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{{Chembox |
{{Chembox |
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| ImageFile = |
| ImageFile = JZL-195 Structure.svg |
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| ImageSize = |
| ImageSize = |
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| PIN = 4-Nitrophenyl 4-[(3-phenoxyphenyl)methyl]piperazine-1-carboxylate |
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| OtherNames = |
| OtherNames = |
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|Section1={{Chembox Identifiers |
|Section1={{Chembox Identifiers |
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| CASNo = 1210004-12-8 |
| CASNo = 1210004-12-8 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = TP6P2HKJ54 |
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| PubChem = 46232606 |
| PubChem = 46232606 |
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| ChemSpiderID = 24655100 |
| ChemSpiderID = 24655100 |
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| ChEMBL = 606201 |
| ChEMBL = 606201 |
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| SMILES = c1ccc(cc1)Oc2cccc(c2)CN3CCN(CC3)C(=O)Oc4ccc(cc4)[N+](=O)[O-] |
| SMILES = c1ccc(cc1)Oc2cccc(c2)CN3CCN(CC3)C(=O)Oc4ccc(cc4)[N+](=O)[O-] |
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| InChI = 1/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 |
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| InChIKey = QNYRAEKLMNDRFY-UHFFFAOYAU |
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| StdInChI = 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 |
| StdInChI = 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 |
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| StdInChIKey = QNYRAEKLMNDRFY-UHFFFAOYSA-N |
| StdInChIKey = QNYRAEKLMNDRFY-UHFFFAOYSA-N |
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}} |
}} |
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|Section2={{Chembox Properties |
|Section2={{Chembox Properties |
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| C=24 | H=23 | N=3 | O=5 |
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| Formula = C<sub>24</sub>H<sub>23</sub>N<sub>3</sub>O<sub>5</sub> |
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| MolarMass = 433.457 |
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| Appearance = |
| Appearance = |
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| Density = |
| Density = |
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'''JZL195''' is a potent inhibitor of both [[fatty acid amide hydrolase]] (FAAH) and [[monoacylglycerol lipase]] (MAGL), the primary [[enzyme]]s responsible for degrading the [[endocannabinoid]]s [[anandamide]] (AEA) and [[2-arachidonoylglycerol]] (2-AG), respectively.<ref>{{cite journal | vauthors = Long JZ, Nomura DK, Vann RE, Walentiny DM, Booker L, Jin X, Burston JJ, Sim-Selley LJ, Lichtman AH, Wiley JL, Cravatt BF | title = Dual blockade of FAAH and MAGL identifies behavioral processes regulated by endocannabinoid crosstalk in vivo | journal = Proceedings of the National Academy of Sciences of the United States of America | volume = 106 | issue = 48 | pages = 20270–5 | date = December 2009 | pmid = 19918051 | pmc = 2787168 | doi = 10.1073/pnas.0909411106 }}</ref> |
'''JZL195''' is a potent inhibitor of both [[fatty acid amide hydrolase]] (FAAH) and [[monoacylglycerol lipase]] (MAGL), the primary [[enzyme]]s responsible for degrading the [[endocannabinoid]]s [[anandamide]] (AEA) and [[2-arachidonoylglycerol]] (2-AG), respectively.<ref>{{cite journal | vauthors = Long JZ, Nomura DK, Vann RE, Walentiny DM, Booker L, Jin X, Burston JJ, Sim-Selley LJ, Lichtman AH, Wiley JL, Cravatt BF | title = Dual blockade of FAAH and MAGL identifies behavioral processes regulated by endocannabinoid crosstalk in vivo | journal = Proceedings of the National Academy of Sciences of the United States of America | volume = 106 | issue = 48 | pages = 20270–5 | date = December 2009 | pmid = 19918051 | pmc = 2787168 | doi = 10.1073/pnas.0909411106 | bibcode = 2009PNAS..10620270L | doi-access = free }}</ref> |
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== See also == |
== See also == |
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[[Category:Carbamates]] |
[[Category:Carbamates]] |
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[[Category:Piperazines]] |
[[Category:Piperazines]] |
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[[Category: |
[[Category:Nitrobenzene derivatives]] |
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[[Category:Cannabinoids]] |
[[Category:Cannabinoids]] |
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Latest revision as of 19:02, 30 January 2024
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| Names | |
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| Preferred IUPAC name
4-Nitrophenyl 4-[(3-phenoxyphenyl)methyl]piperazine-1-carboxylate | |
| Identifiers | |
3D model (JSmol)
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| ChEMBL | |
| ChemSpider | |
PubChem CID
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| UNII | |
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| Properties | |
| C24H23N3O5 | |
| 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).
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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[edit]
References[edit]
- ^ 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.