ETOFENAMATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H18F3NO4
Molecular Weight	369.335
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCCOCCOC(=O)C1=C(NC2=CC=CC(=C2)C(F)(F)F)C=CC=C1

InChI

InChIKey=XILVEPYQJIOVNB-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C18H18F3NO4
Molecular Weight	369.335
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.drugbank.ca/drugs/DB08984
Curator's Comment: Description was created based on several sources, including http://www.mims.com/india/drug/info/etofenamate?mtype=generic https://www.ncbi.nlm.nih.gov/pubmed/6983482

Etofenamate is a non-steroidal anti-inflammatory drug (NSAID) used for the treatment of joint and muscular pain.

Approval Year

Targets

Primary Target	Pharmacology	Potency
Cyclooxygenase-1 127 Target ID: CHEMBL221 Sources: http://www.genome.jp/dbget-bin/www_bget?dr:D04102	Inhibitor 8297
Cyclooxygenase-2 196 Target ID: CHEMBL230 Sources: http://www.genome.jp/dbget-bin/www_bget?dr:D04102	Inhibitor 8297
lipoxygenase pathway 1 Target ID: GO:0019372 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2883093	Inhibitor 8297	53.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Muscle pain 7 Sources: http://www.mims.com/india/drug/info/etofenamate?type=full&mtype=generic#Actions	Palliative		Approved 8429	Etofenamate Approved Use Etofenamate is an NSAID applied topically for the relief of pain and inflammation associated with musculoskeletal, joint and soft tissue disorders.
Joint pain 1 Sources: http://www.mims.com/india/drug/info/etofenamate?type=full&mtype=generic#Actions	Palliative		Approved 8429	Etofenamate Approved Use Etofenamate is an NSAID applied topically for the relief of pain and inflammation associated with musculoskeletal, joint and soft tissue disorders.

PubMed

Title	Date	PubMed
Effects of some pharmacological agents on the survival of unipedicled venous flaps: an experimental study.	2001	11757060
Etofenamate levels in human serum and synovial fluid following iontophoresis.	2001	11455681
Combined contact and photocontact allergic dermatitis to etofenamate in flogoprofen gel.	2001 Dec	11753896
Intramuscular Etofenamate versus Diclofenac in the Relief of Renal Colic : A Randomised, Single-Blind, Comparative Study.	2003	17536883
[Results and assessment of photopatch testing in Spain: towards a new standard set of photoallergens].	2007 Mar	17397595
Topical etofenamate to facilitate venipuncture.	2007 Oct	18090116
Allergic and photoallergic contact dermartitis from etofenamate: study of 14 cases.	2009 Aug	19706053
Influence of preemptive analgesia on pulmonary function and complications for laparoscopic cholecystectomy.	2009 Dec	19117121
Anti-inflammatory effects of locally applied enzyme-loaded ultradeformable vesicles on an acute cutaneous model.	2009 Nov	19839801
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.	2010 Dec	21818443
Pharmacokinetic profile of an intradeltoid diclofenac injection in obese Indian volunteers.	2010 Nov 19	21311716

Patents

Sample Use Guides

In Vivo Use Guide

Intramuscular Pain and inflammation Adult: 1 g injected deeply in single doses. Topical/Cutaneous Pain and inflammation Adult: Apply 5% or 10% conc topically on affected area.

Route of Administration: Other

In Vitro Use Guide

PGE2 generation by rat peritoneal macrophages in MEM medium was dose-relatedly inhibited with etofenamate at the dosage range of 1 to 30 uM.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:53:28 UTC 2023` Edited by `admin` on `Sat Dec 16 17:53:28 UTC 2023`
Record UNII	KZF0XM66JC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ETOFENAMATE

Official Name

English

ETOFENAMATE [EP MONOGRAPH]

Common Name

English

ETOFENAMATE [MI]

Common Name

English

ETOFENAMATE [JAN]

Common Name

English

WHR-5020

Code

English

2-(2-HYDROXYETHOXY)ETHYL N-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)ANTHRANILATE

Systematic Name

English

TVX-485

Code

English

TVX485

Code

English

2-(2-HYDROXYETHOXY)ETHYL-N-(ALPHA,ALPHA,ALPHA-TRIFLUORO-M-TOLYL)ANTHRANILATE

Systematic Name

English

BAY D 1107

Code

English

BENZOIC ACID, 2-((3-(TRIFLUOROMETHYL)PHENYL)AMINO)-, 2-(2-HYDROXYETHOXY)ETHYL ESTER

Systematic Name

English

BAYD-1107

Code

English

ETOFENAMATE [USAN]

Common Name

English

etofenamate [INN]

Common Name

English

ETOFENAMATE [MART.]

Common Name

English

BAY-D-1107

Code

English

Etofenamate [WHO-DD]

Common Name

English

Classification Tree Code System Code

WHO-ATC

M02AA06