RAMELTEON

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H21NO2
Molecular Weight	259.3434
Optical Activity	( - )
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(=O)NCC[C@@H]1CCC2=CC=C3OCCC3=C12

InChI

InChIKey=YLXDSYKOBKBWJQ-LBPRGKRZSA-N

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

HIDE SMILES / InChI

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf
Curator's Comment: description was created based on several sources, including https://www.takeda.com/news/2011/20111007_3902.html

Ramelteon was approved by the United States (U.S.) in July 2005, and the Japanese Ministry of Health, Labour and Welfare in April 2010. It is currently available in the USA and Japan as ROZEREM and is indicated for the treatment of insomnia characterized by difficulty with sleep onset. In October 7, 2011, Takeda has decided to discontinue the development of ramelteon in Europe for the treatment of insomnia in order to best optimize Takeda’s resources for its research and development activities. Ramelteon is a melatonin receptor agonist with both high affinity for melatonin MT1 and MT2 receptors and selectivity over the MT3 receptor. Ramelteon demonstrates full agonist activity in vitro in cells expressing human MT1 or MT2 receptors, and high selectivity for human MT1 and MT2 receptors compared to the MT3 receptor. The activity of ramelteon at the MT1 and MT2 receptors is believed to contribute to its sleep-promoting properties since these receptors are acted upon by endogenous melatonin and are thought to be involved in the maintenance of the circadian rhythm underlying normal sleep-wake cycles. Ramelteon has no appreciable affinity for the GABA receptor complex or for receptors that bind neuropeptides, cytokines, serotonin, dopamine, noradrenaline, acetylcholine, and opiates.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Melatonin receptor 1 Target ID: CHEMBL2094268 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15494157	Agonist 2637

Conditions

Condition	Modality	Targets	Highest Phase	Product
Insomnia 108 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	Primary		Approved 8307	ROZEREM Approved Use ROZEREM is indicated for the treatment of insomnia characterized by difficulty with sleep onset. The clinical trials performed in support of efficacy were up to 6 months in duration. The final formal assessments of sleep latency were performed after 2 days of treatment during the crossover study (elderly only), at 5 weeks in the 6-week studies (adults and elderly), and at the end of the 6-month study (adults and elderly) [see Clinical Studies (14) Launch Date 1.12199034E12

C_max

Value	Dose	Co-administered	Analyte	Population
25.9 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16432265	64 mg single, oral dose: 64 mg route of administration: Oral experiment type: SINGLE co-administered:		RAMELTEON serum	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
36.1 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16432265	64 mg single, oral dose: 64 mg route of administration: Oral experiment type: SINGLE co-administered:		RAMELTEON serum	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
1.9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16432265	64 mg single, oral dose: 64 mg route of administration: Oral experiment type: SINGLE co-administered:		RAMELTEON serum	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

F_unbound

Value	Dose	Co-administered	Analyte	Population
30% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16432265	64 mg single, oral dose: 64 mg route of administration: Oral experiment type: SINGLE co-administered:		RAMELTEON serum	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

Doses

Dose	Population	Adverse events
32 mg 1 times / day multiple, oral Highest studied dose Dose: 32 mg, 1 times / day Route: oral Route: multiple Dose: 32 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/21955196	unhealthy, 42.8 years n = 63 Health Status: unhealthy Condition: chronic primary insomnia Age Group: 42.8 years Sex: M+F Population Size: 63 Sources: https://pubmed.ncbi.nlm.nih.gov/21955196	Other AEs: Somnolence, Malaise... Other AEs: Somnolence (12.7%) Malaise (1.6%) Dizziness (3.2%) Nasopharyngitis (4.8%) Sources: https://pubmed.ncbi.nlm.nih.gov/21955196
40 mg 1 times / day multiple, oral Overdose Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/22926624	unhealthy, 47 years n = 1 Health Status: unhealthy Condition: insomnia Age Group: 47 years Sex: F Population Size: 1 Sources: https://pubmed.ncbi.nlm.nih.gov/22926624	Sources: https://pubmed.ncbi.nlm.nih.gov/22926624
8 mg 1 times / day steady, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: steady Dose: 8 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	unhealthy, adult n = 3594 Health Status: unhealthy Condition: insomnia Age Group: adult Population Size: 3594 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	Disc. AE: Somnolence, Dizziness... AEs leading to discontinuation/dose reduction: Somnolence (0.8%) Dizziness (0.5%) Nausea (0.3%) Fatigue (0.3%) Headache (0.3%) Insomnia (0.3%) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf
160 mg single, oral Highest studied dose Dose: 160 mg Route: oral Route: single Dose: 160 mg Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	unknown Health Status: unknown Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf

