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CHEBI:64187 - benserazide

ChEBI IDCHEBI:64187
ChEBI Namebenserazide
Stars
DefinitionA 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.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC10H15N3O5
Net Charge0
Average Mass257.246
Monoisotopic Mass257.10117
SMILESNC(CO)C(=O)NNCc1ccc(O)c(O)c1O
InChIInChI=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)
InChIKeyBNQDCRGUHNALGH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
benserazide(1+) (CHEBI:64190) is conjugate acid of benserazide (CHEBI:64187)
IUPAC Name 
2-amino-3-hydroxy-N'-(2,3,4-trihydroxybenzyl)propanehydrazide
INNs  Source
benserazidumChemIDplus
benserazidaChemIDplus
benserazideChemIDplus
Synonyms  Source
DL-serine 2-(2,3,4-trihydroxybenzyl)hydrazideChemIDplus
DL-serine 2-[(2,3,4-trihydroxyphenyl)methyl]hydrazideChemIDplus
Ro 44602ChemIDplus
Ro 4-4602ChemIDplus
Manual XrefsDatabases
D03082KEGG DRUG
BE619015Patent
US3178476Patent
BenserazideWikipedia
LSM-5097LINCS
314DrugCentral
Registry NumbersSources
Reaxys:3984490Reaxys
CAS:322-35-0ChemIDplus
Citations