- JZL 184
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- $34.00
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2026-07-14
- CAS:1101854-58-3
- Purity: 99.26%
- Supply Ability: 10g
- JZL 184
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- $1.00
-
2019-12-24
- CAS:1101854-58-3
- Min. Order: 1g
- Purity: 99.99%
- Supply Ability: 200kg
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| | JZL 184 Basic information |
| Product Name: | JZL 184 | | Synonyms: | JZL 184 JZL184 JZL-184;JZL 184;4-Nitrophenyl 4-[bis(1,3-benzodioxol-5-yl)(hydroxy)Methyl]-1-piperidinecarboxylate;4-[Bis(1,3-benzodioxol-5-yl)hydroxymethyl]-1-piperidinecarboxylic acid 4-nitrophenyl ester;1-Piperidinecarboxylic acid, 4-[bis(1,3-benzodioxol-5-yl)hydroxymethyl]-, 4-nitrophenyl ester;4-[Bis(1,3-benzodioxol-5-yl)hydroxymethyl]-1-piperidinecarboxylic acid 4-nitrophenyl ester JZL 184;MAGL Inhibitor III, JZL184 - CAS 1101854-58-3 - Calbiochem;JZL-184; JZL 184 | | CAS: | 1101854-58-3 | | MF: | C27H24N2O9 | | MW: | 520.49 | | EINECS: | | | Product Categories: | Inhibitors | | Mol File: | 1101854-58-3.mol |  |
| | JZL 184 Chemical Properties |
| 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 | | InChIKey | SEGYOKHGGFKMCX-UHFFFAOYSA-N | | SMILES | N1(C(OC2=CC=C([N+]([O-])=O)C=C2)=O)CCC(C(C2=CC=C3OCOC3=C2)(C2=CC=C3OCOC3=C2)O)CC1 | | CAS DataBase Reference | 1101854-58-3 |
| RIDADR | UN 2811 6.1 / PGIII | | WGK Germany | WGK 3 | | HS Code | 29349990 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | JZL 184 Usage And Synthesis |
| Description | Endocannabinoids such as 2-arachidonoyl glycerol (2-AG) and arachidonoyl ethanolamide (AEA) are biologically active lipids that are involved in a number of synaptic processes including activation of cannabinoid receptors. Monoacylglycerol lipase (MAGL) is a serine hydrolase responsible for the hydrolysis of 2-AG to arachidonic acid and glycerol, thus terminating its biological function. JZL 184 is a potent and selective inhibitor of monoacylglycerol lipase (MAGL) that displays IC50 values of 8 nM and 4 μM for inhibition of MAGL and fatty acid amide hydrolase in mouse brain membranes, respectively. When administered to mice at 16 mg/kg, intraperitoneally, JZL 184 reduces MAGL activity by 85%, elevates brain 2-AG levels by 8-fold, and elicits analgesic activity in a variety of pain assays that qualitatively mimics direct central cannabinoid (CB1) agonists. | | Uses | 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. | | Uses | 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] JONATHAN Z LONG. Selective blockade of 2-arachidonoylglycerol hydrolysis produces cannabinoid behavioral effects[J]. Nature chemical biology, 2008, 5 1: 37-44. DOI:10.1038/nchembio.129
[2] BIN PAN. Blockade of 2-arachidonoylglycerol hydrolysis by selective monoacylglycerol lipase inhibitor 4-nitrophenyl 4-(dibenzo[d][1,3]dioxol-5-yl(hydroxy)methyl)piperidine-1-carboxylate (JZL184) Enhances retrograde endocannabinoid signaling.[J]. ACS Applied Electronic Materials, 2009: 591-597. DOI:10.1124/jpet.109.158162
[3] S G KINSEY. Blockade of endocannabinoid-degrading enzymes attenuates neuropathic pain.[J]. Journal of Pharmacology and Experimental Therapeutics, 2009, 330 3: 902-910. DOI:10.1124/jpet.109.155465 |
| | JZL 184 Preparation Products And Raw materials |
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