AEs

AE	Significance	Dose	Population
Malaise	1.6%	32 mg 1 times / day multiple, oral Highest studied dose Dose: 32 mg, 1 times / day Route: oral Route: multiple Dose: 32 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/21955196	unhealthy, 42.8 years n = 63 Health Status: unhealthy Condition: chronic primary insomnia Age Group: 42.8 years Sex: M+F Population Size: 63 Sources: https://pubmed.ncbi.nlm.nih.gov/21955196
Somnolence	12.7%	32 mg 1 times / day multiple, oral Highest studied dose Dose: 32 mg, 1 times / day Route: oral Route: multiple Dose: 32 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/21955196	unhealthy, 42.8 years n = 63 Health Status: unhealthy Condition: chronic primary insomnia Age Group: 42.8 years Sex: M+F Population Size: 63 Sources: https://pubmed.ncbi.nlm.nih.gov/21955196
Dizziness	3.2%	32 mg 1 times / day multiple, oral Highest studied dose Dose: 32 mg, 1 times / day Route: oral Route: multiple Dose: 32 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/21955196	unhealthy, 42.8 years n = 63 Health Status: unhealthy Condition: chronic primary insomnia Age Group: 42.8 years Sex: M+F Population Size: 63 Sources: https://pubmed.ncbi.nlm.nih.gov/21955196
Nasopharyngitis	4.8%	32 mg 1 times / day multiple, oral Highest studied dose Dose: 32 mg, 1 times / day Route: oral Route: multiple Dose: 32 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/21955196	unhealthy, 42.8 years n = 63 Health Status: unhealthy Condition: chronic primary insomnia Age Group: 42.8 years Sex: M+F Population Size: 63 Sources: https://pubmed.ncbi.nlm.nih.gov/21955196
Fatigue	0.3% Disc. AE	8 mg 1 times / day steady, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: steady Dose: 8 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	unhealthy, adult n = 3594 Health Status: unhealthy Condition: insomnia Age Group: adult Population Size: 3594 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf
Headache	0.3% Disc. AE	8 mg 1 times / day steady, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: steady Dose: 8 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	unhealthy, adult n = 3594 Health Status: unhealthy Condition: insomnia Age Group: adult Population Size: 3594 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf
Insomnia	0.3% Disc. AE	8 mg 1 times / day steady, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: steady Dose: 8 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	unhealthy, adult n = 3594 Health Status: unhealthy Condition: insomnia Age Group: adult Population Size: 3594 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf
Nausea	0.3% Disc. AE	8 mg 1 times / day steady, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: steady Dose: 8 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	unhealthy, adult n = 3594 Health Status: unhealthy Condition: insomnia Age Group: adult Population Size: 3594 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf
Dizziness	0.5% Disc. AE	8 mg 1 times / day steady, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: steady Dose: 8 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	unhealthy, adult n = 3594 Health Status: unhealthy Condition: insomnia Age Group: adult Population Size: 3594 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf
Somnolence	0.8% Disc. AE	8 mg 1 times / day steady, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: steady Dose: 8 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf	unhealthy, adult n = 3594 Health Status: unhealthy Condition: insomnia Age Group: adult Population Size: 3594 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2005/021782lbl.pdf

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1670 inhibitor 1532 inducer 753	substrate 985 inducer 372	inhibitor 1789	inhibitor 1570

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 1463 CYP2C19 1410 P-gp 1401	CYP1A2 1013 CYP2C 11 P-gp 1491	CYP1A2 671

Drug as perpetrator

Target	Modality	Activity	Clinical evidence
CYP1A2 1620	inducer 1515 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 28	no
CYP2C19 1484	inhibitor 3185 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11.0	no
CYP2C9 1747	inducer 1515 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11.0	no
CYP3A4 1857	inducer 1515 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11.0	no
CYP3A4 1857	inhibitor 3185 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11.0	no
CYP1A2 1620	inhibitor 3185 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13	no	no (co-administration study) Comment: theophylline AUC increased 40% and Cmax increased 35% Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13
CYP2D6 1826	inhibitor 3185 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13	no	no (co-administration study) Comment: dextromethorphan AUC and Cmax did not change Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13
P-gp 1588	inhibitor 3185 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 60, 63	no	no (co-administration study) Comment: ramelteon decreased digoxin exposure by 3% Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 60, 63

