Etofenamate

Identification

Summary

Etofenamate is an NSAID used to treat muscle and joint pain.

Generic Name
Etofenamate
DrugBank Accession Number
DB08984
Background

Etofenamate is used to treat muscle and joint paint. It is a non-steroidal anti-inflammatory drug (NSAID).

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 369.335
Monoisotopic: 369.118792684
Chemical Formula
C18H18F3NO4
Synonyms
  • Etofenamate
  • Etofenamato
  • Etofenamatum
External IDs
  • BAY D 1107
  • BAY-D-1107
  • TVX 485
  • TVX-485
  • TVX485
  • WHR-5020

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Treatment ofAcute musculoskeletal pain•••••••••••••••••••••
Treatment ofAnkylosing spondylitis (as)•••••••••••••••••••••
Treatment ofBursitis•••••••••••••••••
Treatment ofGonarthrosis•••••••••••••••• •••••
Treatment ofMenstrual cramps•••••••••••••••••••••
Contraindications & Blackbox Warnings
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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
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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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.
DrugInteraction
AbacavirEtofenamate may decrease the excretion rate of Abacavir which could result in a higher serum level.
AbciximabThe risk or severity of bleeding and hemorrhage can be increased when Etofenamate is combined with Abciximab.
AcebutololEtofenamate may decrease the antihypertensive activities of Acebutolol.
AceclofenacThe risk or severity of adverse effects can be increased when Aceclofenac is combined with Etofenamate.
AcemetacinThe risk or severity of adverse effects can be increased when Etofenamate is combined with Acemetacin.
Food Interactions
Not Available

Products

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International/Other Brands
Activon (Meda) / Aspitopic (Bayer) / Bayagel (Bayer) / Bayro (Bayer) / Etobay (Bayer) / Gemadol (Meda) / Glasel (Meda) / Rheumon (Bayer) / Ticatrop (Meda)
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
HOTFİX 100 MG/G + 10 MG/G KREM , 50 GRAMEtofenamate (100 mg/g) + Benzyl nicotinate (10 mg/g)CreamTopicalKARFARMA İLAÇ SAN. VE TİC. A.Ş.2020-08-14Not applicableTurkey flag
RESTAFEN PLUS 5G /0,5G KREMEtofenamate (100 mg/g) + Benzyl nicotinate (10 mg/g)CreamTopicalVEM İLAÇ SAN. VE TİC. A.Ş.2012-02-09Not applicableTurkey flag
THER-MERAM KREM ,50 GEtofenamate (100 mg/g) + Benzyl nicotinate (10 mg/g)CreamTopicalHUMANİS SAĞLIK A.Ş.2014-04-16Not applicableTurkey flag
THERMO EFAMAT %10+%1 KREM, 50 GEtofenamate (10 %) + Benzyl nicotinate (1 %)CreamTopicalDeva Holding A.S.2015-03-03Not applicableTurkey flag
THERMO ETOX 50 G KREMEtofenamate (100 mg/g) + Benzyl nicotinate (10 mg/g)CreamTopicalTRİOZER İLAÇ KİM. KOZMETİK SAĞ. HİZM. SAN. VE TİC. LTD. ŞTİ.2011-11-30Not applicableTurkey flag

Categories

ATC Codes
M02AA06 — Etofenamate
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Benzoic acid esters
Alternative Parents
Trifluoromethylbenzenes / Aminobenzoic acids and derivatives / Aniline and substituted anilines / Benzoyl derivatives / Vinylogous amides / Amino acids and derivatives / Carboxylic acid esters / Secondary amines / Dialkyl ethers / Monocarboxylic acids and derivatives
show 6 more
Substituents
Alcohol / Alkyl fluoride / Alkyl halide / Amine / Amino acid or derivatives / Aminobenzoic acid or derivatives / Aniline or substituted anilines / Aromatic homomonocyclic compound / Benzoate ester / Benzoyl
show 18 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
KZF0XM66JC
CAS number
30544-47-9
InChI Key
XILVEPYQJIOVNB-UHFFFAOYSA-N
InChI
InChI=1S/C18H18F3NO4/c19-18(20,21)13-4-3-5-14(12-13)22-16-7-2-1-6-15(16)17(24)26-11-10-25-9-8-23/h1-7,12,22-23H,8-11H2
IUPAC Name
2-(2-hydroxyethoxy)ethyl 2-{[3-(trifluoromethyl)phenyl]amino}benzoate
SMILES
OCCOCCOC(=O)C1=CC=CC=C1NC1=CC=CC(=C1)C(F)(F)F

References

Synthesis Reference

U.S. Patent 3,692,818.

General References
Not Available
KEGG Drug
D04102
PubChem Compound
35375
PubChem Substance
310264945
ChemSpider
32560
RxNav
24608
ChEBI
94731
ChEMBL
CHEMBL1451633
ZINC
ZINC000002034516
Drugs.com
Drugs.com Drug Page
Wikipedia
Etofenamate

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
Not AvailableCompletedDiagnosticDermatitis, Photocontact1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
CreamTopical10 %
SprayTopical10 %
SolutionIntramuscular1 g/2ml
PatchTopical
Injection, solutionIntramuscular1 g/2ml
Injection, solutionIntramuscular
Injection, solutionIntramuscular1 gr/2ml
SolutionIntramuscular1000 mg
SprayTopical
SprayTopical100 mg/ml
InjectionIntramuscular1 g
SolutionIntramuscular1.0000 g
GelCutaneous5.000 g
SolutionIntramuscular1.000 g
PlasterTopical70 mg
CreamCutaneous10.000 g
GelTopical
CreamTopical100 mg/g
CreamTopical
Injection, solutionIntramuscular1 g
GelTopical50 mg/g
GelTopical10 g
InjectionIntramuscular1000 mg/2ml
CreamTopical10 g
SolutionIntramuscular1.0 g
CreamTopical
CreamTopical50 gr
SolutionIntramuscular1 g
SprayOral100 mg/mL
GelTopical100 mg/g
GelTopical10 %
GelTopical5 %
GelTopical5 g
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00936 mg/mLALOGPS
logP3.53ALOGPS
logP4.86Chemaxon
logS-4.6ALOGPS
pKa (Strongest Acidic)15.12Chemaxon
pKa (Strongest Basic)-2.2Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area67.79 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity89.88 m3·mol-1Chemaxon
Polarizability35.57 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
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/MSsplash10-03di-0090000000-db9745021c7ac25c01cd
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001r-1091000000-86309f85cda414b4178d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0090000000-85c25d26d2a696a32f23
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-1090000000-e8a37f9f1cd9d405006e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dr-0090000000-ef79892f789d7e7c500b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0190000000-454136130b7c3ef30f02
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-181.8397
predicted
DeepCCS 1.0 (2019)
[M+H]+184.19772
predicted
DeepCCS 1.0 (2019)
[M+Na]+192.30394
predicted
DeepCCS 1.0 (2019)

Carriers

Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Substrate
General Function
Serine-type endopeptidase inhibitor activity
Specific Function
Major thyroid hormone transport protein in serum.
Gene Name
SERPINA7
Uniprot ID
P05543
Uniprot Name
Thyroxine-binding globulin
Molecular Weight
46324.12 Da
References
  1. CYTOMEL (liothyronine) FDA label [File]

Drug created at June 10, 2014 17:10 / Updated at June 02, 2021 20:03