A mixed isomer preparation of ramelteon metabolite M-II
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Parent Compound(s)
20389Ramelteon
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(R,S)-hydroxy Ramelteon Metabolite M-II

Item No. 33897

Technical Information
Formal Name
2-hydroxy-N-[2-[(8S)-1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl]-propanamide
CAS Number
896736-21-3
Molecular Formula
C16H21NO3
Formula Weight
Purity
≥98%
A solid
Acetonitrile: solubleDMSO: solubleMethanol: soluble
SMILES
CC(O)C(NCC[C@H]1C2=C(CC1)C=CC3=C2CCO3)=O
InChi Code
InChI=1S/C16H21NO3/c1-10(18)16(19)17-8-6-12-3-2-11-4-5-14-13(15(11)12)7-9-20-14/h4-5,10,12,18H,2-3,6-9H2,1H3,(H,17,19)/t10?,12-/m0/s1
InChi Key
FGFNIJYHXMJYJN-KFJBMODSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (R,S)-hydroxy Ramelteon metabolite M-II is a mixed isomer preparation of the melatonin receptor agonist ramelteon metabolite M-II, which is a metabolite of ramelteon (Item No. 20389).1,2 It has an (R,S) configuration at the hydroxy group, where ramelteon metabolite M-II has the (S) configuration at that position.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nishiyama, K., Nishikawa, H., Kato, K., et alPharmacological characterization of M-II, the major human metabolite of ramelteon. Pharmacology 93(3-4), 197-201 (2014).

    2. Nishiyama, K., and Hirai, K. In vitro comparison of duration of action of melatonin agonists on melatonin MT1 receptor: Possible link between duration of action and dissociation rate from receptor. Eur. J. Pharmacol. 757, 42-52 (2015).