Floctafenine

Identification

Name
Floctafenine
Accession Number
DB08976
Type
Small Molecule
Groups
Approved, Withdrawn
Description

Floctafenine is an anti-inflammatory analgesic similar in action to aspirin. Floctafenine inhibits prostaglandin synthesis.

Structure
Thumb
Synonyms
Not Available
External IDs
R 4318 / R-4138 / R-4318 / RU 15750
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
FloctafenineTablet200 mgOralAa Pharma Inc2001-11-14Not applicableCanada
FloctafenineTablet400 mgOralAa Pharma Inc2001-11-14Not applicableCanada
IdaracTablet400 mgOralSanofi Synthelabo1988-12-312004-08-05Canada
IdaracTablet200 mgOralSanofi Synthelabo1985-12-312004-08-05Canada
International/Other Brands
Diralgan / Idalon / Novodolan
Categories
UNII
9YH7975LEF
CAS number
23779-99-9
Weight
Average: 406.361
Monoisotopic: 406.114041524
Chemical Formula
C20H17F3N2O4
InChI Key
APQPGQGAWABJLN-GFCCVEGCSA-N
InChI
InChI=1S/C20H17F3N2O4/c21-20(22,23)15-6-3-5-13-17(8-9-24-18(13)15)25-16-7-2-1-4-14(16)19(28)29-11-12(27)10-26/h1-9,12,26-27H,10-11H2,(H,24,25)/t12-/m1/s1
IUPAC Name
(2R)-2,3-dihydroxypropyl 2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoate
SMILES
OC[C@@H](O)COC(=O)C1=C(NC2=C3C=CC=C(C3=NC=C2)C(F)(F)F)C=CC=C1

Pharmacology

Indication
Not Available
Associated Conditions
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
(R)-warfarinThe risk or severity of bleeding and hemorrhage can be increased when Floctafenine is combined with (R)-warfarin.
(S)-WarfarinThe risk or severity of bleeding and hemorrhage can be increased when Floctafenine is combined with (S)-Warfarin.
1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic AcidThe risk or severity of renal failure, hyperkalemia, and hypertension can be increased when Floctafenine is combined with 1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic Acid.
1-benzylimidazoleThe risk or severity of hypertension can be increased when 1-benzylimidazole is combined with Floctafenine.
2,5-Dimethoxy-4-ethylamphetamineThe risk or severity of hypertension can be increased when 2,5-Dimethoxy-4-ethylamphetamine is combined with Floctafenine.
2,5-Dimethoxy-4-ethylthioamphetamineThe risk or severity of hypertension can be increased when Floctafenine is combined with 2,5-Dimethoxy-4-ethylthioamphetamine.
3,4-MethylenedioxyamphetamineThe risk or severity of hypertension can be increased when 3,4-Methylenedioxyamphetamine is combined with Floctafenine.
4-Bromo-2,5-dimethoxyamphetamineThe risk or severity of hypertension can be increased when 4-Bromo-2,5-dimethoxyamphetamine is combined with Floctafenine.
4-hydroxycoumarinThe risk or severity of bleeding and hemorrhage can be increased when Floctafenine is combined with 4-hydroxycoumarin.
4-MethoxyamphetamineThe risk or severity of hypertension can be increased when 4-Methoxyamphetamine is combined with Floctafenine.
Food Interactions
Not Available

References

Synthesis Reference

U.S. Patent 3,644,368.

General References
Not Available
External Links
PubChem Compound
76958517
PubChem Substance
310264938
Wikipedia
Floctafenine
ATC Codes
N02BG04 — Floctafenine
AHFS Codes
  • 28:08.92 — Miscellaneous Analgesics and Antipyretics

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
TabletOral200 mg
TabletOral400 mg
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)179-180U.S. Patent 3,644,368.
Predicted Properties
PropertyValueSource
Water Solubility0.0346 mg/mLALOGPS
logP3.05ALOGPS
logP4.43ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)13.62ChemAxon
pKa (Strongest Basic)5.84ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area91.68 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity98.72 m3·mol-1ChemAxon
Polarizability38.11 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Aminoquinolines and derivatives
Direct Parent
4-aminoquinolines
Alternative Parents
Aminobenzoic acids and derivatives / Benzoic acid esters / Aniline and substituted anilines / Benzoyl derivatives / Aminopyridines and derivatives / Glycerolipids / Primary aromatic amines / Heteroaromatic compounds / Vinylogous amides / Carboxylic acid esters
show 10 more
Substituents
4-aminoquinoline / Benzoate ester / Aminobenzoic acid or derivatives / Benzoic acid or derivatives / Benzoyl / Aniline or substituted anilines / Aminopyridine / Glycerolipid / Monocyclic benzene moiety / Primary aromatic amine
show 25 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Drug created on June 09, 2014 14:37 / Updated on December 14, 2018 05:42