ZLN024 hydrochloride - ≥98% , CAS No.1883548-91-1

CAS: 1883548-91-1 Cat. No.: Z649446 Peso molecular: 361.69 PubChem CID: 91654626

GRADE & PURITY ≥98%

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Descripción general

ZLN024 hydrochloride is an AMPK allosteric activator. ZLN024 directly activates recombinant AMPK α1β1γ1 , AMPK α2β1γ1 , AMPK α1β2γ1 and AMPK α2β2γ1 heterotrimer with EC 50 s of 0.42 µM, 0.95 µM, 1.1 µM and 0.13 µM, respectively.

In Vitro

ZLN024 allosterically stimulates active AMPK heterotrimers and the inactive α1 subunit truncations α1 (1-394) and α1 (1-335) but not α1 (1-312). AMPK activation by ZLN024 requires the pre-phosphorylation of Thr-172 by at least one upstream kinase and protects AMPK Thr-172 against dephosphorylation by PP2Cα. ZLN024 activates AMPK in L6 myotubes and stimulates glucose uptake and fatty acid oxidation without increasing the ADP/ATP ratio. Using the established scintillation proximity assay (SPA) assay, random screening against the AMPK α1β1γ1 heterotrimer is performed and a new AMPK activator, ZLN024 is found. ZLN024 directly activates recombinant AMPK α1β1γ1 and its homologue α2β1γ1 in a concentration-dependent manner. ZLN024 increases the activity of α1β1γ1 by 1.5-fold and has an EC 50 of 0.42 µM, and it increases the activity of α2β1γ1 by 1.7-fold with an EC 50 of 0.95 µM. ZLN024 also directly activates recombinant AMPK α1β2γ1, by 1.7-fold with an EC 50 of 1.1 µM; and AMPK α2β2γ1, by 1.6-fold with an EC 50 of 0.13 µM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

C57BKS db/db mice are administered a 15 mg/kg/day dose of ZLN024 by daily gavage for 5 weeks; 250 mg/kg/day Metformin (Met) is used as a positive control. During the treatment period, there is no significant alteration in food intake and body weight compared with the vehicle group. After 4 weeks of treatment, ZLN024 improves glucose tolerance. ZLN024 reduces the fasting blood glucose by 15%. Liver tissue weight, triacylglycerol and the total cholesterol content are decreased . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:AMPK α2β2γ1 0.13 μM (EC 50 ) AMPK α1β1γ1 0.42 μM (EC 50 ) AMPK α2β1γ1 0.95 μM (EC 50 )

Specifications

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

ZLN024 hydrochloride is an AMPK allosteric activator. ZLN024 directly activates recombinant AMPK α1β1γ1 , AMPK α2β1γ1 , AMPK α1β2γ1 and AMPK α2β2γ1 heterotrimer with EC 50 s of 0.42 µM, 0.95 µM, 1.1 µM and 0.13 µM, respectively.

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Desiccated

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CC1=CC(=C(C=C1)OCCSC2=NC=CC=N2)Br.Cl
• IUPAC Name: 2-[2-(2-bromo-4-methylphenoxy)ethylsulfanyl]pyrimidine;hydrochloride
• InChIKey: MMQCYIMDROWWFE-UHFFFAOYSA-N
• INCHI: 1S/C13H13BrN2OS.ClH/c1-10-3-4-12(11(14)9-10)17-7-8-18-13-15-5-2-6-16-13;/h2-6,9H,7-8H2,1H3;1H
• Isómeros SMILES: CC1=CC(=C(C=C1)OCCSC2=NC=CC=N2)Br.Cl
• PubChem CID: 91654626
• Peso molecular: 361.69

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Phenol ethers

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Phenol ethers
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenol ethers
• Alternative Parents: Phenoxy compounds Toluenes Bromobenzenes Alkylarylthioethers Alkyl aryl ethers Pyrimidines and pyrimidine derivatives Aryl bromides Heteroaromatic compounds Sulfenyl compounds Azacyclic compounds Organonitrogen compounds Organobromides Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenoxy compound - Aryl thioether - Phenol ether - Alkyl aryl ether - Bromobenzene - Halobenzene - Toluene - Alkylarylthioether - Aryl bromide - Aryl halide - Monocyclic benzene moiety - Pyrimidine - Heteroaromatic compound - Thioether - Ether - Azacycle - Sulfenyl compound - Organoheterocyclic compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organobromide - Organohalogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Hydrochloride - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: DMSO : ≥ 46 mg/mL (127.18 mM) H2O : <0.1 mg/mL (insoluble)
• Peso molecular: 361.690 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 359.97 Da
• Monoisotopic Mass: 359.97 Da
• Topological Polar Surface Area: 60.300 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 239.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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