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Molsidomine

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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
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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.
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)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
WGK Germany 
3
RTECS 
WU7677400
HS Code 
29349990
Toxicity
LD50 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

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Molsidomine Usage And Synthesis

Chemical Properties

White to Off-White Solid

Originator

Corvasal,Hoechst

Uses

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.

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

Molsidomine Preparation Products And Raw materials

Raw materials

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