Enoximone

Modify Date: 2024-01-02 19:20:54

Enoximone Structure
Enoximone structure
Common Name Enoximone
CAS Number 77671-31-9 Molecular Weight 248.301
Density 1.3±0.1 g/cm3 Boiling Point N/A
Molecular Formula C12H12N2O2S Melting Point 255-258°C
MSDS Chinese USA Flash Point N/A

 Use of Enoximone


Enoximone is an inotropic vasodilating agent and a selective and orally active phosphodiesterase III (PDE3) inhibitor with an IC50 of 5.9 μM. Enoximone induces vasodilatation and increases intracellular levels of cAMP by inhibiting cGMP-inhibited PDE. Enoximone also exhibits PDE4 inhibitory effect with an IC50 of 21.1 μM for myocardial PDE4A. Enoximone has the potential for congestive heart failure research and has bronchodilatory, antiasthma and anti-inflammatory effects[1][2][3].

 Names

Name 4-methyl-5-(4-methylsulfanylbenzoyl)-1,3-dihydroimidazol-2-one
Synonym More Synonyms

 Enoximone Biological Activity

Description Enoximone is an inotropic vasodilating agent and a selective and orally active phosphodiesterase III (PDE3) inhibitor with an IC50 of 5.9 μM. Enoximone induces vasodilatation and increases intracellular levels of cAMP by inhibiting cGMP-inhibited PDE. Enoximone also exhibits PDE4 inhibitory effect with an IC50 of 21.1 μM for myocardial PDE4A. Enoximone has the potential for congestive heart failure research and has bronchodilatory, antiasthma and anti-inflammatory effects[1][2][3].
Related Catalog
Target

PDE3/PDE Ⅲ:5.9 μM (IC50)

PDE4A:21.1 μM (IC50, myocardial PDE4A)

In Vitro In vitro, 10 μM Enoximone-treated bronchoalveolar lavage (BAL) eosinophils induced by IL-33 treatment shows significantly lower CD11b expression when compared with diluent-treated BAL eosinophils[1].
In Vivo Topical Enoximone (25 μg; intratracheal route) abrogates house dust mite (HDM)-induced allergic airway inflammation[1]. The Enoximone-treated (25 μg; for 5 days) HDM-exposed mice shows significant reductions in inflammatory cell numbers including eosinophils, macrophages, neutrophils, ILC2s, and T cells, indicating that Enoximone treatment reduces airway inflammation[1].
References

[1]. Jan Beute, et al. A Pathophysiological Role of PDE3 in Allergic Airway Inflammation. JCI Insight. 2018 Jan 25;3(2):e94888.

[2]. R C Dage, et al. Pharmacology and Pharmacokinetics of Enoximone. Cardiology. 1990;77 Suppl 3:2-13; discussion 27-33.

[3]. M B Vroom, et al. Effect of Phosphodiesterase Inhibitors on Human Arteries in Vitro. Br J Anaesth. 1996 Jan;76(1):122-9.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Melting Point 255-258°C
Molecular Formula C12H12N2O2S
Molecular Weight 248.301
Exact Mass 248.061951
PSA 91.02000
LogP 3.72
Appearance of Characters solid | light yellow
Index of Refraction 1.645
Storage condition Store at +4°C
Water Solubility DMSO: 28 mg/mL, soluble

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
RIDADR 3249
WGK Germany 3
Packaging Group III
Hazard Class 6.1(b)
HS Code 2933290090

 Synthetic Route

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Enoximone Structure

Enoximone

CAS#:77671-31-9

Literature: US4405635 A1, ;

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Enoximone Structure

Enoximone

CAS#:77671-31-9

Literature: Schnettler; Dage; Grisar Journal of Medicinal Chemistry, 1982 , vol. 25, # 12 p. 1477 - 1481

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Enoximone Structure

Enoximone

CAS#:77671-31-9

Literature: Arkivoc, , vol. 2014, # 2 p. 294 - 307

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Enoximone Structure

Enoximone

CAS#:77671-31-9

Literature: Arkivoc, , vol. 2014, # 2 p. 294 - 307

 Customs

HS Code 2933290090
Summary 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles36

More Articles
Recovery of heart function in children with acute severe heart failure.

Transplantation 85(7) , 975-9, (2008)

The prognosis of acute heart failure is such that many children are considered for transplantation. Recovery of severe heart failure in a proportion of patients diagnosed with either dilated cardiomyo...

Effects of enoximone on peripheral and central chemoreflex responses in humans.

Am. J. Physiol. Heart Circ. Physiol. 294(1) , H322-9, (2008)

cAMP plays an important role in peripheral chemoreflex function in animals. We tested the hypothesis that the phosphodiesterase inhibitor and inotropic medication enoximone increases peripheral chemor...

[Tolerance of enoximone in patients with heart failure].

Z. Kardiol. 80 Suppl 4 , 93-7, (1991)

Enoximone, a new phosphodiesterase-inhibitor with positive inotropic and vasodilating activities is available for intravenous use in patients with severe heart failure. A review of the current knowled...

 Synonyms

Fenoximone
Enoximonum [Latin]
2H-Imidazol-2-one, 1,3-dihydro-4-methyl-5-(4-(methylthio)benzoyl)-
5-methyl-4-(4-(methylthio)benzoyl)-1H-imidazol-2(3H)-one
[14C]-Enoximone
2H-Imidazol-2-one, 1,3-dihydro-4-methyl-5-[4-(methylthio)benzoyl]-
4-Methyl-5-[4-(methylsulfanyl)benzoyl]-1,3-dihydro-2H-imidazol-2-one
Enoximona
MFCD00867130
Perfane
Enoximonum
Enoximona [Spanish]
1,3-dihydro-4-methyl-5-[4-(methylthio)benzoyl]-2H-imidazol-2-one
Enoximone
Perfan
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