TUPS

General

Type : Piperidine, Urea derivative, Trifluoro, Sulfur Compound, Sulfonamide

Chemical_Nomenclature : 1-(1-methylsulfonylpiperidin-4-yl)-3-[4-(trifluoromethoxy)phenyl]urea

Canonical SMILES : CS(=O)(=O)N1CCC(CC1)NC(=O)NC2=CC=C(C=C2)OC(F)(F)F

InChI : InChI=1S\/C14H18F3N3O4S\/c1-25(22,23)20-8-6-11(7-9-20)19-13(21)18-10-2-4-12(5-3-10)24-14(15,16)17\/h2-5,11H,6-9H2,1H3,(H2,18,19,21)

InChIKey : YORLNOBDSZJFQQ-UHFFFAOYSA-N

Other name(s) : Urea-based compound, 26, MLS002415560, SCHEMBL1913735, sEHi, #1709, CHEMBL1257634, 3-(1-Methanesulfonylpiperidin-4-yl)-1-[4-(trifluoromethoxy)phenyl]urea


MW : 381.37

Formula : C14H18F3N3O4S

CAS_number :

PubChem : 25093353

UniChem : YORLNOBDSZJFQQ-UHFFFAOYSA-N

Target

Families : TUPS ligand of proteins in family
Epoxide_hydrolase

Protein :
human-EPHX2 mouse-hyes

References (6)

Title : Soluble epoxide hydrolase inhibitor, TUPS, attenuates isoproterenol\/angiotensin II-induced cardiac hypertrophy through mammalian target of rapamycin-mediated autophagy inhibition - Zhang_2019_J.Pharm.Pharmacol_71_1291
Author(s) : Zhang H , Zhang K , Liang J , Yan W , Wu F , Xu W , Wu Z , Chen Y , Pan R , Wu G
Ref : J Pharm Pharmacol , 71 :1291 , 2019
PubMedID: 31215026

Title : Post-exposure administration of diazepam combined with soluble epoxide hydrolase inhibition stops seizures and modulates neuroinflammation in a murine model of acute TETS intoxication - Vito_2014_Toxicol.Appl.Pharmacol_281_185
Author(s) : Vito ST , Austin AT , Banks CN , Inceoglu B , Bruun DA , Zolkowska D , Tancredi DJ , Rogawski MA , Hammock BD , Lein PJ
Ref : Toxicol Appl Pharmacol , 281 :185 , 2014
PubMedID: 25448683

Title : Soluble epoxide hydrolase inhibitor, TUPS, protects against isoprenaline-induced cardiac hypertrophy - Althurwi_2013_Br.J.Pharmacol_168_1794
Author(s) : Althurwi HN , Tse MM , Abdelhamid G , Zordoky BN , Hammock BD , El-Kadi AO
Ref : British Journal of Pharmacology , 168 :1794 , 2013
PubMedID: 23176298

Title : Soluble Epoxide Hydrolase Deficiency or Inhibition Attenuates Diet-induced Endoplasmic Reticulum Stress in Liver and Adipose Tissue - Bettaieb_2013_J.Biol.Chem_288_14189
Author(s) : Bettaieb A , Nagata N , Aboubechara D , Chahed S , Morisseau C , Hammock BD , Haj FG
Ref : Journal of Biological Chemistry , 288 :14189 , 2013
PubMedID: 23576437

Title : Inhibition of soluble epoxide hydrolase confers cardioprotection and prevents cardiac cytochrome P450 induction by benzo(a)pyrene - Aboutabl_2011_J.Cardiovasc.Pharmacol_57_273
Author(s) : Aboutabl ME , Zordoky BN , Hammock BD , El-Kadi AO
Ref : J Cardiovasc Pharmacol , 57 :273 , 2011
PubMedID: 21383588

Title : 1-Aryl-3-(1-acylpiperidin-4-yl)urea inhibitors of human and murine soluble epoxide hydrolase: structure-activity relationships, pharmacokinetics, and reduction of inflammatory pain - Rose_2010_J.Med.Chem_53_7067
Author(s) : Rose TE , Morisseau C , Liu JY , Inceoglu B , Jones PD , Sanborn JR , Hammock BD
Ref : Journal of Medicinal Chemistry , 53 :7067 , 2010
PubMedID: 20812725