Enflicoxib

Enflicoxib, also known as E-6087, is a cyclooxygenase 2 (COX-2) inhibitor potentially for the treatment of osteoarthritis and pain. E-6087 significantly enhanced the response to radiation, reducing mean volume to 32% of tumors treated with radiation only. The combination treatment neither increased apoptosis of tumor cells or stromal cells nor affected tumor microvascular density. In vitro, E-6087 and its active metabolite did not affect clonogenic survival of GL261 cells or human umbilical vein endothelial cell after radiation. In vivo, however, there was a nonsignificant increase in Angiopoietin (Ang)-1 and Tie-2 mRNA levels and a decrease of Ang-2 mRNA levels after combination treatment.

Product information

CAS Number: 251442-94-1

Molecular Weight: 405.34

Formula: C16H12F5N3O2S

Chemical Name: 4-[5-(2, 4-difluorophenyl)-3-(trifluoromethyl)-4, 5-dihydro-1H-pyrazol-1-yl]benzene-1-sulfonamide

Smiles: NS(=O)(=O)C1C=CC(=CC=1)N1N=C(CC1C1=CC=C(F)C=C1F)C(F)(F)F

InChiKey: ZZMJXWXXMAAPLI-UHFFFAOYSA-N

InChi: InChI=1S/C16H12F5N3O2S/c17-9-1-6-12(13(18)7-9)14-8-15(16(19,20)21)23-24(14)10-2-4-11(5-3-10)27(22,25)26/h1-7,14H,8H2,(H2,22,25,26)

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: To be determined

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

E-6132, one of Enflicoxib (E-6087) metabolites, also inhibits COX-2. After single oral administration of 5 mg/kg of E-6087 to rats, plasma concentrations of Enflicoxib at peak time are higher than those of E-6132, suggesting that activity is mainly due to Enflicoxib. Enflicoxib (E-6087) is characterized by a long elimination half-life (20-35 h), a low plasma clearance (0.10-0.22 L/h/kg) and a relatively large volume of distribution (2-6 L/kg) in rats and dogs after single oral and intravenous doses. Enflicoxib and E-6132 (a pharmacologically active metabolite) show different pharmacokinetics. The higher percentage of Enflicoxib at early times suggests that Enflicoxib is the main compound responsible for in vivo activity, although E-6132 would contribute to the activity at later times.

References:

1. Calvet C, Cuberes R, Pérez-Maseda C, Frigola J. Enantioseparation of novel COX-2 anti-inflammatory drugs by capillary electrophoresis using single and dual cyclodextrin systems. Electrophoresis. 2002 Jun;23(11):1702-8. PubMed PMID: 12179991.
2. Wagemakers M, van der Wal GE, Cuberes R, Alvarez I, Andrés EM, Buxens J, Vela JM, Moorlag H, Mooij JJ, Molema G. COX-2 Inhibition Combined with Radiation Reduces Orthotopic Glioma Outgrowth by Targeting the Tumor Vasculature. Transl Oncol. 2009 Mar;2(1):1-7. PubMed PMID: 19252746; PubMed Central PMCID: PMC2647697.

Products are for research use only. Not for human use.