Etofenamate | TVX485 | WHR-5020 | CAS#30544-47-9

MedKoo Cat#: 326745 | Name: Etofenamate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Etofenamate, also known as TVX485 and WHR-5020, is a non-steroidal anti-inflammatory drug used for the treatment of joint and muscular pain. The Etofenamate gel ( 5.0% (w/w) ) with 30% ethanol showed in vivo anti-inflammatory activity with suitable physical chemical and microbiologic characteristics. In vitro release and permeation studies revealed that the different amounts of ethanol used influenced the release profiles of etofenamate. Moreover, it was demonstrated that this formulation is an adequate vehicle for the etofenamate skin permeation.

Chemical Structure

Etofenamate

CAS#30544-47-9

Theoretical Analysis

MedKoo Cat#: 326745

Name: Etofenamate

CAS#: 30544-47-9

Chemical Formula: C18H18F3NO4

Exact Mass: 369.1188

Molecular Weight: 369.34

Elemental Analysis: C, 58.54; H, 4.91; F, 15.43; N, 3.79; O, 17.33

Price and Availability

Size	Price	Availability
50mg	USD 350.00	2 Weeks
100mg	USD 600.00	2 Weeks
200mg	USD 1,050.00	2 Weeks
500mg	USD 2,150.00	2 Weeks
1g	USD 3,250.00	2 Weeks
2g	USD 4,950.00	2 Weeks
5g	USD 7,950.00	2 Weeks

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Related CAS #

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Synonym

Etofenamate; Bayrogel; Etofenamato; Rheumon gel; Bay d 1107; BAYD-1107; BAY-D-1107; TVX485; TVX-485; TVX 485; WHR-5020; WHR 5020; WHR5020;

