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M2901

Sigma-Aldrich

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:
25717-80-0
Molecular Weight:
242.23
EC Number:
247-207-4
MDL number:
MFCD00869301
UNSPSC Code:
12352200
PubChem Substance ID:
24278544
NACRES:
NA.77

storage temp.

2-8°C

SMILES string

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

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-

InChI key

XLFWDASMENKTKL-NTMALXAHSA-N

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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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Molsidomine
Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and Interactions (2016)
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
Daniel L Graham et al.
Free radical research, 46(7), 891-902 (2012-04-20)
The breakdown of lycopene in the presence of reactive oxygen and reactive nitrogen species has been studied in order to identify key in vitro intermediates. These compounds may in turn be produced as metabolites in the body and may have
David B Casey et al.
Canadian journal of physiology and pharmacology, 90(4), 485-500 (2012-03-29)
Peroxynitrite (PN) worsens pathological conditions associated with oxidative stress. However, beneficial effects have also been reported. PN has been shown to demonstrate vasodilator as well as vasoconstrictor properties that are dependent upon the experimental conditions and the vascular bed studied.
You Ah Kim et al.
Bioorganic & medicinal chemistry letters, 22(13), 4318-4322 (2012-06-02)
As a part of an ongoing search for novel antioxidants from the salt marsh plants, bioactivity-isolation and structure determination of constituents from Salicornia herbacea were performed. One new triterpenoid saponin (4), along with three known saponins (1-3), has been isolated
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