JZL 184
Synonym(s):4-Nitrophenyl-4-(dibenzo[d][1,3]dioxol-5-yl(hydroxy)methyl)piperidine-1-carboxylate, Monoacylglycerol Lipase Inhibitor III, JZL184;MAGL Inhibitor III, JZL184 - CAS 1101854-58-3 - Calbiochem
- CAS NO.:1101854-58-3
- Empirical Formula: C27H24N2O9
- Molecular Weight: 520.49
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is JZL 184?
Description
Endocannabinoids such as 2-
The Uses of JZL 184
JZL 184 hydrate has been used as an inhibitor of monoacylglycerol lipase to study its effect on human osteoblast differentiation and proliferation and postsynaptic neurons.
The Uses of JZL 184
JZL184 is a strong and selective inhibitor of Monoglyceride Lipase.
What are the applications of Application
JZL 184 is an irreversible inhibitor of Monoglyceride Lipase (monoacylglycerol lipase, MAGL)
What are the applications of Application
JZL184 is a strong and selective inhibitor of Monoglyceride Lipase
Definition
ChEBI: 4-[bis(1,3-benzodioxol-5-yl)-hydroxymethyl]-1-piperidinecarboxylic acid (4-nitrophenyl) ester is a member of benzodioxoles.
Biochem/physiol Actions
JZL184 selectively inhibits MAGL, the enzyme predominantly responsible for the degradation of the endocannabinoid 2-arachidonoylglycerol (2-AG). Anandamide and 2-AG are the two endogenous endocannabinoids that activate the cannabinoid receptors CB1 and CB2. Anandamide is predominantly metabolized by fatty acid amide hydrolase (FAAH), whereas monoacylglycerol lipase (MAGL) is thought to be the enzyme primarily responsible for the degradation of 2-AG. It is difficult to separate the activities of the two because most currently available inhibitors of MAGL are not selective, and also inhibit FAAH or other enzymes. JZL 184 is the first selective inhibitor of MAGL with nanomolar portency and over 200-fold selectivity for MAGL vs FAAH. When administered to mice, JZL184 increased levels of 2-arachidonoylglycerol in the brain by about 8-fold, with no effect on levels of anandamide.
storage
Store at -20°C
References
1) Long et al. (2009), Selective blockade of 2-arachidonoylglycerol hydrolysis produces cannabinoid behavioral effects; Nat. Chem. Biol.,5 37 2) Pan et al. (2009), Blockade of 2-arachidonoylglycerol hydrolysis by selective monoacylglycerol lipase inhibitor 4-nitrophenyl 4-(dibenzo[d][1,3]dioxol-5-yl(hydroxyl)methyl)piperidine-1-carboxylate (JZL 184) enhances retrograde endocannabinoid signaling; J. Pharmacol. Exp. Ther., 331 591 3) Kinsey et al. (2009), Blockade of endocannabinoid-degrading enzymes attenuates neuropathic pain; J. Pharmacol. Exp. Ther., 330 902
Properties of JZL 184
Melting point: | 116-120°C |
Boiling point: | 706.4±60.0 °C(Predicted) |
Density | 1.467±0.06 g/cm3(Predicted) |
storage temp. | 2-8°C |
solubility | Soluble in DMSO (up to 25 mg/ml). |
form | White to off-white solid |
pka | 13.32±0.29(Predicted) |
color | light yellow to yellow-green |
Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months |
CAS DataBase Reference | 1101854-58-3 |
Safety information for JZL 184
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H301:Acute toxicity,oral |
Precautionary Statement Codes |
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
Computed Descriptors for JZL 184
New Products
4-Fluorophenylacetic acid 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate (6-METHYL-[1,3]DITHIOLO[4,5-b]QUINOXALIN-2-ONE INDAZOLE-3-CARBOXYLIC ACID 4-IODO BENZOIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5,6-Dimethoxyindanone 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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