PTUPB

COX-2/sEH dual inhibition. dual cyclooxygenase-2 (COX-2) and soluble epoxide hydrolase (sEH) inhibitor

General

Type : Multitarget, Trifluoro, Urea derivative, Sulfur Compound, Sulfonamide, Pyrazole

Chemical_Nomenclature : 1-[3-[5-phenyl-1-(4-sulfamoylphenyl)pyrazol-3-yl]propyl]-3-[4-(trifluoromethyl)phenyl]urea

Canonical SMILES : C1=CC=C(C=C1)C2=CC(=NN2C3=CC=C(C=C3)S(=O)(=O)N)CCCNC(=O)NC4=CC=C(C=C4)C(F)(F)F

InChI : InChI=1S\/C26H24F3N5O3S\/c27-26(28,29)19-8-10-20(11-9-19)32-25(35)31-16-4-7-21-17-24(18-5-2-1-3-6-18)34(33-21)22-12-14-23(15-13-22)38(30,36)37\/h1-3,5-6,8-15,17H,4,7,16H2,(H2,30,36,37)(H2,31,32,35)

InChIKey : CSEPEVFNTFMBAE-UHFFFAOYSA-N

Other name(s) : CHEMBL1766287  ||  SCHEMBL9938619


MW : 543.6

Formula : C26H24F3N5O3S

CAS_number : 1287761-01-6

PubChem : 52951990

UniChem : CSEPEVFNTFMBAE-UHFFFAOYSA-N

Target

Families : PTUPB ligand of proteins in family
Epoxide_hydrolase

Protein :
human-EPHX2

References (12)

Title : COX-2\/sEH Dual Inhibitor PTUPB Attenuates Epithelial-Mesenchymal Transformation of Alveolar Epithelial Cells via Nrf2-Mediated Inhibition of TGF-beta1\/Smad Signaling - Zhang_2022_Oxid.Med.Cell.Longev_2022_5759626
Author(s) : Zhang CY , Guan XX , Song ZH , Jiang HL , Liu YB , Chen P , Duan JX , Zhou Y
Ref : Oxid Med Cell Longev , 2022 :5759626 , 2022
Abstract :
PubMedSearch : Zhang_2022_Oxid.Med.Cell.Longev_2022_5759626
PubMedID: 35509835

Title : Dual sEH\/COX-2 Inhibition Using PTUPB-A Promising Approach to Antiangiogenesis-Induced Nephrotoxicity - Jankiewicz_2021_Front.Pharmacol_12_744776
Author(s) : Jankiewicz WK , Barnett SD , Stavniichuk A , Hwang SH , Hammock BD , Belayet JB , Khan AH , Imig JD
Ref : Front Pharmacol , 12 :744776 , 2021
Abstract :
PubMedSearch : Jankiewicz_2021_Front.Pharmacol_12_744776
PubMedID: 34955823

Title : Multitarget molecule,PTUPB, to treat diabetic nephropathy in rats - Hye_2021_Br.J.Pharmacol_178_4468
Author(s) : Hye Khan MA , Hwang SH , Barnett SD , Stavniichuk A , Jankiewicz WK , Hammock BD , Imig JD
Ref : British Journal of Pharmacology , 178 :4468 , 2021
Abstract :
PubMedSearch : Hye_2021_Br.J.Pharmacol_178_4468
PubMedID: 34255857

Title : COX-2\/sEH Dual Inhibitor PTUPB Alleviates CCl (4) -Induced Liver Fibrosis and Portal Hypertension - Zhao_2021_Front.Med.(Lausanne)_8_761517
Author(s) : Zhao Z , Zhang C , Lin J , Zheng L , Li H , Qi X , Huo H , Lou X , Hammock BD , Hwang SH , Bao Y , Luo M
Ref : Front Med (Lausanne) , 8 :761517 , 2021
Abstract :
PubMedSearch : Zhao_2021_Front.Med.(Lausanne)_8_761517
PubMedID: 35004731

Title : PTUPB ameliorates high-fat diet-induced non-alcoholic fatty liver disease via inhibiting NLRP3 inflammasome activation in mice - Sun_2020_Biochem.Biophys.Res.Commun__
Author(s) : Sun CC , Zhang CY , Duan JX , Guan XX , Yang HH , Jiang HL , Hammock BD , Hwang SH , Zhou Y , Guan CX , Liu SK , Zhang J
Ref : Biochemical & Biophysical Research Communications , : , 2020
Abstract :
PubMedSearch : Sun_2020_Biochem.Biophys.Res.Commun__
PubMedID: 31973813

