Chlorcycloguanil

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H13Cl2N5
Molecular Weight	286.16
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)N=C(N)N=C(N)N1C2=CC(Cl)=C(Cl)C=C2

InChI

InChIKey=FPULLBVUFHTKQQ-UHFFFAOYSA-N

InChI=1S/C11H13Cl2N5/c1-11(2)17-9(14)16-10(15)18(11)6-3-4-7(12)8(13)5-6/h3-5H,1-2H3,(H4,14,15,16,17)

HIDE SMILES / InChI

Description
Sources: https://www.who.int/medicines/publications/drugalerts/Alert_117_LapDap.pdf | https://www.ncbi.nlm.nih.gov/pubmed/13692484 | http://www.antimicrobe.org/drugpopup/chlorproguanil.htm

Chlorproguanil is a biguanide. Chlorproguanil is active against P. falciparum and P. malariae. Chlorproguanil acts by inhibition of dihydrofolate reductase after cytochrome P450-catalysed cyclization. Chlorproguanil combined with dapsone was developing for the treatment of falciparum malaria. The anti-malarial combination chloroproguanil and dapsone has been withdrawn following demonstration of post-treatment haemolytic anaemia in glucose-6-phosphate dehydrogenase (G6PD) deficient patients in a phase III clinical trial.

Originator

Approval Year

PubMed

Title	Date	PubMed
Chlorproguanil-dapsone for treatment of drug-resistant falciparum malaria in Tanzania.	2001 Oct 13	11675058
Mutations in dhfr in Plasmodium falciparum infections selected by chlorproguanil-dapsone treatment.	2002 Dec 15	12447777

Patents

Name

Type

Language

Chlorcycloguanil

Common Name

English

NSC-3877

Code

English

1-(3,4-DICHLOROPHENYL)-1,6-DIHYDRO-6,6-DIMETHYL-1,3,5-TRIAZINE-2,4-DIAMINE

Systematic Name

English

NSC-3077

Code

English

NSC-159729

Code

English

1,3,5-TRIAZINE-2,4-DIAMINE, 1-(3,4-DICHLOROPHENYL)-1,6-DIHYDRO-6,6-DIMETHYL-

Systematic Name

English

Code System Code Type Description

CAS

13344-99-5