Valdecoxib - CAS 181695-72-7
Catalog number: 181695-72-7
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C16H14N2O3S
Molecular Weight:
314.4
COA:
Inquire
Targets:
Cox-2 | COX
Description:
A selective COX-2 inhibitor
Brife Description:
A selective COX-2 inhibitor
Appearance:
A crystalline solid
Synonyms:
Bextra; 4-(5-methyl-3-phenyl-4-isoxazolyl)-benzenesulfonamide; SC 65872
Solubility:
Soluble to 100 mM in DMSO
Storage:
Store at -20°C
MSDS:
Inquire
Quality Standard:
In-house
Quantity:
Grams-Kilos
InChIKey:
LNPDTQAFDNKSHK-UHFFFAOYSA-N
InChI:
1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)
Canonical SMILES:
CC1=C(C2=CC=C(S(N)(=O)=O)C=C2)C(C3=CC=CC=C3)=NO1
1.In silico and In vitro evaluation of the anti-inflammatory potential of Centratherum punctatum Cass-A.
Shankaran S K1, Ganai SA1,2, Kp A3, Brindha P3, Mahadevan V1,2. J Biomol Struct Dyn. 2016 Mar 16:1-30. [Epub ahead of print]
Centratherum punctatum Cass, a herb belonging to the family Asteraceae has been traditionally used as a curative against diverse disorders like inflammation, tumour, depression and hypertension. Though the medicinal properties of this plant have been attributed to the presence of flavonoids, glucosides, alkaloids, Vitamin C, etc, the molecular constituents of this plant and of the flavonoids that contribute to its medicinal activity have not been explored yet. This work attempts to evaluate the potential of Centratherum punctatum extract as an anti inflammatory agent. Ethanolic extracts of Centratherum punctatum analysed by High Performance Thin Layer Chromatography (HPTLC) and Liquid Chromatography - Mass Spectrometry (LC-MS/MS) identified the presence of the flavones kaempferol, glycoside Isorhamnetin-3-O-rutinoside and kaempferol-3-glucoside. The plant extract exhibited antioxidant property as confirmed by DPPH assay and IC50 value of 271.
2.Deciphering the mechanism behind the varied binding activities of COXIBs through Molecular Dynamic Simulations, MM-PBSA binding energy calculations and per-residue energy decomposition studies.
Chaudhary N1, Aparoy P1. J Biomol Struct Dyn. 2016 Apr 4:1-15. [Epub ahead of print]
COX-2 is a well-known drug target in inflammatory disorders. COX-1/COX-2 selectivity of NSAIDs is crucial in assessing the gastrointestinal side effects associated with COX-1 inhibition. Celecoxib, rofecoxib, and valdecoxib are well-known specific COX-2 inhibiting drugs. Recently, polmacoxib, a COX-2/CA-II dual inhibitor has been approved by the Korean FDA. These COXIBs have similar structure with diverse activity range. Present study focuses on unraveling the mechanism behind the 10-fold difference in the activities of these sulfonamide-containing COXIBs. In order to obtain insights into their binding with COX-2 at molecular level, molecular dynamics simulations studies, and MM-PBSA approaches were employed. Further, per-residue decomposition of these energies led to the identification of crucial amino acids and interactions contributing to the differential binding of COXIBs. The results clearly indicated that Leu338, Ser339, Arg499, Ile503, Phe504, Val509, and Ser516 (Leu352, Ser353, Arg513, Ile517, Phe518, Val523, and Ser530 in PGHS-1 numbering) were imperative in determining the activity of these COXIBs.
3.Dual Cyclooxygenase and Carbonic Anhydrase Inhibition by Nonsteroidal Anti-Inflammatory Drugs for the Treatment of Cancer.
De Monte C1, Carradori S, Gentili A, Mollica A, Trisciuoglio D, Supuran CT. Curr Med Chem. 2015;22(24):2812-8.
Among the class of nonsteroidal anti-inflammatory drugs (NSAIDs), COX-2 inhibitors or "coxibs" selectively inhibit the activity of the inducible isoform of cyclooxygenase. Moreover, there is emerging evidence that the sulfonamide-type coxibs, but not the methylsulfones, display an inhibitory activity also against several isoforms of human carbonic anhydrase (CA, EC 4.2.1.1). In this regard, celecoxib and valdecoxib, possessing a primary sulfonamide that binds to the zinc ion at the active site of the enzyme, are nanomolar inhibitors of the cancer-related hCA IX isoform. Also meloxicam and lornoxicam, NSAIDs belonging to the class of "oxicams", that contain a cyclic tertiary sulfonamide moiety, inhibit this isoform at low micromolar concentrations. The multiple pharmacological effects of the sulfonamide anti-inflammatory agents could be ascribed to the dual inhibition of CA and COX enzymes, supporting the evidence that inflammation and hypoxia pathways are involved in cancer onset and progression and suggesting that the antitumoral activity of these compounds should be further explored for their possible use in the polypharmacology of cancer prevention and therapy.
4.Celecoxib increases lung cancer cell lysis by lymphokine-activated killer cells via upregulation of ICAM-1.
Schellhorn M1, Haustein M1, Frank M2, Linnebacher M3, Hinz B1. Oncotarget. 2015 Nov 17;6(36):39342-56. doi: 10.18632/oncotarget.5745.
The antitumorigenic mechanism of the selective cyclooxygenase-2 (COX-2) inhibitor celecoxib is still a matter of debate. Using lung cancer cell lines (A549, H460) and metastatic cells derived from a lung cancer patient, the present study investigates the impact of celecoxib on the expression of intercellular adhesion molecule 1 (ICAM-1) and cancer cell lysis by lymphokine-activated killer (LAK) cells. Celecoxib, but not other structurally related selective COX-2 inhibitors (i.e., etoricoxib, rofecoxib, valdecoxib), was found to cause a substantial upregulation of ICAM-1 protein levels. Likewise, ICAM-1 mRNA expression was increased by celecoxib. Celecoxib enhanced the susceptibility of cancer cells to be lysed by LAK cells with the respective effect being reversed by a neutralizing ICAM-1 antibody. In addition, enhanced killing of celecoxib-treated cancer cells was reversed by preincubation of LAK cells with an antibody to lymphocyte function associated antigen 1 (LFA-1), suggesting intercellular ICAM-1/LFA-1 crosslink as crucial event within this process.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related Cox-2 Products


