TAK 375

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Cat.No. 6777 - TAK 375 | C16H21NO2 | CAS No. 196597-26-9
Description: Very high affinity and selective melatonin receptor agonist
Alternative Names: Ramelteon
Chemical Name: N-[2-[(8S)-1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl]propanamide
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

Very high affinity and selective melatonin agonist (Ki values are 14 and 112 pM for human MT1 and MT2, respectively). Selective for human MT1 and MT2 over hamster MT3 and a range of other targets including benzodiazepine, opiate and dopamine receptors, ion channels and transporters. Accelerates return to normal circadian rhythm in rats after phase shift, without affecting learning and memory. Also reduces infarct size in rat heart in vitro post ischemia-reperfusion.

Technical Data

M. Wt 259.34
Formula C16H21NO2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 196597-26-9
PubChem ID 208902
InChI Key YLXDSYKOBKBWJQ-LBPRGKRZSA-N
Smiles CCC(NCC[C@@H]1CCC2=C1C3=C(C=C2)OCC3)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 25.93 100
ethanol 25.93 100

Preparing Stock Solutions

The following data is based on the product molecular weight 259.34. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.86 mL 19.28 mL 38.56 mL
5 mM 0.77 mL 3.86 mL 7.71 mL
10 mM 0.39 mL 1.93 mL 3.86 mL
50 mM 0.08 mL 0.39 mL 0.77 mL

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References

References are publications that support the biological activity of the product.

Stroethoff et al (2018) Melatonin receptor agonist ramelteon reduces ischemia-reperfusion injury through activation of mitochondrial potassium channels. J.Cardiovasc.Pharmacol. 72 106 PMID: 29787401

Hirai et al (2005) Ramelteon (TAK-375) accelerates reentrainment of circadian rhythm after a phase advance of the light-dark cycle in rats J.Biol.Rhythms. 20 27 PMID: 15654068

Kato et al (2005) Neurochemical properties of ramelteon (TAK-375), a selective MT1/MT2 receptor agonist. Neuropharmacology. 48 301 PMID: 15695169


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