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CHEBI:8455 - proguanil

Default Structure
ChEBI IDCHEBI:8455
ChEBI Nameproguanil
Stars
DefinitionA biguanide compound which has isopropyl and p-chlorophenyl substituents on the terminal N atoms. A prophylactic antimalarial drug, it works by inhibiting the enzyme dihydrofolate reductase, which is involved in the reproduction of the malaria parasites Plasmodium falciparum and P. vivax within the red blood cells.
Last Modified22 February 2017
DownloadsMolfile
FormulaC11H16ClN5
Net Charge0
Average Mass253.737
Monoisotopic Mass253.10942
SMILESCC(C)NC(=N)NC(=N)Nc1ccc(Cl)cc1
InChIInChI=1S/C11H16ClN5/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9/h3-7H,1-2H3,(H5,13,14,15,16,17)
InChIKeySSOLNOMRVKKSON-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
EC 1.5.1.3 (dihydrofolate reductase) inhibitor  An EC 1.5.1.* (oxidoreductase acting on donor CH-NH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of dihydrofolate reductase (EC 1.5.1.3).
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
Applications:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
proguanil (CHEBI:8455) has role antimalarial (CHEBI:38068)
proguanil (CHEBI:8455) has role antiprotozoal drug (CHEBI:35820)
proguanil (CHEBI:8455) has role EC 1.5.1.3 (dihydrofolate reductase) inhibitor (CHEBI:50683)
proguanil (CHEBI:8455) is a biguanides (CHEBI:53662)
proguanil (CHEBI:8455) is a monochlorobenzenes (CHEBI:83403)
IUPAC Name 
N-(4-chlorophenyl)-N'-(propan-2-yl)imidodicarbonimidic diamide
INNs  Source
proguanilChemIDplus
proguanilumChemIDplus
Synonyms  Source
1-(p-chlorophenyl)-5-isopropylbiguanideChEBI
ChlorguanideChemIDplus
ChloroguanideKEGG COMPOUND
N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamideKEGG COMPOUND
N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamideKEGG COMPOUND
Manual XrefsDatabases
2282DrugCentral
C07631KEGG COMPOUND
D08428KEGG DRUG
DB01131DrugBank
HMDB0015263HMDB
LSM-2618LINCS
ProguanilWikipedia
Registry NumbersSources
Reaxys:2811599Reaxys
CAS:500-92-5KEGG COMPOUND
CAS:500-92-5ChemIDplus
Citations