CHEBI:135029 - cycloguanil

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ChEBI Name cycloguanil
ChEBI ID CHEBI:135029
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C11H14ClN5
Net Charge 0
Average Mass 251.716
Monoisotopic Mass 251.09377
InChI InChI=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)
InChIKey QMNFFXRFOJIOKZ-UHFFFAOYSA-N
SMILES C1(N(C(N)=NC(=N1)N)C2=CC=C(C=C2)Cl)(C)C
Roles Classification
Biological Role(s): 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).
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
Application(s): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
antiparasitic agent
A substance used to treat or prevent parasitic infections.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
1-(p-chlorophenyl)-4,6-diamino-2,2-dimethyl-1,2-dihydro-s-triazine ChemIDplus
Chlorcycloguanil HMDB
Manual Xrefs Databases
1CY PDBeChem
754 DrugCentral
HMDB0060974 HMDB
View more database links
Registry Numbers Types Sources
229760 Reaxys Registry Number Reaxys
229760 Beilstein Registry Number ChemIDplus
516-21-2 CAS Registry Number ChemIDplus
516-21-2 CAS Registry Number DrugCentral
Citations Waiting for Citations Types Sources
15228254 PubMed citation Europe PMC
29061131 PubMed citation Europe PMC
29882324 PubMed citation Europe PMC
6385887 PubMed citation Europe PMC
8494394 PubMed citation Europe PMC
9713549 PubMed citation Europe PMC
Last Modified
21 June 2018