Ramelteon - Moligand™, 10mM in DMSO , Melatonin receptor agonist, CAS No.196597-26-9, Melatonin receptor agonist

CAS: 196597-26-9 Cat. No.: R408222 Formula: C₁₆H₂₁NO₂ Molecular Weight: 259.34 EC Number: 688-929-3 PubChem CID: 208902

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

TAK-375 | (S)-N-[2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]propionamide

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Ramelteon Ramelteon (TAK-375) is a novel melatonin receptor agonist for human MT1 and MT2 receptors and chick forebrain melatonin receptors with K i of 14 pM, 112 pM and 23.1 pM, respectively.
In vitro

Ramelteon inhibits forskolin-stimulated cAMP production with IC50 of 21.2 pM in CHO cells. Ramelteon has high affinity with recombinant human MT1 and MT2 receptors with pKi of 10.05 and 9.70, respectively. Ramelteon inhibits Xenopus laevis melanophore pigment granule aggregation with pEC50 of 11.48. Ramelteon (1 nM) increases ERK1/2 phosphorylation not only in MT1/MT2 cerebellar granule cells but also in cerebellar granule cells expressing only one of the two melatonin receptors. 4P-PDOT blocks the stimulatory action of Ramelteon (1 nM) in MT1 KO cerebellar granule cells, while luzindole attenuates the action of Ramelteon (1 nM) in MT2 KO cerebellar granule cells. Ramelteon (100 μM) induces any pigment dispersion while melatonin completely disperses aggregated melanophores at 10 μM.

In vivo

Ramelteon (10 mg/kg, i/p) significantly reduces NREM sleep latency in rat and also produces a short-lasting increase in nonrapid eye movement (NREM) sleep duration, but the NREM power spectrum is unaltered. Ramelteon (0.1 mg/kg and 1 mg/kg, p.o.) accelerates reentrainment of running wheel activity rhythm to the new lightdark cycle in rats without affecting learning or memory. Ramelteon (0.03 mg/kg and 0.3 mg/kg, p.o.) significantly shortens latency to sleep onset and significantly increases total duration of sleep in freely moving monkeys without affecting the general behavior of the monkeys.
Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Synonyms

TAK-375 | (S)-N-[2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]propionamide

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Ramelteon (TAK-375) is a novel melatonin receptor agonist for human MT1 and MT2 receptors and chick forebrain melatonin receptors with K_i of 14 pM, 112 pM and 23.1 pM, respectively.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Melatonin receptor agonist

Product Properties

• ALogP: 2.7

Names and Identifiers

• Isomeric SMILES: CCC(=O)NCC[C@@H]1CCC2=C1C3=C(C=C2)OCC3
• WGK Germany: 2
• PubChem CID: 208902
• Molecular Weight: 259.34

Associated Targets(Human)

MTNR1A Tclin Melatonin receptor type 1A (3 Activities)

Discover Target: MTNR1A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MTNR1B Tclin Melatonin receptor type 1B (3 Activities)

Discover Target: MTNR1B

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Specific Rotation[α]: -57° (C=1,CHCl3)
• Flash Point(°F): 35.6 °F
• Flash Point(°C): 35.6°F
• Melt Point(°C): 116 °C

References

1. Wang Guijie, Tian Fang, Li Yu, Liu Yang, Liu Chunfeng.  (2021)  Ramelteon Mitigates Free Fatty Acid (FFA)–Induced Attachment of Monocytes to Brain Vascular Endothelial Cells.  NEUROTOXICITY RESEARCH,  39  (6): (1937-1945).  [PMID:34792763] [10.1007/s12640-021-00422-1]