Basic information
- CAS
77671-31-9- Standard SMILES
CSc1ccc(C(=O)c2[nH]c(=O)[nH]c2C)cc1- InChIKey
ZJKNESGOIKRXQY-UHFFFAOYSA-N- Molecular formula
- C12H12N2O2S
- Average molar mass
- 248.3 g/mol
- Monoisotopic mass
- 248.06194862
Overview
Enoximone is an aromatic ketone.
Names & identifiers
- Preferred name
- Enoximone
- IUPAC
- 4-methyl-5-(4-methylsulfanylbenzoyl)-1,3-dihydroimidazol-2-one
- English name
- Enoximone
- Molecular formula
- C12H12N2O2S
- Molecular weight
- 248.3
Names & synonyms
Show more names
Database identifiers
- CAS
77671-31-9- PubChem CID
- 53708
- DTXSID
DTXSID8045147- ChEMBL
CHEMBL249856- ChEBI
CHEBI:135010- UNII
- C7Z4ITI7L7
- EC Number
- 989-259-7
- Nikkaji
- J22.780C
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 83.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 371
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 255 · 255-258°C
- Density
- 1.33 · 1.33
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 28 mg/mL, · DMSO: 28 mg/mL, soluble
- pka
- 10.37 · 10.37±0.70(Predicted)
- form
- solid
- color
- light yellow
- 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)
- InChIKey
- ZJKNESGOIKRXQY-UHFFFAOYSA-N
- SMILES
- CSc1ccc(cc1)C(=O)C2=C(C)NC(=O)N2
- CAS DataBase Reference
- 77671 · 77671-31-9(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 7 Z4ITI7L7 · C7Z4ITI7L7
- ATC code
- 1 CE03 · C01CE03
- UNSPSC Code
- 41106305 · 41106305
- NACRES
- 77 · NA.77
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- RIDADR
- 3249 · 3249
- WGK Germany
- 3 · 3
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- Storage Class
- 10 · 10 - Combustible liquids
Safety & regulation
GHS classification
Hazard information
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- ridadr
- 3249
- hazard_class
- 6.1(b)
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
Chemistry & industry
Pharmacology
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Pharmacodynamics
Enoximone is a phosphodiesterase inhibitor (type III) that increases the force of contraction of the heart and dilates blood vessels. In June 2005, Myogen announced that they were discontinuing development of enoximone due to negative results. The drug is approved for use in the UK.
Mechanism of Action
Further research is required to determine accurately the mechanism of action of drugs with phosphodiesterase inhibitory activity, however, inhibition of PDE3 inhibits degredation of cGMP. This allows for increased NO release and vascular relaxation.
MeSH Pharmacological Classification
Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).
Drugs used to cause dilation of the blood vessels.
Compounds that specifically inhibit PHOSPHODIESTERASE 3.
Applications
DescriptionEnoximone is a phosphodiesterase inhibitor indicated for selective use as a cardiostimulant in heart transplant patient maintenance. It is currently being investigated for other indications including acute congestive heart failure.
UsesEnoximone is a phosphodiesterase inhibitor used in the treatment of congestive heart failure and is selective to phosphodiesterase 3. Potent PDE-3 inhibitor.
Upstream & downstream products
Upstream raw materials
Suppliers49 total
Additional notes
DefinitionChEBI: Enoximone is an aromatic ketone.
Related reactions
No reaction records under the current filter.
Compound notes
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