Drug as victim

Target	Modality	Activity	Clinical evidence
P-gp 1491	substrate 3264 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 60.0	inconclusive
CYP1A2 1013	substrate 3264 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13	major	yes (co-administration study) Comment: fluvoxamine increased ramelteon AUC 190-fold and Cmax 70-fold; rifampin decreased total expsoure to ramelteon by 80% Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13
CYP2C 11	substrate 3264 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13	minor	yes (co-administration study) Comment: rifampin decreased total expsoure to ramelteon by 80% Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13
CYP3A4 1670	substrate 3264 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13	minor	yes (co-administration study) Comment: ketaconazole increased ramelteon AUC by 84% and Cmax 36%; rifampin decreased total expsoure to ramelteon by 80% Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 11, 13
CYP2C9 985	substrate 3264 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 13.0	yes	yes (co-administration study) Comment: fluconazole increased AUC by 150% and Cmax by 150%; rifampin decreased total expsoure to ramelteon by 80% Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_biopharmr.pdf Page: 13.0

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 1603	inhibitor 1584 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2005/021782s000_Rozerem_pharmr_CORRECTED_REVIEW.pdf Page: 53, 66

Sourcing

Vendor/Aggregator	ID	URL
AA Blocks	AA0038TN	http://www.aablocks.com/goods/Goods/detail?id=AA0038TN
AEchem Scientific Corp., USA	AE1-002187	http://www.aechemsc.com/info_products/AE1-002187.php
AK Scientific, Inc. (AKSCI)	Q499	http://www.aksci.com/item_detail.php?cat=Q499
Aaron Chemicals	AR0039LF	http://www.aaronchem.com/196597-26-9
AbMole Bioscience	M5919	http://www.abmole.com/products/ramelteon.html
Achemo Scientific Limited	AC-63628	http://www.achemo.com/search/?Keyword= 196597-26-9
Achemtek	0102-022116	http://www.achemtek.com/196597-26-9
Acorn PharmaTech	ACN-054096	http://www.acornpharmatech.com/
Active Biopharma	ABP001059	http://www.activebiopharma.com/196597-26-9
Adooq BioScience	A10777	https://www.adooq.com/ramelteon-tak-375.html
Alfa Chemistry	AP196597269-B	https://reagents.alfa-chemistry.com/product/ramelteon-cas-196597-26-9-7286.html
Alfa Chemistry	AP196597269-A	https://reagents.alfa-chemistry.com/product/ramelteon-solution-cas-196597-26-9-7285.html
Allbio Pharm Co., Ltd	AF09776	http://www.allbiopharm.com/product/n/AF09776
Ambeed	A428570	https://www.ambeed.com/products/196597-26-9.html
Angene	AGN-PC-0QOEYH	http://www.angenechemical.com/productshow/AGN-PC-0QOEYH.html
ApexBio Technology	A1748	http://www.apexbt.com/ramelteon.html
Aurora Fine Chemicals LLC	A17.921.663	http://online.aurorafinechemicals.com/info?ID=A17.921.663
Aurum Pharmatech LLC	Q-4378	http://www.Aurumpharmatech.com/Product/ProductDetails/Q_4378
AvaChem Scientific	2570	http://www.avachem.com/productSearch.asp?2570
