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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 of RAMELTEON

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
Molecular Formula C16H21NO2
Molecular Weight 259.3434
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:00:48 UTC 2023
Edited
by admin
on Fri Dec 15 16:00:48 UTC 2023
Record UNII
901AS54I69
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RAMELTEON
HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
INN   USAN  
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
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
LIVERTOX NBK548437
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
NDF-RT N0000000250
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
WHO-VATC QN05CH02
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
NDF-RT N0000175743
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
NCI_THESAURUS C47795
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C66504
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
SMS_ID
100000085617
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
LACTMED
Ramelteon
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
WIKIPEDIA
RAMELTEON
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
FDA UNII
901AS54I69
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
CAS
196597-26-9
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
USAN
PP-50
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
RXCUI
596205
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY RxNorm
HSDB
7787
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
ChEMBL
CHEMBL1218
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
DRUG CENTRAL
2355
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
EVMPD
SUB21315
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
MERCK INDEX
m9489
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY Merck Index
DAILYMED
901AS54I69
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
INN
8447
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
EPA CompTox
DTXSID6045951
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
MESH
C495910
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
PUBCHEM
208902
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
IUPHAR
1356
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
DRUG BANK
DB00980
Created by admin on Fri Dec 15 16:00:48 UTC 2023 , Edited by admin on Fri Dec 15 16:00:48 UTC 2023
PRIMARY
Related Record Type Details
CYTOCHROME P450 2C19
METABOLIC ENZYME -> SUBSTRATE
MINOR
CYTOCHROME P450 1A1
METABOLIC ENZYME -> SUBSTRATE
Structure of RAMELTEON
EXCRETED UNCHANGED
FECAL; URINE
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
MINOR
MELATONIN MT2 RECEPTOR
TARGET -> AGONIST
AGONIST
Ki
CYTOCHROME P450 1A2
METABOLIC ENZYME -> SUBSTRATE
MAJOR
MELATONIN MT1 RECEPTOR
TARGET -> AGONIST
HUMAN RECEPTOR IN CHO CELLS
Ki
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
independent of concentration
BINDING
Related Record Type Details
Structure of DES(1-OXOPROPYL)-(2-HYDROXY-1-OXOPROPYL)-6-OXO-RAMELTEON
METABOLITE INACTIVE -> PARENT
Structure of 6-OXO-RAMELTEON
METABOLITE INACTIVE -> PARENT
Structure of (S)-2-HYDROXY-RAMELTEON
METABOLITE ACTIVE -> PARENT
metabolite M-II, has a longer half-life and greater systemic exposure than ramelteon. Hence, M-II may contribute significantly to the hypnotic benefits of ramelteon. S-ISOMER represents 94% of M-II.
Structure of (S)-RAMELTEON M II GLUCURONIDE CONJUGATE
METABOLITE -> PARENT
Structure of (S)-RAMELTEON M IV GLUCURONIDE CONJUGATE
METABOLITE -> PARENT
Structure of 2,3-DIHYDRO-5-HYDROXY-3-(2-((1-OXOPROPYL)AMINO)ETHYL)-1H-INDENE-4-ACETIC ACID, (3S)-
METABOLITE INACTIVE -> PARENT
Structure of 2-HYDROXY-RAMELTEON
METABOLITE ACTIVE -> PARENT
major isozyme metabolizes to S-isomer
MAJOR
PLASMA
Structure of (S)-RAMELTEON GLUCURONIDE CONJUGATE
METABOLITE -> PARENT
Structure of 2-HYDROXY-RAMELTEON
METABOLITE ACTIVE -> PARENT
minor isozyme
Related Record Type Details
Structure of N-(2-(1,6-DIHYDRO-2H-INDENO(5,4-B)FURAN-8-YL)ETHYL)PROPANAMIDE
IMPURITY -> PARENT
Structure of (S)-2-(1,6,7,8-TETRAHYDRO-2H-INDENO(5,4-B)FURAN-8-YL)ACETAMIDE
IMPURITY -> PARENT
Structure of (E)-6,7-DIHYDRO RAMELTEON
IMPURITY -> PARENT
Structure of 1,2,6,7-TETRAHYDRO-8H-INDENO(5,4-B)FURAN-8-ONE
IMPURITY -> PARENT
Structure of RAMELTEON, (R)-
IMPURITY -> PARENT
Structure of (Z)-6,7-DIHYDRO RAMELTEON
IMPURITY -> PARENT
Structure of 2H-INDENO(5,4-B)FURAN-8-ACETIC ACID, 1,6,7,8-TETRAHYDRO-, METHYL ESTER, (8S)-
IMPURITY -> PARENT
Structure of DESPROPIONYL RAMELTEON
IMPURITY -> PARENT
Structure of (S)-N-(2-(1,6,7,8-TETRAHYDRO-2H-INDENO(5,4-B) FURAN-8-YL)ETHYL)ACETAMIDE
IMPURITY -> PARENT
Structure of 2-METHYL-N-(2-((8S)-1,6,7,8-TETRAHYDRO-2H-INDENO(5,4-B)FURAN-8-YL)ETHYL)PROPANAMIDE
IMPURITY -> PARENT
Related Record Type Details
Structure of RAMELTEON
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Structure of RAMELTEON
Elimination
PHARMACOKINETIC
Tmax PHARMACOKINETIC FASTED ORAL ADMINISTRATION

ORAL BIOAVAILABILITY PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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