Ramelteon-d5

Ramelteon-d5 is intended for use as an internal standard for the quantification of ramelteon (Cay-20389) by GC- or LC-MS. Ramelteon is a melatonin (MT) receptor agonist (Kis = 14, 112, and 23.1 pM for human MT1, human MT2, and chick forebrain receptors, respectively). It is selective for MT1 and MT2 over MT3 receptors (Ki = 2.65 µM for hamster brain MT3 receptors) as well as a panel of benzodiazepine, dopamine, and opiate receptors, ion channels, transporters, and enzymes when used at a concentration of 10 µM. Ramelteon stimulates cAMP production in CHO cells expressing human MT1 and MT2 receptors (IC50s = 21.2 and 53.4 pM, respectively). In vivo, ramelteon (0.03 and 0.3 mg/kg, p.o.) shortens latency to sleep onset and increases duration of sleep in free-moving crab-eating macaques. It also accelerates reentrainment of circadian rhythm in rats, shifting running wheel activity back to the dark period 2.4 and 3 days more quickly than vehicle-treated animals following an eight-hour phase shift in the light-dark cycle when administered at 0.1 and 1 mg/kg, respectively, with no effect on learning and memory in the Morris water maze and delayed match-to-position tasks.Formal Name: N-(2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl)propanamide-d5. CAS Number: 2699607-24-2. Molecular Formula: C16H16D5NO2. Formula Weight: 264.4. Purity: >99% deuterated forms (d1-d5). Formulation: (Request formulation change), A solid. Solubility: Methanol: Soluble. SMILES: O=C(C([2H])([2H])C([2H])([2H])[2H])NCCC(CC1)C2=C1C=CC3=C2CCO3. InChi Code: InChI=1S/C16H21NO2/c1-2-15(18)17-9-7-12-4-3-11-5-6-14-13(16(11)12)8-10-19-14/h5-6,12H,2-4,7-10H2,1H3,(H,17,18)/i1D3,2D2. InChi Key: YLXDSYKOBKBWJQ-ZBJDZAJPSA-N.