals being obtained. Recrystallization of the crude crystals from toluene gives 0.6 part by weight of 3-morpholino-N-carboethoxysydnonimine having a melting point of 140°- 141°C. Yield 51%.
brand name
Corvaton (Hoechst-Roussel).
Therapeutic Function
Coronary vasodilator
Pharmacokinetics
Molsidomine leads to smooth muscle relaxation in the coronary blood vessels, relieving symptoms of angina and increasing blood flow to the coronary arteries.
Metabolism
Molsidomine hepatically metabolized to linsidomine. Linsidomine releases nitric oxide (NO) from endothelial cells when it decays, and acts as the active vasodilating metabolite responsible for molsidomine's pharmacological effects.
Oral absorption of Molsidomine is found to be 95.5% ±4.5. Presystemic metabolism is noted to be 56% and metabolism is reported extensive by Liver. Renal Excretion accounts for 95 % and plasma half-life is 5 hr.
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Properties of Molsidomine
Melting point: | 140-141°C |
Boiling point: | 385.05°C (rough estimate) |
Density | 1.3186 (rough estimate) |
refractive index | 1.6300 (estimate) |
storage temp. | Inert atmosphere,2-8°C |
solubility | Sparingly soluble in water, soluble in anhydrous ethanol and in methylene chloride. |
form | neat |
pka | pK (100°) 3.0 ± 0.1 |
form | Solid |
color | White to Off-White |
λmax | 317nm(MeOH)(lit.) |
Merck | 14,6234 |
CAS DataBase Reference | 25717-80-0(CAS DataBase Reference) |
Safety information for Molsidomine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Computed Descriptors for Molsidomine
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