BLD Pharm	BD150225	http://www.bldpharm.com/products/196597-26-9.html
BioCrick	BCC1107	http://www.biocrick.com/Ramelteon-BCC1107.html
BioSynth	J-502508	https://www.biosynth.com/en/products/all-products/products/J-502508.html
Boerchem	BC225579	http://www.boerchem.com/?product_38007.html
CSNpharm	CSN11830	https://www.csnpharm.com/products/ramelteon.html
Capot Chemical	19120	http://www.capotchem.com/en/19120.htm
Capot Chemical	PubChem19120	http://www.capotchem.com/en/19120.htm
Chem Scene	CS-0382	http://www.chemscene.com/196597-26-9.html
ChemFaces	CFN90021	http://www.chemfaces.com/natural/Ramelteon-CFN90021.html
ChemMol	2100070	http://www.chemmol.com/chemmol/2100070.html
ChemMol	30111175	http://www.chemmol.com/chemmol/30111175.html
ChemMol	44007511	http://www.chemmol.com/chemmol/44007511.html
ChemMol	49400038	http://www.chemmol.com/chemmol/49400038.html
Chemenu	CM110503	http://www.chemenu.com/products/CM110503
Chemspace	CSSB00020625256	https://chem-space.com/CSSB00020625256
Chiralblock Biosciences	CB10282	http://www.chiralblock.com/products/196597-26-9.html
Combi-Blocks	QJ-0181	http://www.combi-blocks.com/cgi-bin/find.cgi?QJ-0181
DC Chemicals	DC7828	http://www.dcchemicals.com/product_show-Ramelteon.html
Enamine	Z2037281108	https://www.enaminestore.com/catalog/Z2037281108
Glentham Life Sciences	GP4371	http://www.glentham.com/products/product/GP4371/
Hairui	HR133856	http://www.hairuichem.com/en/product/196597-26-9.html
LGC Standards	LGCAMP3666.00-11	https://www.lgcstandards.com/US/en/p/LGCAMP3666.00-11
LGC Standards	MM3666.00	https://www.lgcstandards.com/US/en/p/MM3666.00
Lab Network	LN01312113	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01312113
Matrix Scientific	125309	https://www.matrixscientific.com/125309.html
MedChem Express	HY-A0014	https://www.medchemexpress.com/ramelteon.html
MuseChem	A001192	https://www.musechem.com/product/A001192.html
OChem	25538	http://www.ocheminc.com/index.php?act=psearch&pid=597R269
Parchem	18232	http://www.parchem.com/chemical-supplier-distributor/Ramelteon-008232.aspx
Renno Tech	RL02472	http://www.rennotech.com/product_show.asp?id=2721
Selleck Chemicals	S1259	http://www.selleckchem.com/products/Ramelteon.html
Sigma-Aldrich	R-016_CERILLIAN	https://www.sigmaaldrich.com/catalog/product/cerillian/r016?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule	S541036	http://www.smolecule.com/products/s541036
Synblock Inc	PB27872	http://www.synblock.com/product/196597-26-9.html
THE BioTek	bt-279735	https://www.thebiotek.com/product/inhibitors/bt-279735
Tocris	6777	https://www.tocris.com/products/tak-375_6777
TripleBond	CR0011	http://www.triplebond-canada.com/prod/1552/
Yuhao Chemical	LL2545	http://www.chemyuhao.com/196597-26-9.html
abcr GmbH	AB452183	http://www.abcr.com/shop/en/AB452183
eNovation Chemicals	D521759	http://www.enovationchem.com/productDetails.asp?productID=D521759
iChemical	EBD14983	http://www.ichemical.com/products/196597-26-9.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs

PubMed

Title	Date	PubMed
Relative abuse liability of hypnotic drugs: a conceptual framework and algorithm for differentiating among compounds.	2005	16336040
Sleep and aging: prevalence of disturbed sleep and treatment considerations in older adults.	2005	16336039
Ramelteon.	2005	16332146
Fresh from the pipeline: Ramelteon.	2005 Nov	16299918
Ramelteon (Rozerem) for insomnia.	2005 Nov 7	16267494
Gateways to clinical trials.	2005 Oct	16273137
New drugs and dosage forms.	2005 Sep 15	16193546
Depression and sleep: pathophysiology and treatment.	2006	16889107
Ramelteon: profile of a new sleep-promoting medication.	2006 Apr	16703122
Practical considerations of new drugs: new choices for old problems.	2006 Apr	16669748
Ramelteon (rozerem) a novel approach for insomnia treatment.	2006 Apr	16607213
Potential therapeutic use of melatonin in migraine and other headache disorders.	2006 Apr	16548786
Consultation corner. Are the new sleep aids right for you?	2006 Apr	16544431
New drugs 06, part II.	2006 Aug	16888514
Pharmacologic management of insomnia: past, present, and future.	2006 Dec	17118273
An efficacy, safety, and dose-response study of Ramelteon in patients with chronic primary insomnia.	2006 Jan	16309958
Searching for new options for treating insomnia: are melatonin and ramelteon beneficial?	2006 Jul	16883148
Ramelteon: a novel treatment for the treatment of insomnia.	2006 Jul	16831111
Effect of ramelteon (TAK-375), a selective MT1/MT2 receptor agonist, on motor performance in mice.	2006 Jul 24	16730121
Gateways to clinical trials.	2006 Jul-Aug	16894408
Acute and chronic effects of ramelteon in rhesus monkeys (Macaca mulatta): dependence liability studies.	2006 Jun	16768605
Effects of ramelteon on patient-reported sleep latency in older adults with chronic insomnia.	2006 Jun	16709464
A new sleeping pill.	2006 Oct	17186577
Ramelteon for the treatment of insomnia.	2006 Oct	17157111
Ramelteon: a novel hypnotic lacking abuse liability and sedative adverse effects.	2006 Oct	17015817
Update on the safety considerations in the management of insomnia with hypnotics: incorporating modified-release formulations into primary care.	2007	17599165
[Melatonin, melatonin receptor agonists and tryptophan as sleep aids].	2007	17555058
Drug Insight: the use of melatonergic agonists for the treatment of insomnia-focus on ramelteon.	2007 Apr	17410109
Age and gender effects on the pharmacokinetics and pharmacodynamics of ramelteon, a hypnotic agent acting via melatonin receptors MT1 and MT2.	2007 Apr	17389558
Treatment options for insomnia.	2007 Aug 15	17853625
New perspectives for the treatment of disorders of sleep and arousal.	2007 Jul	17652996
[New hypnotics: perspectives from sleep physiology].	2007 Jul-Aug	18265473
Hypnotic sedative drugs.	2007 Jun	17849930
The management of insomnia in the older adult.	2007 Jun	17633595
A 2-night, 3-period, crossover study of ramelteon's efficacy and safety in older adults with chronic insomnia.	2007 May	17519067
In search of novel and therapeutically significant melatoninergic ligands.	2007 Nov	18221235
Self-reported efficacy and tolerability of ramelteon 8 mg in older adults experiencing severe sleep-onset difficulty.	2007 Sep	17996657
Safety of ramelteon in individuals with mild to moderate obstructive sleep apnea.	2007 Sep	17294232
Melatonin receptor agonists: SAR and applications to the treatment of sleep-wake disorders.	2008	18673165
Melatonin therapy to improve nocturnal sleep in critically ill patients: encouraging results from a small randomised controlled trial.	2008	18423009
Melatonergic drugs in clinical practice.	2008	18368944
A review of ramelteon in the treatment of sleep disorders.	2008 Feb	18728808
Jet lag: therapeutic use of melatonin and possible application of melatonin analogs.	2008 Jan-Mar	18342269
Ramelteon: a melatonin receptor agonist for the treatment of insomnia.	2008 Jan-Mar	18296808
Ramelteon 8 mg/d versus placebo in patients with chronic insomnia: post hoc analysis of a 5-week trial using 50% or greater reduction in latency to persistent sleep as a measure of treatment effect.	2008 Jul	18691991
Stimulatory effects of a melatonin receptor agonist, ramelteon, on BDNF in mouse cerebellar granule cells.	2008 Jul 4	18501512
Sleep dysfunction in heart failure.	2008 Sep	18782505
Ramelteon: a novel approach in the treatment of insomnia.	2008 Sep	18648020
Melatonin receptor agonist ramelteon activates the extracellular signal-regulated kinase 1/2 in mouse cerebellar granule cells.	2008 Sep 9	18664376
The effect of melatonergic and non-melatonergic antidepressants on sleep: weighing the alternatives.	2009	18609422

Patents

Sample Use Guides

In Vivo Use Guide

The recommended dose 8 mg taken within 30 minutes of going to bed. It is recommended that drug not be taken with or immediately after a high fat meal.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

RAMELTEON

Official Name

English

RAMELTEON [JAN]

Common Name

English

RAMELTEON [VANDF]

Common Name

English

ROZEREM

Brand Name

English

TAK375

Code

English

(-)-N-(2-(((8S)-1,6,7,8-TETRAHYDRO-2H-INDENO(5,4-.BETA.)FURAN-8-YL)ETHYL)PROPANAMIDE

Common Name

English

RAMELTEON [HSDB]

Common Name

English

RAMELTEON [MART.]

Common Name

English

RAMELTEON [ORANGE BOOK]

Common Name

English

RAMELTEON [USAN]

Common Name

English

TAK-375

Code

English

Ramelteon [WHO-DD]

Common Name

English

RAMELTEON [MI]

Common Name

English

PROPANAMIDE, N-(2-((8S)-1,6,7,8-TETRAHYDRO-2H-INDENO(5,4-.BETA.)FURAN-8-YL)ETHYL)-

Common Name

English

ramelteon [INN]

Common Name

English

Classification Tree Code System Code

WHO-ATC

N05CH02