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Details

Stereochemistry ACHIRAL
Molecular Formula C24H23N3O5
Molecular Weight 433.4565
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of JZL-195

SMILES

[O-][N+](=O)C1=CC=C(OC(=O)N2CCN(CC3=CC=CC(OC4=CC=CC=C4)=C3)CC2)C=C1

InChI

InChIKey=QNYRAEKLMNDRFY-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C24H23N3O5
Molecular Weight 433.4565
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20099888 | https://www.ncbi.nlm.nih.gov/pubmed/25869205

JZL195 is a potent inhibitor of both fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL), the primary enzymes responsible for degrading the endocannabinoids anandamide (AEA) and 2-arachidonoylglycerol (2-AG), respectively.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
13.0 nM [IC50]
19.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Dual blockade of FAAH and MAGL identifies behavioral processes regulated by endocannabinoid crosstalk in vivo.
2009 Dec 1
Patents

Patents

Sample Use Guides

JZL195 was prepared as saline-emulphor emulsions by vortexing, sonicating, and gentle heating neat compound directly into an 18:1:1 vol/vol/vol solution of saline:ethanol:emulphor. JZL195 was administered as milky suspensions. Male C57BL/6J mice (< 6 months old, 20–28 g) were i.p. administered compound or an 18:1:1 vol/vol/vol saline: emulphor:ethanol vehicle at a volume of 10 mkl/g weight
Route of Administration: Intraperitoneal
CB1 receptor transfected CHO cell membranes were thawed on ice, centrifuged at 50,000 g for 10 min at 4 °C, and resuspended in Assay Buffer A (50mMTris-HCl (pH 7.4), 3mMMgCl2, 0.2mM EGTA, and 100 mM NaCl). Reactions containing 10 mkg of membrane protein were incubated for 90 min at 30 °C in Assay Buffer A containing 10 mkM GDP, 0.1 nM [35S]GTPgammaS, 0.1% BSA, and various concentrations of JZL 195.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:30:27 UTC 2023
Edited
by admin
on Sat Dec 16 17:30:27 UTC 2023
Record UNII
TP6P2HKJ54
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
JZL-195
Code English
JZL195
Code English
4-Nitrophenyl 4-[(3-phenoxyphenyl)methyl]-1-piperazinecarboxylate
Systematic Name English
1-Piperazinecarboxylic acid, 4-[(3-phenoxyphenyl)methyl]-, 4-nitrophenyl ester
Systematic Name English
Code System Code Type Description
CAS
1210004-12-8
Created by admin on Sat Dec 16 17:30:27 UTC 2023 , Edited by admin on Sat Dec 16 17:30:27 UTC 2023
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WIKIPEDIA
JZL195
Created by admin on Sat Dec 16 17:30:27 UTC 2023 , Edited by admin on Sat Dec 16 17:30:27 UTC 2023
PRIMARY
PUBCHEM
46232606
Created by admin on Sat Dec 16 17:30:27 UTC 2023 , Edited by admin on Sat Dec 16 17:30:27 UTC 2023
PRIMARY
FDA UNII
TP6P2HKJ54
Created by admin on Sat Dec 16 17:30:27 UTC 2023 , Edited by admin on Sat Dec 16 17:30:27 UTC 2023
PRIMARY
EPA CompTox
DTXSID401029877
Created by admin on Sat Dec 16 17:30:27 UTC 2023 , Edited by admin on Sat Dec 16 17:30:27 UTC 2023
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