proguanil (CHEBI:8455)

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ChEBI Name	proguanil

ChEBI ID	CHEBI:8455

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C11H16ClN5

Net Charge

Average Mass

253.73100

Monoisotopic Mass

253.10942

InChI

InChI=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)

InChIKey

SSOLNOMRVKKSON-UHFFFAOYSA-N

SMILES

CC(C)NC(=N)NC(=N)Nc1ccc(Cl)cc1

Roles Classification
Biological Role(s):	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. 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).

Application(s):	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. (via biguanides )

ChEBI Ontology
Outgoing	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

Synonyms	Sources
1-(p-chlorophenyl)-5-isopropylbiguanide	ChEBI
Chlorguanide	ChemIDplus
Chloroguanide	KEGG COMPOUND
N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamide	KEGG COMPOUND
N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamide	KEGG COMPOUND

Last Modified

22 February 2017