ChemFOnt: Showing chemical card for Flurbiprofen (CFc000009185)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:56:14 UTC

Chemfont ID

CFc000009185

Molecule Identification

Common Name

Flurbiprofen

Definition

Flurbiprofen, a propionic acid derivative, is a nonsteroidal anti-inflammatory agent (NSAIA) with antipyretic and analgesic activity. Oral formulations of flurbiprofen may be used for the symptomatic treatment of rheumatoid arthritis, osteoarthritis and anklylosing spondylitis. Flurbiprofen may also be used topically prior to ocular surgery to prevent or reduce intraoperative miosis. Flurbiprofen is structurally and pharmacologically related to fenoprofen, ibuprofen, and ketoprofen.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-2-Fluoro-alpha-methyl-4-biphenylacetic acid	ChEBI
2-(2-Fluorobiphenyl-4-yl)propanoic acid	ChEBI
2-Fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetic acid	ChEBI
3-Fluoro-4-phenylhydratropic acid	ChEBI
Ansaid	ChEBI
(+-)-2-Fluoro-a-methyl-4-biphenylacetate	Generator
(+-)-2-Fluoro-a-methyl-4-biphenylacetic acid	Generator
(+-)-2-Fluoro-alpha-methyl-4-biphenylacetate	Generator
(+-)-2-Fluoro-α-methyl-4-biphenylacetate	Generator
(+-)-2-Fluoro-α-methyl-4-biphenylacetic acid	Generator
2-(2-Fluorobiphenyl-4-yl)propanoate	Generator
2-Fluoro-a-methyl-(1,1'-biphenyl)-4-acetate	Generator
2-Fluoro-a-methyl-(1,1'-biphenyl)-4-acetic acid	Generator
2-Fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetate	Generator
2-Fluoro-α-methyl-(1,1'-biphenyl)-4-acetate	Generator
2-Fluoro-α-methyl-(1,1'-biphenyl)-4-acetic acid	Generator
3-Fluoro-4-phenylhydratropate	Generator
FLP	HMDB
Allergan brand OF flurbiprofen sodium	MeSH, HMDB
Apotex brand OF flurbiprofen	MeSH, HMDB
Klosterfrau brand OF flurbiprofen	MeSH, HMDB
Knoll brand OF flurbiprofen	MeSH, HMDB
Nu flurbiprofen	MeSH, HMDB
Ratiopharm brand OF flurbiprofen	MeSH, HMDB
Recordati brand OF flurbiprofen	MeSH, HMDB
Dobrofen	MeSH, HMDB
Flugalin	MeSH, HMDB
neo Artrol	MeSH, HMDB
novo Flurprofen	MeSH, HMDB
novo-Flurprofen	MeSH, HMDB
Nu-pharm brand OF flurbiprofen	MeSH, HMDB
Ocuflur	MeSH, HMDB
Cebutid	MeSH, HMDB
Flubiprofen	MeSH, HMDB
Flurbiprofen pfizer brand	MeSH, HMDB
Flurbiprofen sodium	MeSH, HMDB
Froben	MeSH, HMDB
Froben SR	MeSH, HMDB
Novopharm brand OF flurbiprofen	MeSH, HMDB
Nu-flurbiprofen	MeSH, HMDB
Ocufen	MeSH, HMDB
Pharm allergan brand OF flurbiprofen sodium	MeSH, HMDB
Pharm-allergan brand OF flurbiprofen sodium	MeSH, HMDB
Shire brand OF flurbiprofen	MeSH, HMDB
Sodium, flurbiprofen	MeSH, HMDB
ratio Flurbiprofen	MeSH, HMDB
Abbott brand OF flurbiprofen	MeSH, HMDB
apo Flurbiprofen	MeSH, HMDB
apo-Flurbiprofen	MeSH, HMDB
Cantabria brand OF flurbiprofen	MeSH, HMDB
Crookes brand OF flurbiprofen	MeSH, HMDB
Fluriproben	MeSH, HMDB
Nu pharm brand OF flurbiprofen	MeSH, HMDB
Pfizer brand OF flurbiprofen	MeSH, HMDB
Strefen	MeSH, HMDB
ratio-Flurbiprofen	MeSH, HMDB

Chemical Formula

C₁₅H₁₃FO₂

Average Molecular Weight

244.2609

Monoisotopic Molecular Weight

244.089957865

IUPAC Name

2-{2-fluoro-[1,1'-biphenyl]-4-yl}propanoic acid

Traditional Name

flurbiprofen

CAS Registry Number

5104-49-4

SMILES

CC(C(O)=O)C1=CC(F)=C(C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)

InChI Key

SYTBZMRGLBWNTM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
2-phenylpropanoic-acid
P-cymene
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Fluorobenzene
Halobenzene
Aryl halide
Aryl fluoride
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organofluoride
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

fluorobiphenyl (CHEBI:5130 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014850)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Flurbiprofen Action Pathway (PathBank: SMP0000697)

Role

Industrial application

Pharmaceutical industry

Non-steroidal anti-inflammatory drug (HMDB: HMDB0014850)

Non-narcotic analgesic (HMDB: HMDB0014850)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.025 g/L	ALOGPS
logP	3.57	ALOGPS
logP	3.94	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.42	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.29 m³·mol⁻¹	ChemAxon
Polarizability	25.23 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0258727

DrugBank ID

DB00712

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002154

KNApSAcK ID

Not Available

Chemspider ID

3277

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Flurbiprofen

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

5130

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Flurbiprofen (CFc000009185)

MOL for CFc000009185 (Flurbiprofen)

3D MOL for CFc000009185 (Flurbiprofen)

3D SDF for CFc000009185 (Flurbiprofen)

3D-SDF for CFc000009185 (Flurbiprofen)

PDB for CFc000009185 (Flurbiprofen)

3D PDB for CFc000009185 (Flurbiprofen)

SMILES for CFc000009185 (Flurbiprofen)

INCHI for CFc000009185 (Flurbiprofen)

Structure for CFc000009185 (Flurbiprofen)

3D Structure for CFc000009185 (Flurbiprofen)