Molsidomine

Molsidomine Basic information
Product Name:Molsidomine
Synonyms:ethyl (3-morpholin-4-yl-1-oxa-2-aza-3-azoniacyclopenta-2,4-dien-5-yl)aminoformate;CORVATON;N-Carboxy-3-morpholino-syndone imine ethyl ester;corvasal;SIN-10;n-carboxy-3-morpholinosynonimine ethyl ester;N-(ETHOXYCARBONYL)-3-(4-MORPHOLINO)SYDNONE IMINE;N-[ETHOXYCARBONYL]-3-[4-MORPHOLINYL]SYDNONE IMINE
CAS:25717-80-0
MF:C9H14N4O4
MW:242.23
EINECS:247-207-4
Product Categories:Nitric Oxide;API
Mol File:25717-80-0.mol
Molsidomine Structure
Molsidomine Chemical Properties
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
pkapK (100°) 3.0 ± 0.1
color White to Off-White
λmax317nm(MeOH)(lit.)
Merck 14,6234
CAS DataBase Reference25717-80-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36
WGK Germany 3
RTECS WU7677400
HS Code 29349990
ToxicityLD50 in male, female mice, male, female rats (mg/kg): 780, 750, 1380, 1350 s.c.; 860, 800, 830, 760 i.v.; 700, 760, 1250, 1250 i.p.; 830, 840, 1050, 1200 orally (Nakaguchi)
MSDS Information
Molsidomine Usage And Synthesis
Chemical PropertiesWhite to Off-White Solid
OriginatorCorvasal,Hoechst
UsesMolsidomine 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.
UsesMolsidomine 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.
DefinitionChEBI: 1-ethoxy-N-[3-(4-morpholinyl)-5-oxadiazol-3-iumyl]methanimidate is a member of morpholines.
Manufacturing Process1.6 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 nameCorvaton (Hoechst-Roussel).
Therapeutic FunctionCoronary vasodilator
Molsidomine Preparation Products And Raw materials
Raw materialsPOTASSIUM CYANIDE-->Ethyl chloroformate-->N-Aminomorpholine-->Pyridine-->3-Morpholinosydnonimine hydrochloride
3-MORPHOLINOSYDNONIMINE Molsidomine impurity D MOLSIDOMINE IMP. C (PHARMEUROPA): (2E)-(MORPHOLIN-4-YLIMINO)ACETONITRILE Molsidomine Ethanol Ethyl formate Tris(trimethylsilyl)phosphate MOLSIDOMINE IMP. A (PHARMEUROPA) AS HYDROCHLORIDE:3-(MORPHOLIN-4-YL)SYDNONIMINE HYDROCHLORIDE (LINSIDOMINE HYDROCHLORIDE) Ethylbenzene Ethylparaben CHLOROETHANE Ethyl cellulose Diethyl ether Ethyl acetate MOLSIDOMINE IMP. B (PHARMEUROPA): 4-NITROSOMORPHOLINE Molsidomine impurity B 4-AMINO-2-CHLORO-6,7-DIMETHOXYQUINAZOLINE/ MOLSIDOMINE Ethyl acrylate

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