JZL195
Inhibits MGLL and also FAAH (not alpha/beta hydrolase) ABHD6 and CES1
General
Type : Piperazine, FAAH inhibitor, Multitarget, pNP, Phenoxyphenyl
Chemical_Nomenclature : (4-nitrophenyl) 4-[(3-phenoxyphenyl)methyl]piperazine-1-carboxylate
Canonical SMILES : C1CN(CCN1CC2=CC(=CC=C2)OC3=CC=CC=C3)C(=O)OC4=CC=C(C=C4)[N+](=O)[O-]
InChI : InChI=1S\/C24H23N3O5\/c28-24(32-22-11-9-20(10-12-22)27(29)30)26-15-13-25(14-16-26)18-19-5-4-8-23(17-19)31-21-6-2-1-3-7-21\/h1-12,17H,13-16,18H2
InChIKey : QNYRAEKLMNDRFY-UHFFFAOYSA-N
Other name(s) : JZL 195 || JZL-195 || CHEMBL606201 || 4-nitrophenyl 4-(3-phenoxybenzyl)piperazine-1-carboxylate
MW : 433.45
Formula : C24H23N3O5
CAS_number : 1210004-12-8
PubChem : 46232606
UniChem : QNYRAEKLMNDRFY-UHFFFAOYSA-N
IUPHAR : 8606
Target
Families : JZL195 ligand of proteins in family
Monoglyceridelipase_lysophospholip
Carb_B_Chordata
ABHD6-Lip
Protein :
human-MGLL
human-CES1
human-ABHD6
References (12)
| Title : Weak Hypotensive Effect of Chronic Administration of the Dual FAAH\/MAGL Inhibitor JZL195 in Spontaneously Hypertensive Rats as Revealed by Area under the Curve Analysis - Toczek_2023_Int.J.Mol.Sci_24_10942 |
| Author(s) : Toczek M , Ryszkiewicz P , Remiszewski P , Schlicker E , Krzyzewska A , Kozlowska H , Malinowska B |
| Ref : Int J Mol Sci , 24 :10942 , 2023 |
| Abstract : |
| PubMedSearch : Toczek_2023_Int.J.Mol.Sci_24_10942 |
| PubMedID: 37446125 |
| Title : Effect of the MAGL\/FAAH Dual Inhibitor JZL-195 on Streptozotocin-Induced Alzheimer's Disease-like Sporadic Dementia in Mice with an Emphasis on Abeta, HSP-70, Neuroinflammation, and Oxidative Stress - Bajaj_2022_ACS.Chem.Neurosci__ |
| Author(s) : Bajaj S , Zameer S , Jain S , Yadav V , Vohora D |
| Ref : ACS Chem Neurosci , : , 2022 |
| Abstract : |
| PubMedSearch : Bajaj_2022_ACS.Chem.Neurosci__ |
| PubMedID: 35316021 |
| Title : Selective inhibition of monoacylglycerol lipase is associated with passive coping behavior and attenuation of stress-induced dopamine release in the medial prefrontal cortex - Pavon_2021_Neurobiol.Stress_14_100293 |
| Author(s) : Pavon FJ , Polis IY , Stouffer DG , Cravatt BF , Roberto M , Martin-Fardon R , Rodriguez de Fonseca F , Parsons LH , Serrano A |
| Ref : Neurobiol Stress , 14 :100293 , 2021 |
| Abstract : |
| PubMedSearch : Pavon_2021_Neurobiol.Stress_14_100293 |
| PubMedID: 33490317 |
| Gene_locus related to this paper: human-MGLL |
| Title : Simplified assays of lipolysis enzymes for drug discovery and specificity assessment of known inhibitors - Iglesias_2016_J.Lipid.Res_57_131 |
| Author(s) : Iglesias J , Lamontagne J , Erb H , Gezzar S , Zhao S , Joly E , Truong VL , Skorey K , Crane S , Madiraju SR , Prentki M |
| Ref : J Lipid Res , 57 :131 , 2016 |
| Abstract : |
| PubMedSearch : Iglesias_2016_J.Lipid.Res_57_131 |
| PubMedID: 26423520 |
| Title : Actions of the dual FAAH\/MAGL inhibitor JZL195 in a murine neuropathic pain model - Adamson_2016_Br.J.Pharmacol_173_77 |
| Author(s) : Adamson Barnes NS , Mitchell VA , Kazantzis NP , Vaughan CW |
