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CHEBI:135029 - cycloguanil

ChEBI IDCHEBI:135029
ChEBI Namecycloguanil
Stars
DefinitionA triazine in which a 1,6-dihydro-1,3,5-triazine ring is substituted at N-1 by a 4-chlorophenyl group, at C-2 and -4 by amino groups and at C-6 by gem-dimethyl groups. A dihydrofolate reductase inhibitor, it is a metabolite of the antimalarial drug proguanil.
Last Modified21 June 2018
DownloadsMolfile
FormulaC11H14ClN5
Net Charge0
Average Mass251.721
Monoisotopic Mass251.09377
SMILESCC1(C)N=C(N)N=C(N)N1c1ccc(Cl)cc1
InChIInChI=1S/C11H14ClN5/c1-11(2)16-9(13)15-10(14)17(11)8-5-3-7(12)4-6-8/h3-6H,1-2H3,(H4,13,14,15,16)
InChIKeyQMNFFXRFOJIOKZ-UHFFFAOYSA-N
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.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
antifolate  An antimetabolite that impairs the action of folic acids
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).
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.
antiparasitic agent  A substance used to treat or prevent parasitic infections.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
ChEBI Ontology
Outgoing Relation(s)
cycloguanil (CHEBI:135029) has role antifolate (CHEBI:73913)
cycloguanil (CHEBI:135029) has role antiinfective agent (CHEBI:35441)
cycloguanil (CHEBI:135029) has role antimalarial (CHEBI:38068)
cycloguanil (CHEBI:135029) has role antiparasitic agent (CHEBI:35442)
cycloguanil (CHEBI:135029) has role antiprotozoal drug (CHEBI:35820)
cycloguanil (CHEBI:135029) has role EC 1.5.1.3 (dihydrofolate reductase) inhibitor (CHEBI:50683)
cycloguanil (CHEBI:135029) is a triazines (CHEBI:38102)
Incoming Relation(s)
cycloguanil hydrochloride (CHEBI:79772) has part cycloguanil (CHEBI:135029)
IUPAC Name 
1-(4-chlorophenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine
Synonyms  Source
1-(p-chlorophenyl)-4,6-diamino-2,2-dimethyl-1,2-dihydro-s-triazineChemIDplus
ChlorcycloguanilHMDB
Manual XrefsDatabases
1CYPDBeChem
754DrugCentral
HMDB0060974HMDB
Registry NumbersSources
Reaxys:229760Reaxys
CAS:516-21-2DrugCentral
CAS:516-21-2ChemIDplus
Citations