CHEBI:64187 - benserazide

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ChEBI Name benserazide
ChEBI ID CHEBI:64187
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H15N3O5
Net Charge 0
Average Mass 257.24320
Monoisotopic Mass 257.101
InChI InChI=1S/C10H15N3O5/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)
InChIKey BNQDCRGUHNALGH-UHFFFAOYSA-N
SMILES NC(CO)C(=O)NNCc1ccc(O)c(O)c1O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor
An EC 4.1.1.* (carboxy-lyase) inhibitor that interferes with the action of aromatic-L-amino-acid decarboxylase (EC 4.1.1.28).
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
Application(s): antiparkinson drug
A drug used in the treatment of Parkinson's disease.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
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ChEBI Ontology
Outgoing benserazide (CHEBI:64187) has role antiparkinson drug (CHEBI:48407)
benserazide (CHEBI:64187) has role dopaminergic agent (CHEBI:48560)
benserazide (CHEBI:64187) has role EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor (CHEBI:59321)
benserazide (CHEBI:64187) is a carbohydrazide (CHEBI:35363)
benserazide (CHEBI:64187) is a catechols (CHEBI:33566)
benserazide (CHEBI:64187) is a primary alcohol (CHEBI:15734)
benserazide (CHEBI:64187) is a primary amino compound (CHEBI:50994)
benserazide (CHEBI:64187) is conjugate base of benserazide(1+) (CHEBI:64190)
Incoming benserazide(1+) (CHEBI:64190) is conjugate acid of benserazide (CHEBI:64187)
IUPAC Name
2-amino-3-hydroxy-N'-(2,3,4-trihydroxybenzyl)propanehydrazide
INNs Sources
benserazida ChemIDplus
benserazide ChemIDplus
benserazidum ChemIDplus
Synonyms Sources
DL-serine 2-(2,3,4-trihydroxybenzyl)hydrazide ChemIDplus
DL-serine 2-[(2,3,4-trihydroxyphenyl)methyl]hydrazide ChemIDplus
Ro 4-4602 ChemIDplus
Ro 44602 ChemIDplus
Manual Xrefs Databases
314 DrugCentral
BE619015 Patent
Benserazide Wikipedia
D03082 KEGG DRUG
LSM-5097 LINCS
US3178476 Patent
View more database links
Registry Numbers Types Sources
322-35-0 CAS Registry Number ChemIDplus
3984490 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12703659 PubMed citation Europe PMC
22236652 PubMed citation Europe PMC
Last Modified
22 February 2017