Benserazide hydrochlorideProduct ingredient for Benserazide

Name
Benserazide hydrochloride
Drug Entry
Benserazide

When levodopa is used by itself as a therapy for treating Parkinson's disease, its ubiquitous metabolism into dopamine is responsible for a resultant increase in the levels of circulating dopamine in the blood and to various extracerebral tissues. This can result in a number of side effects like nausea, vomiting, or even cardiac arrhythmias that may diminish patient adherence 3,2. A decarboxylase inhibitor like benserazide is consequently an effective compound to combine with levadopa as it is incapable of crossing the blood-brain barrier itself but acts to prevent the formation of dopamine from levadopa in extracerebral tissues - thereby acting to minimize the occurrence of extracerebral side effects 3,2.

Levodopa/benserazide combination products are used commonly worldwide for the management of Parkinson's disease. In particular, although the specific levodopa/benserazide combination is formally approved for use in Canada and much of Europe, the FDA has approved another similar levodopa/dopa decarboxylase inhibitor combination in the form of levodopa and carbidopa.

Moreover, the European Medcines Agency has conferred an orphan designation upon benseraside since 2015 for its potential to be used as a therapy for beta thalassaemia as well 4.

Accession Number
DBSALT002687
Structure
Synonyms
Benserazide HCl
UNII
B66E5RK36Q
CAS Number
14919-77-8
Weight
Average: 293.7
Monoisotopic: 293.0778483
Chemical Formula
C10H16ClN3O5
InChI Key
ULFCBIUXQQYDEI-UHFFFAOYSA-N
InChI
InChI=1S/C10H15N3O5.ClH/c11-6(4-14)10(18)13-12-3-5-1-2-7(15)9(17)8(5)16;/h1-2,6,12,14-17H,3-4,11H2,(H,13,18);1H
IUPAC Name
2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide hydrochloride
SMILES
Cl.NC(CO)C(=O)NNCC1=C(O)C(O)=C(O)C=C1
ChemSpider
25109
ChEBI
31262
ChEMBL
CHEMBL1255778
Predicted Properties
PropertyValueSource
Water Solubility5.15 mg/mLALOGPS
logP-2.3ALOGPS
logP-1.9Chemaxon
logS-1.7ALOGPS
pKa (Strongest Acidic)8.66Chemaxon
pKa (Strongest Basic)7.48Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count7Chemaxon
Polar Surface Area148.07 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity73.23 m3·mol-1Chemaxon
Polarizability24.92 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon