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G Protein-Coupled Receptor Ligands

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ML 00253764 hydrochloride

AOB2853

CAS 1706524-94-8

Chemical Name: 2-[2-[2-(5-Bromo-2-methoxyphenyl)ethyl]-3-fluorophenyl]-4,5-dihydro-2-1H-imidazole hydrochloride

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Quantity Discount Table - Order More To Get More Price Discount

QuantitymgUnit Price ($/mg or $/Unit)Final Price
1100 $9.45 Total: $945.00
150 $10.92 Total: $546.00
125 $12.81 Total: $320.25
110 $15.12 Total: $151.20
15 $17.85 Total: $89.25

Data sheet

Molecular FormulaC18H18BrFN2O.HCl
Molecular Weight413.71
CAS Numbers681847-92-7 (Free Base); 1706524-94-8
Storage Condition0°C (short term), -20°C (long term), desiccated
Solubility10 mM in water and to 100 mM in DMSO
Purity98% by HPLC
IUPAC/Chemical Name2-[2-[2-(5-bromo-2-methoxyphenyl)ethyl]-3-fluorophenyl]-4,5-dihydro-1H-imidazole, monohydrochloride
InChl KeyKZUMGPQDDCBFBF-UHFFFAOYSA-N
InChl CodeInChI=1S/C18H18BrFN2O.ClH/c1-23-17-8-6-13(19)11-12(17)5-7-14-15(3-2-4-16(14)20)18-21-9-10-22-18;/h2-4,6,8,11H,5,7,9-10H2,1H3,(H,21,22);1H
SMILES CodeBrC1=CC=C(OC)C(CCC2=C(F)C=CC=C2C3=NCCN3)=C1.Cl
References1) Vos, T.J., Caracoti, A., Che, J.L., et al. Identification of 2-{2-[2-(5-bromo-2methoxyphenyl)-ethyl]-3-fluorophenyl}-4,5-dihydro-1H-imidazole (ML00253764), a small molecule melanocortin 4 receptor antagonist that effectively reduces tumor-induced weight loss in a mouse model. J. Med. Chem. 47(7), 1602-1604 (2004).

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Non-peptide, melanocortin MC4 receptor antagonist (IC50 values are 0.32, 0.81 and 2.12 μM for MC4, MC3 and MC5 receptors respectively). Decreases cAMP accumulation in HEK-293 cells expressing the MC4 receptor. Increases food intake and reduces loss of lean body mass in tumor bearing mice. Brain penetrant. 

References

Vos et al (2004) Identification of 2-[2-[2-(5-bromo-2- methoxyphenyl)-ethyl]-3-fluorophenyl]-4,5-dihydro-1H-imidazole (ML00253764), a small molecule melanocortin 4 receptor antagonist that effectively reduces tumor-induced weight loss in a mouse model. J.Med.Chem. 47 1602. PMID: 15027849.

Tucci et al (2005) Potent and orally active non-peptide antagonists of the human melanocortin-4 receptor based on a series of trans-2-disubstituted cyclohexylpiperazines. Bioorg.Med.Chem.Lett. 15 4389. PMID: 16098742.

Nicholson et al (2006) Peripheral administration of a melanocortin 4-receptor inverse agonist prevents loss of lean body mass in tumor-bearing mice. J.Pharmacol.Exp.Ther. 317 771. PMID: 16436498.

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