Valbenazine tosylateProduct ingredient for Valbenazine
- Name
- Valbenazine tosylate
- Drug Entry
- Valbenazine
Valbenazine is a modified metabolite of tetrabenazine, and it is currently being approved for the treatment of various movement disorders, particularly tardive dyskinesia and chorea associated with Huntington's disease.7,4 Tardive dyskinesia has long been regarded as a consequence of anti-dopamine receptor therapy, and until 2008 with the advent of tetrabenazine, most treatments were ineffective.5 However, challenges in using tetrabenazine as a treatment of tardive dyskinesia included frequent dosing and safety and tolerability concerns.5
On April 2017, valbenazine was approved by the FDA under the brand name INGREZZA as the first and only approved treatment for adults with Tardive Dyskinesia (TD).3 On August 2023, valbenazine was again approved by the FDA for the treatment of chorea associated with Huntington's disease respectively. This approval was supported by positive results in multiple trials, including the KINECT-HD Phase 3 study and the ongoing KINECT-HD2 open-label extension trial. The reduction in chorea severity was observed as early as 2 weeks after starting treatment with an initial dose of 40 mg.8
- Accession Number
- DBSALT002588
- Structure
Structure for Valbenazine tosylate (DBSALT002588)
- Synonyms
- Valbenazine ditosylate / Valbenazine tosilate
- UNII
- 5SML1T733B
- CAS Number
- 1639208-54-0
- Weight
- Average: 762.97
Monoisotopic: 762.321988295 - Chemical Formula
- C38H54N2O10S2
- InChI Key
- BXGKAGLZHGYAMW-TZYFFPFWSA-N
- InChI
- InChI=1S/C24H38N2O4.2C7H8O3S/c1-14(2)9-17-13-26-8-7-16-10-21(28-5)22(29-6)11-18(16)19(26)12-20(17)30-24(27)23(25)15(3)4;2*1-6-2-4-7(5-3-6)11(8,9)10/h10-11,14-15,17,19-20,23H,7-9,12-13,25H2,1-6H3;2*2-5H,1H3,(H,8,9,10)/t17-,19-,20-,23+;;/m1../s1
- IUPAC Name
- (2R,3R,11bR)-9,10-dimethoxy-3-(2-methylpropyl)-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl (2S)-2-amino-3-methylbutanoate; bis(4-methylbenzene-1-sulfonic acid)
- SMILES
- CC1=CC=C(C=C1)S(O)(=O)=O.CC1=CC=C(C=C1)S(O)(=O)=O.[H][C@]12C[C@@H](OC(=O)[C@@H](N)C(C)C)[C@H](CC(C)C)CN1CCC1=C2C=C(OC)C(OC)=C1
- External Links
- ChemSpider
- 35517178
- ChEMBL
- CHEMBL3707248
- Wikipedia
- Valbenazine
- Predicted Properties
Property Value Source Water Solubility 0.0383 mg/mL ALOGPS logP 3.63 ALOGPS logP 3.65 Chemaxon logS -4 ALOGPS pKa (Strongest Basic) 8.41 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 74.02 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 118.4 m3·mol-1 Chemaxon Polarizability 49.14 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon