Ramelteon
Title: Ramelteon
CAS Registry Number: 196597-26-9
CAS Name: N-[2-[(8S)-1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl]propanamide
Manufacturers' Codes: TAK-375
Trademarks: Rozerem (Takeda)
Molecular Formula: C16H21NO2
Molecular Weight: 259.34
Percent Composition: C 74.10%, H 8.16%, N 5.40%, O 12.34%
Literature References: Melatonin MT1/MT2 receptor agonist. Prepn: S. Ohkawa et al., WO 9732871; eidem US 6034239 (1997, 2000 both to Takeda); O. Uchikawa et al., J. Med. Chem. 45, 4222 (2002). Pharmacology: N. Yukuhiro et al., Brain Res. 1027, 59 (2004). Receptor binding study: K. Kato et al., Neuropharmacology 48, 301 (2005). Reviews of development and therapeutic potential: C. Cajochen, Curr. Opin. Invest. Drugs 6, 114-121 (2005); N. N. Nguyen et al., Formulary 40, 146-155 (2005).
Properties: Crystals from ethyl acetate, mp 113-115°. [a]D20 -57.8° (c = 1.004 in chloroform).
Melting point: mp 113-115°
Optical Rotation: [a]D20 -57.8° (c = 1.004 in chloroform)
Therap-Cat: Sedative, hypnotic.
Keywords: Sedative/Hypnotic; Melatonin Receptor Agonist.

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