Flosequinan

HCID 4474062CAS 76568-02-0

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Basic information

Standard SMILES: Cn1cc(S(C)=O)c(=O)c2ccc(F)cc21
InChIKey: UYGONJYYUKVHDD-UHFFFAOYSA-N
Molecular formula: C11H10FNO2S
Average molar mass: 239.27 g/mol
Monoisotopic mass: 239.04162778

Overview

Flosequinan is a member of quinolines.

Names & identifiers

Preferred name: Flosequinan
IUPAC: 7-fluoro-1-methyl-3-methylsulfinylquinolin-4-one
English name: Flosequinan
Molecular formula: C11H10FNO2S
Molecular weight: 239.27

Names & synonyms

FLOSEQUINAN76568-02-0ManoplaxBTS-49465Flosequinanum4(1H)-Quinolinone, 7-fluoro-1-methyl-3-(methylsulfinyl)-DTXSID10488336NB119DLU7BTS-49-465DTXCID40287597-fluoro-3-methanesulfinyl-1-methyl-1,4-dihydroquinolin-4-one7-fluoro-1-methyl-3-methylsulfinyl-4-quinoline

Show more names

FlosequinonFLOSEQUINAN USP/EP/BPFlosequinan, 10 mM in DMSO7-Huom-1-methyl-3-(methylsulfinyl)-4(1H)-quinolinone7-Fluoro-1-methyl-3-methylsulfinylquinolin-4(1H)-one7-Fluoro-1-methyl-3-(methylsulfinyl)-4(1H)-quinolinone

RefChem:599307C01DB017-Fluoro-1-methyl-3-(methylsulfinyl)quinolin-4(1H)-one7-fluoro-1-methyl-3-methylsulfinylquinolin-4-oneBTS 49 465NCGC00183849-017-fluoro-1-methyl-3-methylsulfinyl-4-quinoloneFlosequinanum [Latin]

Database identifiers

CAS: 76568-02-0
PubChem CID: 4474062
DTXSID: DTXSID1048833
ChEMBL: CHEMBL1908307
ChEBI: CHEBI:134972
UNII: 6NB119DLU7
Nikkaji: J22.166J、J592.636J、J594.241A

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 56.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 1
Heavy atoms: 16
Formal charge: 0
Complexity: 369

Experimental & physicochemical properties

DrugsPharmaceuticals -> Cardiovascular system -> Cardiac therapy

Physicochemical properties

Melting point: 226 · 226-228°
Boiling point: 423.1 · 423.1±45.0 °C(Predicted)
Density: 1.44 · 1.44±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
pka: -0.51 · -0.51±0.70(Predicted)
FDA UNII: 6 NB119DLU7 · 6NB119DLU7
ATC code: 1 DB01 · C01DB01

Chemistry & industry

Pharmacology

ATC Code · 2 items

C - Cardiovascular system

QC - Cardiovascular system

Metabolism/MetabolitesFlosequinan has known human metabolites that include flosequinan sulfone.

MeSH Pharmacological ClassificationDrugs used to cause dilation of the blood vessels.

Applications · 2 items

DescriptionFlosequinan is a new mixed arteriolar and venous vasodilator useful for the treatment of patients with congestive heart failure with or without ACE inhibitors, but especially in those patients who are intolerant to ACE inhibitors. It does not cause reflex stimulation of the renin-angiotensin or sympathetic nervous system. How flosequinan achieves its direct vasodilating effect is not clear, it is thought to interfere with protein kinase C and the production of inositol triphosphate. Flosequinan is well absorbed orally, and with the relatively long half-life of its sulfone metabolite it is suitable for once a day administration.

UsesAntihypertensive (vasodilator).