1346169-63-8

1346169-63-8 structure

Name: SA 57
Chemical Name: 2-(Methylamino)-2-oxoethyl 4-[2-(4-chlorophenyl)ethyl]-1-piperidinecarboxylate
CAS Number: 1346169-63-8
Molecular Formula: C₁₇H₂₃ClN₂O₃
Molecular Weight: 338.829
Catalog: Signaling Pathways Metabolic Enzyme/Protease FAAH
Create Date: 2018-07-10 23:07:23
Modify Date: 2024-01-22 11:01:07
SA57 is a potent, selective FAAH inhibitor with IC50s of 3.2 nM and 1.9 nM for mouse and human FAAH. SA57 also inhibits the 2-arachidonoylglycerol hydrolases MAGL (IC50s of 410 nM and 1.4 μM for mouse and human MAGL) and mouse α/β-hydrolase domain-containing protein 6 (mABHD6; IC50 of 850 nM), but not other brain serine hydrolases[1][2].

Name	2-(Methylamino)-2-oxoethyl 4-[2-(4-chlorophenyl)ethyl]-1-piperidinecarboxylate
Synonyms	2-(Methylamino)-2-oxoethyl 4-[2-(4-chlorophenyl)ethyl]-1-piperidinecarboxylate 1-Piperidinecarboxylic acid, 4-[2-(4-chlorophenyl)ethyl]-, 2-(methylamino)-2-oxoethyl ester

Description	SA57 is a potent, selective FAAH inhibitor with IC50s of 3.2 nM and 1.9 nM for mouse and human FAAH. SA57 also inhibits the 2-arachidonoylglycerol hydrolases MAGL (IC50s of 410 nM and 1.4 μM for mouse and human MAGL) and mouse α/β-hydrolase domain-containing protein 6 (mABHD6; IC50 of 850 nM), but not other brain serine hydrolases[1][2].
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> MAGL Signaling Pathways >> Metabolic Enzyme/Protease >> FAAH Research Areas >> Neurological Disease Signaling Pathways >> Neuronal Signaling >> FAAH
Target	IC50: 3.2 nM (Mouse FAAH) and 1.9 nM (Human FAAH); 410 nM (Mouse MAGL) and 1.4 μM (Human MAGL); 850 nM (Mouse ABHD6)[1]
In Vitro	O-Aryl carbamate and N-aryl urea inhibitors have been shown to irreversibly inhibit FAAH by carbamylation of the enzyme’s serine nucleophile. SA57 exhibits clear time-dependent inhibition of FAAH and MAGL, suggesting a covalent mechanism of inactivation, presumably through carbamylation of the active site serine nucleophiles of these enzymes[1].
In Vivo	SA57 (0.01-12.5 mg/kg; intraperitoneal injection; for 2 hours; C57Bl/6 mice) treatment shows distinct dose-responsive activity against brain serine hydrolases (FAAH, MAGL and ABHD6) in vivo[1]. Animal Model: C57Bl/6 mice[1] Dosage: 0.01 mg/kg, 0.05 mg/kg, 0.25 mg/kg, 1.25 mg/kg, 6.25 mg/kg, 12.5 mg/kg Administration: Intraperitoneal injection; for 2 hours Result: Showed distinct dose-responsive activity against brain serine hydrolases. Inhibited FAAH, MAGL and ABHD6 in vivo.
References	[1]. Niphakis MJ, et al. O-hydroxyacetamide carbamates as a highly potent and selective class of endocannabinoid hydrolase inhibitors. ACS Chem Neurosci. 2012 May 16;3(5):418-26. [2]. Owens RA, et al. Discriminative Stimulus Properties of the Endocannabinoid Catabolic Enzyme Inhibitor SA-57 in Mice. J Pharmacol Exp Ther. 2016 Aug;358(2):306-14.

Density	1.2±0.1 g/cm3
Boiling Point	512.1±30.0 °C at 760 mmHg
Molecular Formula	C₁₇H₂₃ClN₂O₃
Molecular Weight	338.829
Flash Point	263.5±24.6 °C
Exact Mass	338.139709
LogP	2.71
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.540

Hazard Codes	Xi

1346169-63-8	1192772-64-7
913829-90-0	1040274-12-1
940880-69-3	1192772-66-9
792236-07-8	1919884-11-9
96687-77-3	913829-88-6
2248292-70-6	1158522-08-7
940364-43-2	134104-43-1
131615-57-1	6906-52-1
930439-75-1	1018584-77-4
1375289-11-4	849349-65-1