| Ref : British Journal of Pharmacology , 173 :77 , 2016 |
| Abstract : |
| PubMedSearch : Adamson_2016_Br.J.Pharmacol_173_77 |
| PubMedID: 26398331 |
| Title : Phenotypic assessment of THC discriminative stimulus properties in fatty acid amide hydrolase knockout and wildtype mice - Walentiny_2015_Neuropharmacol_93_237 |
| Author(s) : Walentiny DM , Vann RE , Wiley JL |
| Ref : Neuropharmacology , 93 :237 , 2015 |
| Abstract : |
| PubMedSearch : Walentiny_2015_Neuropharmacol_93_237 |
| PubMedID: 25698527 |
| Title : Actions of the dual FAAH\/MAGL inhibitor JZL195 in a murine inflammatory pain model - Anderson_2014_Neuropharmacol_81_224 |
| Author(s) : Anderson WB , Gould MJ , Torres RD , Mitchell VA , Vaughan CW |
| Ref : Neuropharmacology , 81 :224 , 2014 |
| Abstract : |
| PubMedSearch : Anderson_2014_Neuropharmacol_81_224 |
| PubMedID: 24384256 |
| Title : The dual FAAH\/MAGL inhibitor JZL195 has enhanced effects on endocannabinoid transmission and motor behavior in rats as compared to those of the MAGL inhibitor JZL184 - Seillier_2014_Pharmacol.Biochem.Behav_124_153 |
| Author(s) : Seillier A , Dominguez Aguilar D , Giuffrida A |
| Ref : Pharmacol Biochem Behav , 124 :153 , 2014 |
| Abstract : |
| PubMedSearch : Seillier_2014_Pharmacol.Biochem.Behav_124_153 |
| PubMedID: 24911644 |
| Title : Endocannabinoid modulation by FAAH and monoacylglycerol lipase within the analgesic circuitry of the periaqueductal grey - Lau_2014_Br.J.Pharmacol_171_5225 |
| Author(s) : Lau BK , Drew GM , Mitchell VA , Vaughan CW |
| Ref : British Journal of Pharmacology , 171 :5225 , 2014 |
| Abstract : |
| PubMedSearch : Lau_2014_Br.J.Pharmacol_171_5225 |
| PubMedID: 25041240 |
| Title : Characterization of the effects of reuptake and hydrolysis inhibition on interstitial endocannabinoid levels in the brain: an in vivo microdialysis study - Wiskerke_2012_ACS.Chem.Neurosci_3_407 |
| Author(s) : Wiskerke J , Irimia C , Cravatt BF , De Vries TJ , Schoffelmeer AN , Pattij T , Parsons LH |
| Ref : ACS Chem Neurosci , 3 :407 , 2012 |
| Abstract : |
| PubMedSearch : Wiskerke_2012_ACS.Chem.Neurosci_3_407 |
| PubMedID: 22860210 |
| Title : Dual fatty acid amide hydrolase and monoacylglycerol lipase blockade produces THC-like Morris water maze deficits in mice - Wise_2012_ACS.Chem.Neurosci_3_369 |
| Author(s) : Wise LE , Long KA , Abdullah RA , Long JZ , Cravatt BF , Lichtman AH |
| Ref : ACS Chem Neurosci , 3 :369 , 2012 |
| Abstract : |
| PubMedSearch : Wise_2012_ACS.Chem.Neurosci_3_369 |
| PubMedID: 22860205 |
| Gene_locus related to this paper: human-MGLL |
| Title : Dual blockade of FAAH and MAGL identifies behavioral processes regulated by endocannabinoid crosstalk in vivo - Long_2009_Proc.Natl.Acad.Sci.U.S.A_106_20270 |
| Author(s) : Long JZ , Nomura DK , Vann RE , Walentiny DM , Booker L , Jin X , Burston JJ , Sim-Selley LJ , Lichtman AH , Wiley JL , Cravatt BF |
| Ref : Proc Natl Acad Sci U S A , 106 :20270 , 2009 |
| Abstract : |
| PubMedSearch : Long_2009_Proc.Natl.Acad.Sci.U.S.A_106_20270 |
| PubMedID: 19918051 |