4-Nitrophenyl 4-(3-phenoxybenzyl)-1-piperazinecarboxylate
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Grundinformationen
- CAS
1210004-12-8- Standard-SMILES
O=C(Oc1ccc([N+](=O)[O-])cc1)N1CCN(Cc2cccc(Oc3ccccc3)c2)CC1- InChIKey
QNYRAEKLMNDRFY-UHFFFAOYSA-N- Summenformel
- C24H23N3O5
- Durchschnittliche Molmasse
- 433,464 g/mol
- Monoisotopische Masse
- 433,16377084
Namen und Bezeichner
- Bevorzugter Name
- 4-Nitrophenyl 4-(3-phenoxybenzyl)-1-piperazinecarboxylate
- Englischer Name
- JZL 195
- Summenformel
- C24H23N3O5
- Molmasse
- 433.46
Namen und Synonyme
CS-1586JZL 195JZL195 ，S6609JZL195, 10 mM in DMSOJZL-195JZL 195JZL195JZL 195 hydrochloride, FAAH/MAGL inhibitor4-nitrophenyl 4-(3-phenoxybenzyl)piperazine-1-carboxylate4-Nitrophenyl 4-[(3-phenoxyphenyl)methyl]-1-piperazinecarboxylate4-[(3-Phenoxyphenyl)methyl]-1-piperazinecarboxylic acid 4-nitrophenyl ester1-Piperazinecarboxylic acid, 4-[(3-phenoxyphenyl)methyl]-, 4-nitrophenyl ester
Datenbank-Bezeichner
- CAS
1210004-12-8- PubChem CID
- 46232606
- DTXSID
DTXSID401029877- ChEMBL
CHEMBL606201- UNII
- TP6P2HKJ54
- EC Number
- 802-321-9
- Nikkaji
- J2.792.007A
Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 581.8 · 581.8±50.0 °C(Predicted)
- Dichte
- 1.303 · 1.303±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- Löslichkeit
- 5 mg/mL · DMSO: ≥5mg/mL at warmed
- Aggregatzustand
- powder
- pka
- 6.13 · 6.13±0.10(Predicted)
- Farbe
- white to beige
- 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
- SMILES
- [O-][N+](=O)c1ccc(OC(=O)N2CCN(CC2)Cc3cccc(Oc4ccccc4)c3)cc1
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 3077 9 / PGIII
- risk_code
- 50
- hazard_code
- N
- safety_code
- 61
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
BeschreibungFatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL) mediate the hydrolysis of the endocannabinoids arachidonoyl ethanolamide (AEA) and 2-arachidonoylglycerol (2-AG), respectively. JZL 195 is a potent inhibitor of both FAAH and MAGL (IC50s = 2 and 4 nM, respectively). It poorly inhibits neuropathy target esterase and ABHD6 and does not inhibit other brain serine hydrolases. JZL 195 displays time-dependent inhibition of FAAH and MAGL in vivo, consistent with a covalent mechanism of activation. The in vivo inhibitory actions of JZL 195 against FAAH and MAGL are comparable to those of the selective inhibitors PF-3845 and JZL 184 , respectively. Through its inhibitory actions, JZL 195 simultaneously augments brain levels of AEA and 2-AG, producing antinociceptive, cataleptic, and hypomotility effects like those produced by direct CB1 agonists.
VerwendenJZL195 is a selective and efficacious dual FAAH/MAGL inhibitor with IC50 of 13 nM and 19 nM for mouse brain FAAH and MAGL respectively.
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