FLOCTAFENINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C20H17F3N2O4
Molecular Weight	406.3552
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC(O)COC(=O)C1=C(NC2=C3C=CC=C(C3=NC=C2)C(F)(F)F)C=CC=C1

InChI

InChIKey=APQPGQGAWABJLN-UHFFFAOYSA-N

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)

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Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/23755755
Curator's Comment: description was created based on several sources, including, https://www.aapharma.ca/downloads/en/PIL/2014/Floctafenine_PM.pdf

Floctafenine is an analgesic agent used for the treatment of pain. The drug exerts its anti-inflammatory action by inhibiting COX-1 and COX-2, with a slight preference towards COX-1. Floctafenine is marketed in Canada under the name Floctafenine and it is withdrawn in Europe (Idarac Brand name).

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Prostaglandin G/H synthase 1 30 Target ID: P23219\|\|\|Q5T7T7 Gene ID: 5742.0 Gene Symbol: PTGS1 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/23755755	Inhibitor 8297		2.33 mM [IC50]
Prostaglandin G/H synthase 2 48 Target ID: P35354 Gene ID: 5743.0 Gene Symbol: PTGS2 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/23755755	Inhibitor 8297		3.47 mM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 614 Sources: https://www.aapharma.ca/downloads/en/PIL/2014/Floctafenine_PM.pdf	Primary		Approved 8429	FLOCTAFENINE Approved Use FLOCTAFENINE (floctafenine) is indicated for short-term use in acute pain of mild and moderate severity.

PubMed

Title	Date	PubMed
[Ionized fluorine in the plasma and urine of subjects treated with organofluorine drugs prescribed in rheumatology].	1979 Feb	34870
Intracranial hypertension with etretinate.	1983 Oct 22	6138537
[Identification of a metabolite of floctafenine in urinary calculi].	1987	2892454
Leukotriene receptor antagonists may prevent NSAID-induced exacerbations in patients with chronic urticaria.	2000 Aug	10982225
Determination of thiocolchicoside in its binary mixtures (thiocolchicoside-glafenine and thiocolchicoside-floctafenine) by TLC-densitometry.	2003 Jun	12767387
Absolute contraindications in relation to potential drug interactions in outpatient prescriptions: analysis of the first five million prescriptions in 1999.	2003 Nov	14557905
Absolute contraindications in relation to potential drug interactions in outpatient prescriptions: analysis of the first five million prescriptions in 1999.	2004 Feb	14685802
Synthesis of some floctafenine derivatives of expected anti-inflammatory/analgesic activity.	2005 Aug	16041835
Oral aspirin challenges in patients with a history of intolerance to single non-steroidal anti-inflammatory drugs.	2005 Jun	15969659
Differential pulse cathodic voltammetric determination of floctafenine and metopimazine.	2007 Mar 12	17161576
Clinical management of adult patients with a history of nonsteroidal anti-inflammatory drug-induced urticaria/angioedema: update.	2007 Mar 15	20525150
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.	2010 Dec	21818443

Sample Use Guides

In Vivo Use Guide

The usual adult dose of floctafenine is 200 to 400 mg every 6 to 8 hours as required. The maximum recommended daily dose is 1200 mg.

Route of Administration: Oral

In Vitro Use Guide

The effects of floctafenine and its active metabolite on platelet COX-1, monocyte and 5-LO activities of whole blood in vitro were assessed by incubating increasing concentrations of floctafenine or floctafenic acid (0.001-100 mM) with peripheral whole blood samples drawn from healthy volunteers.

Name

Type

Language

FLOCTAFENINE

Official Name

English

RU 15750

Code

English

FLOCTAFENINE [JAN]

Common Name

English

IDALON

Common Name

English

FLOCTAFENIN

Common Name

English

Floctafenine [WHO-DD]

Common Name

English

RU-15750

Code

English

R 4318

Code

English

FLOCTAFENINE [MI]

Common Name

English

NOVODOLAN

Common Name

English

FLOCTAFENINE [MART.]

Common Name

English

FLOCTAFENINE [USAN]

Common Name

English

floctafenine [INN]

Common Name

English

DIRALGAN

Common Name

English

R-4318

Code

English

BENZOIC ACID, 2-((8-(TRIFLUOROMETHYL)-4-QUINOLINYL)AMINO)-, 2,3-DIHYDROXYPROPYL ESTER

Common Name

English

R-4138

Code

English

2,3-Dihydroxypropyl N-[8-(trifluoromethyl)-4-quinolyl]anthranilate

Systematic Name

English

IDARAC

Brand Name

English

Classification Tree Code System Code

NCI_THESAURUS

C257