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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:
77671-31-9
Molecular Weight:
248.30
MDL number:
MFCD00867130
UNSPSC Code:
41106305
PubChem Substance ID:
24278408
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

human ... PDE3A(5139) , PDE3B(5140)

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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Stijn Schauvliege et al.
Veterinary anaesthesia and analgesia, 35(4), 306-318 (2009-06-16)
To evaluate the combined effects of enoximone and dobutamine on the cardiovascular system and respiratory gas exchange in isoflurane-anaesthetized ponies. Prospective, randomized, experimental study. Six ponies (286 +/- 52 kg), aged 5.0 +/- 1.6 years. After sedation (romifidine 80 microg
Marco Metra et al.
European heart journal, 30(24), 3015-3026 (2009-08-25)
Use of inotropic agents in patients with heart failure (HF) has been limited by adverse effects on outcomes. However, administration of positive inotropes at lower doses and concomitant treatment with beta-blockers might increase benefit-risk ratio. We investigated the effects of
R C Dage et al.
Cardiology, 77 Suppl 3, 2-13 (1990-01-01)
Enoximone is an inotropic vasodilating agent. Its principal effects are positive inotropism and vasodilation, which are not accompanied by changes in myocardial oxygen consumption. An inotropic dose of enoximone increases the level of cyclic AMP in the isolated, blood-perfused dog
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
D Trenk et al.
Zeitschrift fur Kardiologie, 83 Suppl 2, 7-14 (1994-01-01)
Enoximone is an imidazole derivative which proved to be a selective inhibitor of the isoenzymes III/IV of the cAMP-specific phosphodiesterase. It has been shown in various experimental models that the drug exerts both positive inotropic and vasodilating properties which can
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