Title : A COX-2\/sEH dual inhibitor PTUPB alleviates lipopolysaccharide-induced acute lung injury in mice by inhibiting NLRP3 inflammasome activation - Yang_2020_Theranostics_10_4749
Author(s) : Yang HH , Duan JX , Liu SK , Xiong JB , Guan XX , Zhong WJ , Sun CC , Zhang CY , Luo XQ , Zhang YF , Chen P , Hammock BD , Hwang SH , Jiang JX , Zhou Y , Guan CX
Ref : Theranostics , 10 :4749 , 2020
Abstract :
PubMedSearch : Yang_2020_Theranostics_10_4749
PubMedID: 32308747

Title : A COX-2\/sEH dual inhibitor PTUPB ameliorates cecal ligation and puncture-induced sepsis in mice via anti-inflammation and anti-oxidative stress - Zhang_2020_Biomed.Pharmacother_126_109907
Author(s) : Zhang YF , Sun CC , Duan JX , Yang HH , Zhang CY , Xiong JB , Zhong WJ , Zu C , Guan XX , Jiang HL , Hammock BD , Hwang SH , Zhou Y , Guan CX
Ref : Biomed Pharmacother , 126 :109907 , 2020
Abstract :
PubMedSearch : Zhang_2020_Biomed.Pharmacother_126_109907
PubMedID: 32114358

Title : COX-2\/sEH dual inhibitor PTUPB alleviates bleomycin-induced pulmonary fibrosis in mice via inhibiting senescence - Zhang_2020_FEBS.J_287_1666
Author(s) : Zhang CY , Duan JX , Yang HH , Sun CC , Zhong WJ , Tao JH , Guan XX , Jiang HL , Hammock BD , Hwang SH , Zhou Y , Guan CX
Ref : Febs J , 287 :1666 , 2020
Abstract :
PubMedSearch : Zhang_2020_FEBS.J_287_1666
PubMedID: 31646730

Title : Suppression of chemotherapy-induced cytokine\/lipid mediator surge and ovarian cancer by a dual COX-2\/sEH inhibitor - Gartung_2019_Proc.Natl.Acad.Sci.U.S.A_116_1698
Author(s) : Gartung A , Yang J , Sukhatme VP , Bielenberg DR , Fernandes D , Chang J , Schmidt BA , Hwang SH , Zurakowski D , Huang S , Kieran MW , Hammock BD , Panigrahy D
Ref : Proc Natl Acad Sci U S A , 116 :1698 , 2019
Abstract :
PubMedSearch : Gartung_2019_Proc.Natl.Acad.Sci.U.S.A_116_1698
PubMedID: 30647111

Title : Effect Of Dual sEH\/COX-2 Inhibition on Allergen-Induced Airway Inflammation - Dileepan_2019_Front.Pharmacol_10_1118
Author(s) : Dileepan M , Rastle-Simpson S , Greenberg Y , Wijesinghe DS , Kumar NG , Yang J , Hwang SH , Hammock BD , Sriramarao P , Rao SP
Ref : Front Pharmacol , 10 :1118 , 2019
Abstract :
PubMedSearch : Dileepan_2019_Front.Pharmacol_10_1118
PubMedID: 31611798

Title : Evaluation of antiparkinson activity of PTUPB by measuring dopamine and its metabolites in Drosophila melanogaster: LC-MS\/MS method development - Lakkappa_2018_J.Pharm.Biomed.Anal_149_457
Author(s) : Lakkappa N , Krishnamurthy PT , Yamjala K , Hwang SH , Hammock BD , Babu B
Ref : J Pharm Biomed Anal , 149 :457 , 2018
Abstract :
PubMedSearch : Lakkappa_2018_J.Pharm.Biomed.Anal_149_457
PubMedID: 29169114

Title : COX-2\/sEH Dual Inhibitor PTUPB Potentiates the Antitumor Efficacy of Cisplatin - Wang_2018_Mol.Cancer.Ther_17_474
Author(s) : Wang F , Zhang H , Ma AH , Yu W , Zimmermann M , Yang J , Hwang SH , Zhu D , Lin TY , Malfatti M , Turteltaub KW , Henderson PT , Airhart S , Hammock BD , Yuan J , de Vere White RW , Pan CX
Ref : Mol Cancer Ther , 17 :474 , 2018
Abstract :
PubMedSearch : Wang_2018_Mol.Cancer.Ther_17_474
PubMedID: 29284644