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Merck
CN

SML2262

Ramelteon

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H21NO2
CAS Number:
196597-26-9
Molecular Weight:
259.34
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD08067736

Key Documents

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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

SMILES string

CCC(NCC[C@H]1C(C(CCO2)=C2C=C3)=C3CC1)=O

InChI key

YLXDSYKOBKBWJQ-LBPRGKRZSA-N

form

powder

optical activity

[α]/D -50 to -60°, c = 1.0 in chloroform-d

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Gene Information

human ... MTNR1A(4543), MTNR1B(4544)

Related Categories

Biochem/physiol Actions

Ramelteon is a cell penetrant, potent and selective agonist at MT1/MT2 melatonin receptor that exhibits sleep-promoting properties. It is not binding to GABA receptor complex. Ramelteon is an analog of melatonin recently approved to treat insomnia.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000282346
0000282346
0000194677
0000194677
0000134144

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Wei Zhou et al.
PloS one, 11(11), e0166442-e0166442 (2016-11-11)
"Perioceutics" including antimicrobial therapy and host modulatory therapy has emerged as a vital adjunctive treatment of periodontal disease. Melatonin level was significantly reduced in patients with periodontal diseases suggesting melatonin could be applied as a potential "perioceutics" treatment of periodontal
Thomas Roth et al.
Sleep, 28(3), 303-307 (2005-09-22)
Evaluate the efficacy of ramelteon, an MT/1MT2-receptor agonist, for the treatment of transient insomnia in healthy adults. Randomized, double-blind, placebo-controlled design using a model of transient insomnia related to sleeping in a novel environment. Fourteen sleep research centers. Healthy adults
Yasushi Yabuki et al.
Molecular neurobiology, 55(4), 3577-3591 (2017-05-19)
We previously reported that fatty acid-binding protein 3 (FABP3) knockout (Fabp3
Chuo Li et al.
Bioengineered, 12(1), 4868-4877 (2021-08-05)
Parkinson's disease (PD) is a common neurodegenerative disease with global health and economic impact. 1-methyl-4-phenylpyridinium (MPP+)-induced mitochondrial dysfunction and oxidative stress are reported to participate in the pathological mechanism of PD. Ramelteon is a novel oral hypnotic agent that has

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