JZL195
Names
Preferred IUPAC name
4-Nitrophenyl 4-[(3-phenoxyphenyl)methyl]piperazine-1-carboxylate
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
UNII
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
Key: QNYRAEKLMNDRFY-UHFFFAOYSA-N
c1ccc(cc1)Oc2cccc(c2)CN3CCN(CC3)C(=O)Oc4ccc(cc4)[N+](=O)[O-]
Properties
Chemical formula
C 24 H 23 N 3 O 5
Molar mass
433.464 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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.[ 1]
See also
References
^ Long JZ, Nomura DK, Vann RE, Walentiny DM, Booker L, Jin X, Burston JJ, Sim-Selley LJ, Lichtman AH, Wiley JL, Cravatt BF (December 2009). "Dual blockade of FAAH and MAGL identifies behavioral processes regulated by endocannabinoid crosstalk in vivo" . Proceedings of the National Academy of Sciences of the United States of America . 106 (48): 20270– 5. Bibcode:2009PNAS..10620270L . doi:10.1073/pnas.0909411106 . PMC 2787168 . PMID 19918051 .
Phytocannabinoids (comparison)
Cannabibutols Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabiphorols Cannabinols
CBN
CBNA
CBN-C1
CBN-C2
CBN-C4
CBNM
CBND
CBNP
CBVD
Cannabitriols Cannabivarins Delta-3-tetrahydrocannabinols Delta-4-tetrahydrocannabinols Delta-7-tetrahydrocannabinols Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols Delta-10-Tetrahydrocannabinols Delta-11-Tetrahydrocannabinols Miscellaneous cannabinoids Active metabolites
Endocannabinoids Synthetic cannabinoid receptor agonists / neocannabinoids
Classical cannabinoids (dibenzopyrans) Non-classical cannabinoids Adamantoylindoles Benzimidazoles Benzoylindoles
1-Butyl-3-(2-methoxybenzoyl)indole
1-Butyl-3-(4-methoxybenzoyl)indole
1-Pentyl-3-(2-methoxybenzoyl)indole
AM-630
AM-679
AM-694
AM-1241
AM-2233
GW-405,833 (L-768,242)
Pravadoline
RCS-4
WIN 54,461
Cyclohexylphenols Eicosanoids
AM-883
AM-1346
ACEA
ACPA
Methanandamide (AM-356)
O-585
O-689
O-1812
O-1860
O-1861
Indazole-3- carboxamides Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles Naphthoylindoles Naphthoylpyrroles
JWH-030
JWH-031
JWH-032
JWH-033
JWH-036
JWH-044
JWH-045
JWH-145
JWH-146
JWH-147
JWH-150
JWH-156
JWH-243
JWH-244
JWH-245
JWH-246
JWH-292
JWH-293
JWH-307
JWH-308
JWH-309
JWH-346
JWH-347
JWH-348
JWH-363
JWH-364
JWH-365
JWH-366
JWH-367
JWH-368
JWH-369
JWH-370
JWH-371
JWH-372
JWH-373
Naphthylmethylindenes Naphthylmethylindoles
JWH-175
JWH-184
JWH-185
JWH-192
JWH-194
JWH-195
JWH-196
JWH-197
JWH-199
Phenylacetylindoles Pyrazolecarboxamides Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles Others
Allosteric CBR Tooltip Cannabinoid receptor ligandsEndocannabinoid enhancers (inactivation inhibitors) Anticannabinoids (antagonists/inverse agonists/antibodies)