IUPAC/Chemical Name

2-(2-hydroxyethoxy)ethyl 2-((3-(trifluoromethyl)phenyl)amino)benzoate

InChi Key

XILVEPYQJIOVNB-UHFFFAOYSA-N

InChi Code

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

SMILES Code

O=C(OCCOCCO)C1=CC=CC=C1NC2=CC=CC(C(F)(F)F)=C2

Appearance

Light yellow oil

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 369.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Peraman R, Bhadraya K, Reddy YP, Reddy CS, Lokesh T. Analytical Quality by Design Approach in RP-HPLC Method Development for the Assay of Etofenamate in Dosage Forms. Indian J Pharm Sci. 2015 Nov-Dec;77(6):751-7. PubMed PMID: 26997704; PubMed Central PMCID: PMC4778236. 2: Espasandín-Arias M, Vázquez-Osorio I, Salgado-Boquete L, Rodríguez-Granados MT, Toribio J. Prolonged localized photosensitivity following allergic and photo-aggravated contact dermatitis from etofenamate. Photodermatol Photoimmunol Photomed. 2014 Dec;30(6):340-2. doi: 10.1111/phpp.12130. Epub 2014 Aug 13. PubMed PMID: 25040936. 3: Badilli U, Sengel-Turk CT, Onay-Besikci A, Tarimci N. Development of etofenamate-loaded semisolid sln dispersions and evaluation of anti-inflammatory activity for topical application. Curr Drug Deliv. 2015;12(2):200-9. PubMed PMID: 24925321. 4: Marto J, Baltazar D, Duarte A, Fernandes A, Gouveia L, Militão M, Salgado A, Simões S, Oliveira E, Ribeiro HM. Topical gels of etofenamate: in vitro and in vivo evaluation. Pharm Dev Technol. 2015;20(6):710-5. doi: 10.3109/10837450.2014.915571. Epub 2014 May 5. PubMed PMID: 24798887. 5: Peraman R, Nayakanti D, Dugga HH, Kodikonda S. Development and Validation of a Stability-Indicating Assay of Etofenamate by RP-HPLC and Characterization of Degradation Products. Sci Pharm. 2013 Jul 22;81(4):1017-28. doi: 10.3797/scipharm.1305-19. eCollection 2013 Dec. PubMed PMID: 24482770; PubMed Central PMCID: PMC3867237. 6: Orbak Z, Yildirim ZK, Sepetci O, Karakelleoglu C, Alp H. Adverse reaction of topical etofenamate: petechial eruption. West Indian Med J. 2012 Oct;61(7):767-9. PubMed PMID: 23620980. 7: Tekin YK, Tekin G. [Acute inferior myocardial infarction after injection of etofenamate]. Turk Kardiyol Dern Ars. 2012 Dec;40(8):733-5. doi: 10.5543/tkda.2012.03592. Turkish. PubMed PMID: 23518891. 8: Kerr A, Becher G, Ibbotson S, Ferguson J. Action spectrum for etofenamate photoallergic contact dermatitis. Contact Dermatitis. 2011 Aug;65(2):117-8. doi: 10.1111/j.1600-0536.2011.01920.x. PubMed PMID: 21745218. 9: Golcuk Y, Oray D, Atilla OD, Tefennioglu N. Etofenamate associated with Lyell syndrome: a case report. Clin Toxicol (Phila). 2010 Jun;48(5):471-2. doi: 10.3109/15563651003796374. PubMed PMID: 20586575. 10: Goday Buján JJ, Pérez Varela L, Piñeyro Molina F, Díaz Román T, Fonseca E. Allergic and photoallergic contact dermartitis from etofenamate: study of 14 cases. Contact Dermatitis. 2009 Aug;61(2):118-20. doi: 10.1111/j.1600-0536.2009.01565.x. PubMed PMID: 19706053. 11: Alcántara Villar M, Pagan JA, Palacios L, Quiralte J, Ramirez M. Allergic contact dermatitis to etofenamate. Cross-reaction to other nonsteroidal anti-inflammatory drugs. Contact Dermatitis. 2008 Feb;58(2):118-9. doi: 10.1111/j.1600-0536.2007.01190.x. PubMed PMID: 18186756. 12: Patiñio JL, Mejía SN, Ramos EQ. [Etofenamate and the analgesic effect in the management of acute pain from spine in the emergency room]. Acta Ortop Mex. 2007 Sep-Oct;21(5):253-5. Spanish. PubMed PMID: 18159913. 13: Gulcu N, Karaaslan K, Ugur F. Topical etofenamate to facilitate venipuncture. Pediatr Emerg Care. 2007 Oct;23(10):759. PubMed PMID: 18090116. 14: Fraga A, de Almeida M, Moreira-da-Silva V, Sousa-Marques M, Severo L, Matos-Ferreira A, Campos-Pinheiro L, Reis M, Ribau U, Silveira P, Almeida L. Intramuscular Etofenamate versus Diclofenac in the Relief of Renal Colic : A Randomised, Single-Blind, Comparative Study. Clin Drug Investig. 2003;23(11):701-6. PubMed PMID: 17536883. 15: Guevara-López U, Uscanga-Sánchez S, Márquez J, Bárcenas-Olivares J, Martínez-Arenas A, Palma-Aguirre JA. [Comparative clinical multicenter study to evaluate analgesic effectiveness of intramuscular etofenamate and diclofenac in patients with post-surgical pain]. Cir Cir. 2004 Nov-Dec;72(6):483-90. Spanish. PubMed PMID: 15694055. 16: Chu CY, Chen YL, Lin LJ, Sun CC. Allergic contact dermatitis from etofenamate without cross-sensitization to other anthranilic acid derivatives. Dermatology. 2003;206(4):341-2. Review. PubMed PMID: 12771478. 17: Unsal A, Cimentepe E, Bozoklu A, Sağlam R. Comparative study of etofenamate and fentanyl for outpatient extracorporeal shockwave lithotripsy. Scand J Urol Nephrol. 2001 Dec;35(6):502-4. PubMed PMID: 11848431. 18: Sánchez-Pérez J, Sánchez TS, García-Díez A. Combined contact and photocontact allergic dermatitis to etofenamate in flogoprofen gel. Am J Contact Dermat. 2001 Dec;12(4):215-6. PubMed PMID: 11753896. 19: Bender T, Bariska J, Rojkovich B, Bálint G. Etofenamate levels in human serum and synovial fluid following iontophoresis. Arzneimittelforschung. 2001;51(6):489-92. PubMed PMID: 11455681. 20: Montoro J, Rodriguez-Serna M, Liñana JJ, Ferré MA, Sanchez-Motilla JM. Photoallergic contact dermatitis due to flufenamic acid and etofenamate. Contact Dermatitis. 1997 Sep;37(3):139-40. PubMed PMID: 9330834.