From Wikipedia, the free encyclopedia
Chlorproguanil
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Names
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IUPAC name
1-[Amino-(3,4-dichloroanilino)methylidene]-2-propan-2-ylguanidine
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Identifiers
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ChemSpider
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ECHA InfoCard
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100.007.875
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UNII
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InChI=1S/C11H15Cl2N5/c1-6(2)16-10(14)18-11(15)17-7-3-4-8(12)9(13)5-7/h3-6H,1-2H3,(H5,14,15,16,17,18) NKey: ISZNZKHCRKXXAU-UHFFFAOYSA-N NInChI=1/C11H15Cl2N5/c1-6(2)16-10(14)18-11(15)17-7-3-4-8(12)9(13)5-7/h3-6H,1-2H3,(H5,14,15,16,17,18) Key: ISZNZKHCRKXXAU-UHFFFAOYAU
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Clc1ccc(NC(=N/C(=N/C(C)C)N)N)cc1Cl
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Properties
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C11H15Cl2N5
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Molar mass
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288.18 g/mol
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Chlorproguanil is an
antimalarial drug.
[1] In the late 90s and early 2000s, it was studied under collaboration with the UNICEF/UNDP/World Bank Special Program for Research and Training on Tropical Diseases and GlaxoSmithKline.
[2] It was a potential alternative to the preexisting
combination therapy of
chloroquine and
sulfadoxine/pyrimethamine, as malaria was showing
drug resistance to this approach.
[3] It has been trialled in combination therapy with
artesunate to treat
haemolysis after malaria treatment, however its development was prematurely stopped because of safety concerns secondary to its associated risk of
haemolytic anaemia in individuals with
glucose-6-phosphate dehydrogenase deficiency.
[4]
[1]
References
- ^
a
b Fanello, Caterina I.; Karema, Corine; Avellino, Pamela; Bancone, Germana; Uwimana, Aline; Lee, Sue J.; d'Alessandro, Umberto; Modiano, David (2008).
"High Risk of Severe Anaemia after Chlorproguanil-Dapsone+Artesunate Antimalarial Treatment in Patients with G6PD (A-) Deficiency". PLOS ONE. 3 (12): e4031.
Bibcode:
2008PLoSO...3.4031F.
doi:
10.1371/journal.pone.0004031.
PMC
2603295.
PMID
19112496.
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^ Ridley, Robert G. (December 2004).
"Research on infectious diseases requires better coordination". Nature Medicine. 10 (12): S137–S140.
doi:
10.1038/nm1153.
ISSN
1546-170X.
PMC
7095967.
PMID
15577932.
S2CID
15045454.
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^ Bukirwa, H; Critchley, J (2003-07-21),
"Chlorproguanil-dapsone for treating uncomplicated malaria", The Cochrane Database of Systematic Reviews, Chichester, UK: John Wiley & Sons, Ltd,
doi:
10.1002/14651858.cd004387, retrieved 2023-12-08
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^ Van Malderen, Carine; Van Geertruyden, Jean-Pierre; Machevo, Sonia; González, Raquel; Bassat, Quique; Talisuna, Ambrose; Yeka, Adoke; Nabasumba, Carolyn; Piola, Patrice; Daniel, Atwine; Turyakira, Eleanor; Forret, Pascale; Van Overmeir, Chantal; Van Loen, Harry; Robert, Annie (30 April 2012).
"Glucose-6-phosphate dehydrogenase deficiency, chlorproguanil-dapsone with artesunate and post-treatment haemolysis in African children treated for uncomplicated malaria". Malaria Journal. 11 (1): 139.
doi:
10.1186/1475-2875-11-139.
ISSN
1475-2875.
PMC
3393623.
PMID
22546009.
See also