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Merck
CN

M2901

Molsidomine

Synonym(s):

N-(Ethoxycarbonyl)-3-(4-morpholino)sydnone imine, SIN-10

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About This Item

Empirical Formula (Hill Notation):
C9H14N4O4
CAS Number:
Molecular Weight:
242.23
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
247-207-4
MDL number:
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InChI key

XLFWDASMENKTKL-NTMALXAHSA-N

InChI

1S/C9H14N4O4/c1-2-16-9(14)10-8-7-13(11-17-8)12-3-5-15-6-4-12/h7H,2-6H2,1H3/b10-8-

SMILES string

CCOC(=O)N=C1O[N-][N+](=C1)N2CCOCC2

storage temp.

2-8°C

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Application

Molsidomine has been used as nitric oxide (NO)-releasing vasodilator to study the effect of NO on angiostatin production in aging rat kidneys.

Biochem/physiol Actions

Molsidomine is an effective vasodilator and a long-lasting nitric oxide (NO) donor. It is a pro-drug that is enzymatically decarboxylated to form 3-morpholinosydnone imine (SIN-1) in the liver. Molsidomine is used as an anti-anginal agent and possesses antioxidant properties. It may be used to treat cisplatin-induced oxidative stress in the liver tissue. Molsidomine has also been used during angina pectoris, heart failure, and after myocardial infarction.
Orally active, long acting vasodilator; antianginal; converted by the liver to the active metabolite, SIN-1

pictograms

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hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Molsidomine
Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and Interactions (2016)
Jerzy Sacha et al.
Annals of noninvasive electrocardiology : the official journal of the International Society for Holter and Noninvasive Electrocardiology, Inc, 17(3), 286-290 (2012-07-24)
Myocardial ischemia during coronary spasm may generate malignant ventricular arrhythmias. The J-wave pattern was suggested to be a marker of a disorder associated with life-threatening arrhythmias. We report the case of a patient with vasospastic angina and J-wave pattern in
R E Nitz et al.
Pharmacotherapy, 7(1), 28-37 (1987-01-01)
The long-acting antianginal drug molsidomine has been shown experimentally to reduce myocardial infarct size when administered prior to or after cardiac insult. This is due to several drug actions. Dilation of postcapillary capacitance vessels diminishes venous return, preload, heart dimensions
Ana B Fernandes et al.
Canadian journal of physiology and pharmacology, 90(7), 887-894 (2012-06-15)
Insulin sensitivity is maximal in the postprandial state, decreasing with a fasting period through a mechanism that is dependent on the integrity of the hepatic parasympathetic nerves/nitric oxide (NO) production and increased hepatic glutathione (GSH) levels. GSH and NO react
Stefanie Ruhs et al.
Free radical biology & medicine, 53(5), 1088-1100 (2012-07-04)
The mineralocorticoid receptor (MR) plays an important role in salt and water homeostasis and pathological tissue modifications, such as cardiovascular and renal fibrosis. Importantly, MR activation by aldosterone per se is not sufficient for the deleterious effects but requires the

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