Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00667)
Name
Tetrabenazine
Synonyms    Click to Show/Hide the Synonyms of This API
TETRABENAZINE; 58-46-8; Nitoman; Tetrabenzaine; Rubigen; 718635-93-9; Tetrabenzine; tetra Benazin; Xenazine; Tetrabenazine (Racemate); Ro 1-9569; Tetrabenazinum; Tetrabenazinum [INN-Latin]; Tetrabenazina [INN-Spanish]; Ro 1-9569 Racemate; MLS003106727; Ro 1-9569/12; CHEMBL117785; CHEBI:64028; (-)-tetrabenazine; Ro-19569; 2-Oxo-3-isobutyl-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzo[a]quinolizine; NSC-169886; NCGC00160421-01; NSC 169886; 1,2,4,6,7,11b-Hexahydro-3-isobutyl-9,10-dimethoxy-2H-benzo[a]quinolizin-2-one; DSSTox_CID_22614; DSSTox_RID_80059; DSSTox_GSID_42614; 1,3,4,6,7,11b-Hexahydro-3-isobutyl-9,10-dimethoxy-2H-benzo(a)quinolizin-2-one; 2-oxo-3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-benzoquinolizine; CAS-58-46-8; Xenazine (TN); SMR000718664; Nitoman (TN); 1026016-84-1; WLN: T B666 DV GNTT&J E1Y1&1 LO1 MO1; Tetrabenazin; Revocon; 2-Oxo-3-isobutyl-9,2,3,4,6,7-hexahydro-11bH-benzo[a]quinolizine; 2-Oxo-3-isobutyl-9,3,4,6,7,11.beta.-hexahydro-2H-benzoquinolizine; 1,4,6,7,11b-Hexahydro-3-isobutyl-9,10-dimethoxy-2H-benzo[a]quinolizin-2-one; 2H-Benzo[a]quinolizin-2-one,3,4,6,7,11b-hexahydro-3-isobutyl-9,10-dimethoxy-; 2H-Benzo(a)quinolizin-2-one, 1,3,4,6,7,11b-hexahydro-3-isobutyl-9,10-dimethoxy-; Tetrabenazine Racemate; Nitoman;Ro 1-9569; Tetrabenazine (JAN/INN); TimTec1_002217; Oprea1_264344; SCHEMBL62026; MLS001249426; MLS001249497; GTPL4834; HY-B0590A; HMS1540E17; HMS2966E06; HMS3263I14; HMS3430F03; HMS3884E10; Tetrabenazine (Nitoman, Xenazine); ACT06890; BCP15831; BCP24156; EX-A2361; Tox21_111803; Tox21_501086; BDBM50017701; MFCD00042740; MFCD08461052; MFCD11519951; NSC169886; NSC172187; SBB018797; STK678061; AKOS001681311; AKOS016347602; Tox21_111803_1; CCG-118217; CS-5700; DB04844; LP01086; MCULE-5822627411; NSC-172187; PB21652; SDCCGSBI-0633786.P001; 9,10-Dimethoxy-1,3,4,6,7,11b-hexahydro-3-isobutyl-2H-benzo[a]quinolizin-2-one; NCGC00160421-02; NCGC00160421-03; NCGC00160421-06; NCGC00261771-01; AK141500; AS-35785; ST028814; SY055407; AB0073774; RO-1-9569; FT-0674921; FT-0700948; FT-0771873; FT-0772314; 2105-47-7; C11168; D08575; Q-2641; Q413050; SR-01000833864; SR-01000833864-4; BRD-A47564106-001-01-8; Z1563146114; 2-Oxo-3-isobutyl-9,10-dimethoxy-1,2,3,4,6,7,11b-hexahydro-2H-benzo(a)quinolizine; 3-Isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-2-one; 3-isobutyl-9-,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizin-2-one; Tetrabenazine, racemic mixture; 9,10-Dimethoxy-1,3,4,6,7,11b-hexahydro-3-isobutyl-2H-benzo[a]quinolizin-2-one
Clinical Status
Approved
Disease Indication Huntington disease ICD-11: 8A01 [1]
PubChem CID
6018
Formula
C19H27NO3
Canonical SMILES
CC(C)CC1CN2CCC3=CC(=C(C=C3C2CC1=O)OC)OC
InChI
1S/C19H27NO3/c1-12(2)7-14-11-20-6-5-13-8-18(22-3)19(23-4)9-15(13)16(20)10-17(14)21/h8-9,12,14,16H,5-7,10-11H2,1-4H3
InChIKey
MKJIEFSOBYUXJB-UHFFFAOYSA-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=6018"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 317.4 Topological Polar Surface Area 38.8
XlogP 2.9 Complexity 425
Heavy Atom Count 23 Rotatable Bond Count 4
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Tetrabenazine 25 mg tablet Click to Show/Hide the Full List of Formulation(s):          5 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; Sodium stearyl fumarate; Ferric oxide yellow; Talc; Starch, corn
                   Dosage Form Oral Tablet
                   Company Camber Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [2]
             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
Anhydrous lactose; Magnesium stearate; Ferric oxide yellow; Talc; Silicon dioxide; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Sun Pharmaceutical Industries
                   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]
Silicon dioxide 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; Talc; Starch, corn
                   Dosage Form Oral Tablet
                   Company Ingenus Pharmaceuticals
                   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 4 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, unspecified form; Magnesium stearate; Ferric oxide yellow; Talc; Starch, corn
                   Dosage Form Oral Tablet
                   Company Lundbeck Pharmaceuticals; Oceanside Pharmaceuticals
                   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 5 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, unspecified form; Magnesium stearate; Ferric oxide yellow; Talc; Starch, corn
                   Dosage Form Oral Tablet
                   Company AvKARE; TAGI Pharma
                   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]
          Tetrabenazine 12.5 mg tablet Click to Show/Hide the Full List of Formulation(s):          5 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; Sodium stearyl fumarate; Talc; Starch, corn
                   Dosage Form Oral Tablet
                   Company Camber Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [2]
             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
Anhydrous lactose; Magnesium stearate; Talc; Silicon dioxide; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Sun Pharmaceutical Industries
                   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]
Silicon dioxide 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; Talc; Starch, corn
                   Dosage Form Oral Tablet
                   Company Ingenus Pharmaceuticals
                   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 4 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, unspecified form; Magnesium stearate; Talc; Starch, corn
                   Dosage Form Oral Tablet
                   Company Lundbeck Pharmaceuticals; Oceanside Pharmaceuticals
                   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 5 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, unspecified form; Magnesium stearate; Talc; Starch, corn
                   Dosage Form Oral Tablet
                   Company AvKARE; TAGI Pharma
                   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 tetrabenazine from the official website of the U.S. Food and Drug Administration.
2 Synthesis and evaluation of (-)-Massoialactone and analogues as potential anticancer and anti-inflammatory agents. Eur J Med Chem. 2014 Apr 9; 76:291-300.
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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