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Details

Stereochemistry ACHIRAL
Molecular Formula 2C11H13Cl2N5.C10H8O6S2
Molecular Weight 860.618
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4,6-DIAMINO-1-(3,4-DICHLOROPHENYL)-2,2-DIMETHYL-1,2-DIHYDRO-S-TRIAZINE HEMI-1,5-NAPHTHALENEDISULFONATE

SMILES

CC1(C)N=C(N)N=C(N)N1C2=CC=C(Cl)C(Cl)=C2.CC3(C)N=C(N)N=C(N)N3C4=CC=C(Cl)C(Cl)=C4.OS(=O)(=O)C5=CC=CC6=C(C=CC=C56)S(O)(=O)=O

InChI

InChIKey=DNXIQHJNRRKCOD-UHFFFAOYSA-N
InChI=1S/2C11H13Cl2N5.C10H8O6S2/c2*1-11(2)17-9(14)16-10(15)18(11)6-3-4-7(12)8(13)5-6;11-17(12,13)9-5-1-3-7-8(9)4-2-6-10(7)18(14,15)16/h2*3-5H,1-2H3,(H4,14,15,16,17);1-6H,(H,11,12,13)(H,14,15,16)

HIDE SMILES / InChI

Molecular Formula C11H13Cl2N5
Molecular Weight 286.16
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C10H8O6S2
Molecular Weight 288.297
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 The anti-malarial combination chloroproguanil and dapsone has been withdrawn following demonstration of post-treatment haemolytic anaemia in glucose-6-phosphate dehydrogenase (G6PD) deficient patients in a phase III clinical trial.

Approval Year

PubMed

PubMed

TitleDatePubMed
Molecular evidence of greater selective pressure for drug resistance exerted by the long-acting antifolate Pyrimethamine/Sulfadoxine compared with the shorter-acting chlorproguanil/dapsone on Kenyan Plasmodium falciparum.
2000 Jun
Chlorproguanil-dapsone for treatment of drug-resistant falciparum malaria in Tanzania.
2001 Oct 13
Mutations in dhfr in Plasmodium falciparum infections selected by chlorproguanil-dapsone treatment.
2002 Dec 15
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:41 GMT 2023
Edited
by admin
on Fri Dec 15 15:14:41 GMT 2023
Record UNII
Q7FW585AFF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4,6-DIAMINO-1-(3,4-DICHLOROPHENYL)-2,2-DIMETHYL-1,2-DIHYDRO-S-TRIAZINE HEMI-1,5-NAPHTHALENEDISULFONATE
Systematic Name English
4,6-DIAMINO-1-(3,4-DICHLOROPHENYL)-2,2-DIMETHYL-1,2-DIHYDRO-S-TRIAZINE, HEMI-1,5-NAPHTHALENEDISULFONATE SALT
Systematic Name English
Code System Code Type Description
CAS
6056-10-6
Created by admin on Fri Dec 15 15:14:42 GMT 2023 , Edited by admin on Fri Dec 15 15:14:42 GMT 2023
NON-SPECIFIC STOICHIOMETRY
PUBCHEM
134824506
Created by admin on Fri Dec 15 15:14:42 GMT 2023 , Edited by admin on Fri Dec 15 15:14:42 GMT 2023
PRIMARY
FDA UNII
Q7FW585AFF
Created by admin on Fri Dec 15 15:14:42 GMT 2023 , Edited by admin on Fri Dec 15 15:14:42 GMT 2023
PRIMARY