Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00581)
Name
Ramelteon
Synonyms    Click to Show/Hide the Synonyms of This API
Ramelteon; 196597-26-9; Rozerem; TAK-375; (S)-N-[2-(1,6,7,8-tetrahydro-2H-indeno-[5,4-b]furan-8-yl)ethyl]propionamide; UNII-901AS54I69; (S)-N-(2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl)propionamide; N-[2-[(8S)-2,6,7,8-tetrahydro-1H-cyclopenta[e][1]benzofuran-8-yl]ethyl]propanamide; CHEMBL1218; TAK375; 901AS54I69; N-{2-[(8S)-1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl}propanamide; N-[2-[(8S)-1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl]propanamide; N-{2-[(8S)-1H,2H,6H,7H,8H-INDENO[5,4-B]FURAN-8-YL]ETHYL}PROPANAMIDE; SMR002544684; Rozerem (TN); SR-05000001957; Ramelteon (JAN/USAN/INN); (S)-N-(2-(1,6,7,8-tetrahydro-2H-indeno-(5,4)furan-8-yl)ethyl)propionamide; HSDB 7787; Ramelteon solution; (S)-N-(2-[1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl)propionamide; (S)-N-[2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]propionamide; Ramelteon [USAN:INN:BAN:JAN]; PubChem19120; Ramelteon, TAK-375; Ramelteon (TAK-375); (-)-N-(2-(((8S)-1,6,7,8-Tetrahydro-2H-indeno(5,4-b)furan-8-yl)ethyl)propanamide; SCHEMBL29237; BSPBio_002318; cc-321; MLS003915619; MLS006010029; TAK-375SL; SPECTRUM1505817; GTPL1356; TAK 375; CHEBI:109549; HMS1922H18; HMS2093F12; HMS3884K07; ACT06830; AOB87305; HY-A0014; ZINC3960338; ABP001059; BDBM50118470; CR0011; MFCD08067736; Ramelteon 1.0 mg/ml in Acetonitrile; AKOS015895741; AC-5275; AM84670; CCG-213557; CS-0382; DB00980; PB27872; N-[2-[(8S)-2,6,7,8-tetrahydro-1H-cyclopenta[e]benzofuran-8-yl]ethyl]propanamide; Propanamide, N-(2-((8S)-1,6,7,8-tetrahydro-2H-indeno(5,4-b)furan-8-yl)ethyl)-; NCGC00178707-03; NCGC00178707-05; AS-15740; SBI-0206874.P001; AB0017627; SW219712-1; D02689; Q-4378; AB01274760-01; AB01274760_02; AB01274760_03; 597R269; Q417689; J-502508; SR-05000001957-1; SR-05000001957-3; BRD-K28761891-001-01-0; BRD-K28761891-001-04-4; Z2037281108; (S)-N-(2-(2,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-yl)ethyl)propionamide; N-[2-(1,6,7,8-Tetrahydro-2H-3-oxa-as-indacen-8-yl)-ethyl]-propionamide(S)-(-)-22b; N-[2-[(8S)-2,6,7,8-tetrahydro-1H-cyclopenta[e][1]benzoxol-8-yl]ethyl]propanamide; Ramelteon solution, 1.0 mg/mL in acetonitrile, ampule of 1 mL, certified reference material
Clinical Status
Approved
Disease Indication Insomnia ICD-11: 7A00 [1]
PubChem CID
208902
Formula
C16H21NO2
Canonical SMILES
CCC(=O)NCC[C@@H]1CCC2=C1C3=C(C=C2)OCC3
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
InChIKey
YLXDSYKOBKBWJQ-LBPRGKRZSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=208902"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 259.339 Topological Polar Surface Area 38.3
XlogP 2.7 Complexity 331
Heavy Atom Count 19 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Ramelteon 8 mg tablet Click to Show/Hide the Full List of Formulation(s):          3 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Magnesium stearate; Ferric oxide yellow; Ferrosoferric oxide; Titanium dioxide; Hypromellose; Copovidone; Hydroxypropyl cellulose; Polyethylene glycol 8000; Shellac; Starch, corn
                   Dosage Form Oral Tablet
                   Company Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Magnesium stearate; Ferric oxide yellow; Ferrosoferric oxide; Titanium dioxide; Copovidone; Hydroxypropyl cellulose; Hypromelloses; Polyethylene glycol 8000; Shellac; Starch, corn
                   Dosage Form Oral Tablet
                   Company Rebel Distributors
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             Drug Formulation 3 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Magnesium stearate; Ferric oxide yellow; Titanium dioxide; Copovidone; Hydroxypropyl cellulose; Hypromelloses; Polyethylene glycol 8000; Starch, corn
                   Dosage Form Oral Tablet
                   Company Lake Eire Medical & Surgical Supply DBA Quality Care Products
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
References
1 FDA label for approved ramelteon from the official website of the U.S. Food and Drug Administration.
2 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
3 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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