N-Pentanoyl 2-benzyltryptamine 

N-Pentanoyl 2-benzyltryptamine is a potent and selective antagonist of MT₂ melatonin receptor, with a pK_i of 8.03 for human MT₂. N-Pentanoyl 2-benzyltryptamine shows 89- and 229-fold selectivity for human MT₂ over human mt₁ and Xenopus mel_1c receptor subtypes. N-Pentanoyl 2-benzyltryptamine can inhibit melatonin-induced enhancement of electrically-evoked responses^[1][2].

N-Pentanoyl 2-benzyltryptamine (compound 9) (0.1-100 μM; 2 h) antagonizes pigment aggregation induced by melatonin (10 nM) in Xenopus laevis melanophores^[1].
N-Pentanoyl 2-benzyltryptamine has no agonist activity at concentrations up to 100 μM^[1].
N-Pentanoyl 2-benzyltryptamine (60 nM) significantly alteres the potency of melatonin in the rat tail artery at low concentrations of the MT2 selective ligands, with a pEC₅₀ of 8.83^[2].
N-Pentanoyl 2-benzyltryptamine (5 μM) causes a significant rightward displacement of the vasoconstrictor effect of melatonin at concentrations non-selective for mt1 and MT₂ receptors^[2].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

334.45

C₂₂H₂₆N₂O

220339-00-4

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Teh MT, et, al. Comparison of the structure-activity relationships of melatonin receptor agonists and antagonists: lengthening the N-acyl side-chain has differing effects on potency on Xenopus melanophores. Naunyn Schmiedebergs Arch Pharmacol. 1998 Nov;358(5):522-8.  [Content Brief]

  [2]. Ting KN, et, al. Molecular and pharmacological evidence for MT1 melatonin receptor subtype in the tail artery of juvenile Wistar rats. Br J Pharmacol. 1999 Jun;127(4):987-95.  [Content Brief]