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E1279

Sigma-Aldrich

Enoximone

solid

Synonym(s):

1,3-Dihydro-4-methyl-5-(4-methylthiobenzoyl)-2H-imidazol-2-one

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About This Item

Empirical Formula (Hill Notation):
C12H12N2O2S
CAS Number:
Molecular Weight:
248.30
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77

form

solid

color

light yellow

solubility

DMSO: soluble 28 mg/mL

SMILES string

CSc1ccc(cc1)C(=O)C2=C(C)NC(=O)N2

InChI

1S/C12H12N2O2S/c1-7-10(14-12(16)13-7)11(15)8-3-5-9(17-2)6-4-8/h3-6H,1-2H3,(H2,13,14,16)

InChI key

ZJKNESGOIKRXQY-UHFFFAOYSA-N

Gene Information

Biochem/physiol Actions

Selective phosphodiesterase III (PDE3) inhibitor. Prevents the degradation of cAMP by PDE. Increased cAMP results in enhanced contractility of the heart.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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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Antje Hönisch et al.
Basic research in cardiology, 105(2), 155-167 (2009-10-21)
Reperfusion injury is strongly involved in the loss of functional heart tissue in patients after acute myocardial infarction. Various signal transduction pathways to reduce infarct size during reperfusion have been characterized. However, so far in the clinical setting no standard
Use of oral enoximone in pharmacologic bridging to cardiac transplantation.
M R Bristow
Zeitschrift fur Kardiologie, 83 Suppl 2, 15-19 (1994-01-01)
M W Vernon et al.
Drugs, 42(6), 997-1017 (1991-12-01)
Enoximone is an imidazolone derivative currently undergoing trials in patients with congestive heart failure refractory to conventional therapy. It is a phosphodiesterase inhibitor with both positive inotropic and vasodilator properties, and is active by both oral and intravenous routes of
Stijn Schauvliege et al.
Veterinary anaesthesia and analgesia, 36(2), 101-109 (2009-02-26)
To investigate the influence of calcium chloride (CaCl(2)) on the cardio-respiratory effects of enoximone in isoflurane anaesthetized ponies. Prospective consecutive experimental trial. Animals Six healthy ponies, weighing 287 +/- 55 kg were included in this study. After sedation (romifidine, 80
E Jähnchen et al.
Zeitschrift fur Kardiologie, 80 Suppl 4, 21-26 (1991-01-01)
Enoximone belongs to the imidazole class of compounds, that possess positive inotropic and vasodilatory activities. These pharmacologic effects are caused by selective inhibition of a cAMP-specific phosphodiesterase in the heart and in the smooth muscle of blood vessels. Results obtained

Articles

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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