CAS 19210-12-9 Harpagoside

Harpagoside
(CAS: 19210-12-9)

Harpagoside, isolated from the Harpagophytum procumbens (Devil's Claw) root or Crophularia ningpoensis Hemsl (Figwort), inhibited lipopolysaccharide-induced mRN...

CAS 141505-32-0 Ibuprofen lysinate

Ibuprofen lysinate
(CAS: 141505-32-0)

Dexibuprofen is a Cyclooxygenase inhibitor originated by Gebro Pharma GmbH. It is a non-steroidal anti-inflammatory drug as the active dextrorotatory enantiomer...

CAS 89796-99-6 Aceclofenac

Aceclofenac
(CAS: 89796-99-6)

Aceclofenac is a non-steroidal anti-inflammatory drug (NSAID) analog of Diclofenac. It is used for the relief of pain and inflammation in rheumatoid arthritis, ...

CAS 51146-56-6 (S)-(+)-Ibuprofen

(S)-(+)-Ibuprofen
(CAS: 51146-56-6)

Be capable of inhibiting cyclooxygenase (COX) at clinically relevant concentrations; As an enantiomer of (R)-(-)-Ibuprofen, it more potently inhibits COX activi...

CAS 181695-72-7 Valdecoxib

Valdecoxib
(CAS: 181695-72-7)

A selective COX-2 inhibitor

CAS 261766-32-9 N-(2-phenylethyl)-Indomethacin amide

N-(2-phenylethyl)-Indomethacin amide
(CAS: 261766-32-9)

A potent elective reversible inhibitors of COX-2

CAS 287118-97-2 NCX 4040

NCX 4040
(CAS: 287118-97-2)

NCX 4040 is a NO-donating aspirin with anti-inflammatory activity. It can decrease COX-2 expression with IC50 value of 0.13 μM. It can also disrupt proteasome-m...

CAS 6385-02-0 Meclofenamate Sodium

Meclofenamate Sodium
(CAS: 6385-02-0)

A dual COX-1/COX-2 inhibitor with IC50 of 40 nM and 50 nM, respectively

N-(3-pyridyl)-Indomethacin amide
(CAS: 261766-29-4)

A potent and selective reversible inhibitor of COX-2

CAS 13710-19-5 Tolfenamic Acid

Tolfenamic Acid
(CAS: 13710-19-5)

A COX-2 inhibitor with IC50 of 0.2 μM

CAS 53-86-1 Indomethacin

Indomethacin
(CAS: 53-86-1)

A nonselective COX1 and COX2 inhibitor with IC50 of 0.1 μg/mL and 5 μg/mL, respectively

CAS 15687-27-1 Ibuprofen (Dolgesic)

Ibuprofen (Dolgesic)
(CAS: 15687-27-1)

An inhibitor of COX-1 and COX-2 with IC50 of 13 μM and 370 μM, respectively

CAS 301692-76-2 Polmacoxib

Polmacoxib
(CAS: 301692-76-2)

Polmacoxib is a first-in-class NSAID drug candidate that acts as a dual inhibitor of COX-2 and carbonic anhydrase (CA). It exhibits superior safety for cardiova...

CAS 169590-42-5 Celecoxib

Celecoxib
(CAS: 169590-42-5)

A highly selective COX-2 inhibitor

O-Acetyl Salicylhydroxamic Acid
(CAS: 199854-00-7)

An irreversible, non-selective inhibitor of COX-1 and COX-2

CAS 61-68-7 Mefenamic Acid

Mefenamic Acid
(CAS: 61-68-7)

A competitive inhibitor of COX-1 and COX-2

CAS 51146-57-7 (R)-(-)-Ibuprofen

(R)-(-)-Ibuprofen
(CAS: 51146-57-7)

An inhibitor of Cox-1 and Cox-2;A nonsteroidal anti-inflammatory drug

CAS 123653-11-2 NS 398

NS 398
(CAS: 123653-11-2)

A selective COX-2 inhibitor

CAS 103-90-2 Acetaminophen

Acetaminophen
(CAS: 103-90-2)

A selective COX-2 inhibitor

CAS 51803-78-2 Nimesulide

Nimesulide
(CAS: 51803-78-2)

A selective COX-2 inhibitor

Chemical Structure

CAS 181695-72-7 Valdecoxib

Quick Inquiry

Verification code

Featured Items