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Ramelteon-d5

CAT: 0804-HY-A0014S-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-A0014S-01Size:1 mg
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Description
Ramelteon-d5 is deuterium labeled Ramelteon. Ramelteon is a potent, highly selective, and orally active agonist of MT1/MT2 with Ki values of 14 and 112 pM, respectively. Ramelteon has the potential for the research of insomnia. Ramelteon consistently reduces sleep onset after long-term treatment, with no next-morning residual effects or rebound insomnia or withdrawal symptoms upon discontinuation[1][2].
CAS Number
1134159-63-9
Product Name Alternative
TAK-375-d5
UNSPSC
12352005
Target
Isotope-Labeled Compounds; Melatonin Receptor
Type
Isotope-Labeled Compounds
Related Pathways
GPCR/G Protein; Neuronal Signaling; Others
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Neurological Disease; Endocrinology; Cancer
Solubility
10 mM in DMSO
Smiles
[2H]C([2H])([2H])C([2H])([2H])C(NCC[C@H]1C2=C(CC1)C=CC3=C2CCO3)=O
Molecular Formula
C16H16D5NO2
Molecular Weight
264.37
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216.|[2]Hirai K, et al. Ramelteon (TAK-375) accelerates reentrainment of circadian rhythm after a phase advance of the light-dark cycle in rats. J Biol Rhythms. 2005;20 (1) :27-37.|[3]Kato K, et al. Neurochemical properties of ramelteon (TAK-375), a selective MT1/MT2 receptor agonist. Neuropharmacology. 2005;48 (2) :301-310.|[4]Mayer G, et al. Efficacy and safety of 6-month nightly ramelteon administration in adults with chronic primary insomnia. Sleep. 2009;32 (3) :351-360. |[5]Miyamoto M, et al. The sleep-promoting action of ramelteon (TAK-375) in freely moving cats. Sleep. 2004;27 (7) :1319-1325.
Shipping Conditions
Room temperature
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported
Isoform
MT1; MT2

Chemical Information

Ramelteon-d5
CAS Number1134159-63-9
PubChem CID25231404
IUPAC Name2,2,3,3,3-pentadeuterio-N-[2-[(8S)-2,6,7,8-tetrahydro-1H-cyclopenta[e][1]benzofuran-8-yl]ethyl]propanamide
Molecular FormulaC16H21NO2
Molecular Weight264.37
XLogP2.7
Topological Polar Surface Area38.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Heavy Atom Count19
Formal Charge0
Complexity331
SMILES
[2H]C([2H])([2H])C([2H])([2H])C(=O)NCC[C@@H]1CCC2=C1C3=C(C=C2)OCC3
InChI
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)/t12-/m0/s1/i1D3,2D2
InChIKey
YLXDSYKOBKBWJQ-ZDENUIFTSA-N
Chemical Structure
2D Structure
2D structure of Ramelteon-d5
CAS: 1134159-63-9
CID: 25231404
Formula: C16H21NO2
MW: 264.37
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight264.37
XLogP32.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Exact Mass264.188612642
Monoisotopic Mass264.188612642
Topological Polar Surface Area38.3 Ų
Heavy Atom Count19
Formal Charge0
Complexity331
Isotope Atom Count5
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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