Flosequinan
Star1
This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Flosequinan
- DrugBank Accession Number
- DB13228
- Background
Flosequinan was approved in the USA and the UK for a year prior to being withdrawn from the market due to increased mortality in chronic heart failure patients, found in drug trials.1,2
- Type
- Small Molecule
- Groups
- Approved, Withdrawn
- Structure
- Weight
- Average: 239.26
Monoisotopic: 239.041627903 - Chemical Formula
- C11H10FNO2S
- Synonyms
- Flosequinan
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
Hover over products below to view reaction partners
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareIloprost Iloprost may increase the hypotensive activities of Flosequinan. Isosorbide mononitrate Flosequinan may increase the vasodilatory activities of Isosorbide mononitrate. Patent Blue The therapeutic efficacy of Flosequinan can be decreased when used in combination with Patent Blue. - Food Interactions
- Not Available
Categories
- ATC Codes
- C01DB01 — Flosequinan
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as hydroquinolones. These are compounds containing a hydrogenated quinoline bearing a ketone group.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Quinolines and derivatives
- Sub Class
- Quinolones and derivatives
- Direct Parent
- Hydroquinolones
- Alternative Parents
- Haloquinolines / Hydroquinolines / Aryl fluorides / Benzenoids / Pyridines and derivatives / Vinylogous amides / Heteroaromatic compounds / Sulfoxides / Azacyclic compounds / Sulfinyl compounds show 6 more
- Substituents
- Aromatic heteropolycyclic compound / Aryl fluoride / Aryl halide / Azacycle / Benzenoid / Dihydroquinoline / Dihydroquinolone / Haloquinoline / Heteroaromatic compound / Hydrocarbon derivative show 13 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 6NB119DLU7
- CAS number
- 76568-02-0
- InChI Key
- UYGONJYYUKVHDD-UHFFFAOYSA-N
- InChI
- InChI=1S/C11H10FNO2S/c1-13-6-10(16(2)15)11(14)8-4-3-7(12)5-9(8)13/h3-6H,1-2H3
- IUPAC Name
- 7-fluoro-3-methanesulfinyl-1-methyl-1,4-dihydroquinolin-4-one
- SMILES
- CN1C=C(C(=O)C2=C1C=C(F)C=C2)S(C)=O
References
- General References
- Packer M, Pitt B, Rouleau JL, Swedberg K, DeMets DL, Fisher L: Long-Term Effects of Flosequinan on the Morbidity and Mortality of Patients With Severe Chronic Heart Failure: Primary Results of the PROFILE Trial After 24 Years. JACC Heart Fail. 2017 Jun;5(6):399-407. doi: 10.1016/j.jchf.2017.03.003. Epub 2017 May 10. [Article]
- Code of Federal Regulations 216.24: Drug products withdrawn or removed from the market for reasons of safety or effectiveness. [Link]
- External Links
- Human Metabolome Database
- HMDB0252316
- ChemSpider
- 3672315
- 25089
- ChEBI
- 134972
- ChEMBL
- CHEMBL1908307
- Wikipedia
- Flosequinan
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 7.25 mg/mL ALOGPS logP 1.13 ALOGPS logP 0.72 Chemaxon logS -1.5 ALOGPS pKa (Strongest Basic) -1.4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 37.38 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 63.82 m3·mol-1 Chemaxon Polarizability 22.88 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-000i-0090000000-a4d1cd3ae2df4b7dc9d8 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0006-0290000000-e1de1f4dbf06816355be Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-3900000000-6fc5912b06389fae8fba Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-00dl-0090000000-50786f6a1c065f10b59a Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-03di-9000000000-5c3bb737b84049c4db12 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-00di-1900000000-db8a53ece93ec35dcbcb Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 147.83954 predictedDeepCCS 1.0 (2019) [M+H]+ 150.19753 predictedDeepCCS 1.0 (2019) [M+Na]+ 156.32346 predictedDeepCCS 1.0 (2019)
Drug created at June 23, 2017 20:38 / Updated at December 01, 2022 11:28