Molecular Identity
Benserazide
2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide
PubChem CID: 2327
Benserazide is a carbohydrazide that results from the formal condensation of the carboxy group of DL-serine with the primary amino group of 4-(hydrazinylmethyl)benzene-1,2,3-triol. An aromatic-L-amino-acid decarboxylase inhibitor (DOPA decarboxylase inhibitor) that does not enter the central nervous system, it is used as its hydrochloride salt as an adjunct to levodopa in the treatment of parkinsonism. By preventing the conversion of levodopa to dopamine in the periphery, it causes an increase in the amount of levodopa reaching the central nervous system and so reduces the required dose. Benserazide has no antiparkinson actions when given alone. It has a role as an antiparkinson drug, a dopaminergic agent and an EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor. It is a primary alcohol, a member of catechols, a carbohydrazide and a primary amino compound. It is a conjugate base of a benserazide(1+).
2D Structure
Properties
C10H15N3O5
Molecular Formula
257.24
Molecular Weight
g/mol
257.1012
Exact Mass
Da
-1.3
XLogP
Drug-like (Lipinski: < 5)
148
TPSA
May have limited oral absorption
7
H-Bond Donors
7
H-Bond Acceptors
278
Complexity
SMILES
Canonical SMILES
SMILES: C1=CC(=C(C(=C1CNNC(=O)C(CO)N)O)O)OIsomeric SMILES
SMILES: C1=CC(=C(C(=C1CNNC(=O)C(CO)N)O)O)OSynonyms(20)
benserazide322-35-0SerazideBenserazidaRo 4-4602BenserazidumDL-Serine 2-(2,3,4-trihydroxybenzyl)hydrazideRo 44602DL-Serine, 2-((2,3,4-trihydroxyphenyl)methyl)hydrazideDL-Seryltrihydroxybenzylhydrazine2-amino-3-hydroxy-N'-(2,3,4-trihydroxybenzyl)propanehydrazide762OS3ZEJU2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazideDTXSID9022651Ro-4-4602
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Benserazide
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