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 (21)
| 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 |
| Abstract : |
| PubMedSearch : Zhang_2019_J.Pharm.Pharmacol_71_1291 |
| PubMedID: 31215026 |
| 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 |
| Abstract : |
| PubMedSearch : Zhang_2019_J.Pharm.Pharmacol_71_1291 |
| PubMedID: 31215026 |
| 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 |
| Abstract : |
| PubMedSearch : Zhang_2019_J.Pharm.Pharmacol_71_1291 |
| 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 |
| Abstract : |
| PubMedSearch : Vito_2014_Toxicol.Appl.Pharmacol_281_185 |
| PubMedID: 25448683 |
| 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 |
| Abstract : |
| PubMedSearch : Vito_2014_Toxicol.Appl.Pharmacol_281_185 |
| PubMedID: 25448683 |
| 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 |
| Abstract : |
| PubMedSearch : Vito_2014_Toxicol.Appl.Pharmacol_281_185 |
| PubMedID: 25448683 |
| 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 |
| Abstract : |
| PubMedSearch : Bettaieb_2013_J.Biol.Chem_288_14189 |
| PubMedID: 23576437 |
| 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 |
| Abstract : |
| PubMedSearch : Althurwi_2013_Br.J.Pharmacol_168_1794 |
| 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 |
| Abstract : |
| PubMedSearch : Bettaieb_2013_J.Biol.Chem_288_14189 |
| PubMedID: 23576437 |
| 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 |
| Abstract : |
| PubMedSearch : Althurwi_2013_Br.J.Pharmacol_168_1794 |
| 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 |
| Abstract : |
| PubMedSearch : Bettaieb_2013_J.Biol.Chem_288_14189 |
| PubMedID: 23576437 |
| 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 |
| Abstract : |
| PubMedSearch : Althurwi_2013_Br.J.Pharmacol_168_1794 |
| PubMedID: 23176298 |
| Title : Acute augmentation of epoxygenated fatty acid levels rapidly reduces pain-related behavior in a rat model of type I diabetes - Inceoglu_2012_Proc.Natl.Acad.Sci.U.S.A_109_11390 |
| Author(s) : Inceoglu B , Wagner KM , Yang J , Bettaieb A , Schebb NH , Hwang SH , Morisseau C , Haj FG , Hammock BD |
| Ref : Proc Natl Acad Sci U S A , 109 :11390 , 2012 |
| Abstract : |
| PubMedSearch : Inceoglu_2012_Proc.Natl.Acad.Sci.U.S.A_109_11390 |
| PubMedID: 22733772 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : Acute augmentation of epoxygenated fatty acid levels rapidly reduces pain-related behavior in a rat model of type I diabetes - Inceoglu_2012_Proc.Natl.Acad.Sci.U.S.A_109_11390 |
| Author(s) : Inceoglu B , Wagner KM , Yang J , Bettaieb A , Schebb NH , Hwang SH , Morisseau C , Haj FG , Hammock BD |
| Ref : Proc Natl Acad Sci U S A , 109 :11390 , 2012 |
| Abstract : |
| PubMedSearch : Inceoglu_2012_Proc.Natl.Acad.Sci.U.S.A_109_11390 |
| PubMedID: 22733772 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : Acute augmentation of epoxygenated fatty acid levels rapidly reduces pain-related behavior in a rat model of type I diabetes - Inceoglu_2012_Proc.Natl.Acad.Sci.U.S.A_109_11390 |
| Author(s) : Inceoglu B , Wagner KM , Yang J , Bettaieb A , Schebb NH , Hwang SH , Morisseau C , Haj FG , Hammock BD |
| Ref : Proc Natl Acad Sci U S A , 109 :11390 , 2012 |
| Abstract : |
| PubMedSearch : Inceoglu_2012_Proc.Natl.Acad.Sci.U.S.A_109_11390 |
| PubMedID: 22733772 |
| Gene_locus related to this paper: human-EPHX2 |
| 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 |
| Abstract : |
| PubMedSearch : Aboutabl_2011_J.Cardiovasc.Pharmacol_57_273 |
| PubMedID: 21383588 |
| 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 |
| Abstract : |
| PubMedSearch : Aboutabl_2011_J.Cardiovasc.Pharmacol_57_273 |
| PubMedID: 21383588 |
| 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 |
| Abstract : |
| PubMedSearch : Aboutabl_2011_J.Cardiovasc.Pharmacol_57_273 |
| 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 |
| Abstract : |
| PubMedSearch : Rose_2010_J.Med.Chem_53_7067 |
| PubMedID: 20812725 |
| 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 |
| Abstract : |
| PubMedSearch : Rose_2010_J.Med.Chem_53_7067 |
| PubMedID: 20812725 |
| 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 |
| Abstract : |
| PubMedSearch : Rose_2010_J.Med.Chem_53_7067 |
| PubMedID: 20812725 |