Cycloguanil

Cycloguanil

Systematic (IUPAC) name
1-(4-chlorophenyl)-6,6-dimethyl-1,3,5-triazine-2,4-diamine
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	516-21-2
ATC code	P01BB02
PubChem	CID 9049
ChemSpider	8697 Y
UNII	26RM326WVN Y
ChEMBL	CHEMBL747 Y
Chemical data
Formula	C11H14ClN5
Mol. mass	251.715 g/mol
SMILES	eMolecules & PubChem
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) Y Key:QMNFFXRFOJIOKZ-UHFFFAOYSA-N Y
Y(what is this?)  (verify)

Cycloguanil is a dihydrofolate reductase inhibitor,^[1] and is a metabolite of the antimalarial drug proguanil; its formation in vivo has been thought to be primarily responsible for the antimalarial activity of proguanil^[2]. However, more recent work has indicated that, while proguanil is synergistic with the drug atovaquone (as in the combination Malarone), cycloguanil is in fact antagonistic to the effects of atovaquone, suggesting that, unlike cycloguanil, proguanil may have an alternative mechanism of antimalarial action besides dihydrofolate reductase inhibition.^[3]

Although cycloguanil is not currently in general use as an antimalarial, the continuing development of resistance to current antimalarial drugs has led to renewed interest in studying the use of cycloguanil in combination with other drugs.^[4]

References

1. ^ Srivastava IK, Vaidya AB (June 1999). "A mechanism for the synergistic antimalarial action of atovaquone and proguanil". Antimicrob. Agents Chemother. 43 (6): 1334–9. PMC 89274. PMID 10348748. http://aac.asm.org/cgi/pmidlookup?view=long&pmid=10348748. 
2. ^ Watkins, W. ; S. (Jun 1984). "The activity of proguanil and its metabolites, cycloguanil and p-chlorophenylbiguanide, against Plasmodium falciparum in vitro" (Free full text). Annals of Tropical Medicine and Parasitology 78 (3): 273–278. ISSN 0003-4983. PMID 6385887. http://toxnet.nlm.nih.gov/cgi-bin/sis/search/r?dbs+hsdb:@term+@rn+54-05-7.  edit
3. ^ Thapar, M. ; G. (May 2003). "Pharmacodynamic interactions among atovaquone, proguanil and cycloguanil against Plasmodium falciparum in vitro". Transactions of the Royal Society of Tropical Medicine and Hygiene 97 (3): 331–337. doi:10.1016/S0035-9203(03)90162-3. ISSN 0035-9203. PMID 15228254.  edit
4. ^ Walzer, P. ; F. (Jul 1993). "Synergistic combinations of Ro 11-8958 and other dihydrofolate reductase inhibitors with sulfamethoxazole and dapsone for therapy of experimental pneumocystosis". Antimicrobial Agents and Chemotherapy 37 (7): 1436–1443. ISSN 0066-4804. PMC 187990. PMID 8363372. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=187990.  edit

This antiinfective drug article is a stub. You can help Wikipedia by expanding it.v · Categories: Antimalarial agents Triazines Guanidines Organochlorides Antiinfective agent stubs Wikimedia Foundation. 2010. Игры ⚽ Нужно решить контрольную? Duckhorn Vineyards Erich Brabec Look at other dictionaries: cycloguanil pamoate — A long acting antimalarial agent that prevents the growth or survival of the pre erythrocytic and erythrocytic parasites …   Medical dictionary Paludrine — Strukturformel Allgemeines Freiname Proguanil Andere Namen …   Deutsch Wikipedia Proguanil — Strukturformel Allgemeines Freiname Proguanil …   Deutsch Wikipedia Antimalarial drug — Antimalarial drugs are designed to prevent or cure malaria. Some antimalarial agents, particularly chloroquine and hydroxychloroquine, are also used in the treatment of rheumatoid arthritis and lupus associated arthritis. There are many of these… …   Wikipedia ATC code P01 — A section of the Anatomical Therapeutic Chemical Classification System.P Antiparasitic products, insecticides and repellentsP01A Agents against amoebiasis and other protozoal diseasesP01AA Hydroxyquinoline derivatives:P01AA01… …   Wikipedia sulfalene — A very long acting sulfonamide that enhances, as do other sulfonamides and sulfones, the effectiveness of antimalarial agents such as pyrimethamine, chloroguanide, or cycloguanil …   Medical dictionary Cyclofenil — Not to be confused with Cycloguanil. Cyclofenil Systematic (IUPAC) name [4 [(4 acetoxyphenyl) cyclohexylidene methyl]phenyl] acetate Clinical data …   Wikipedia Atovaquone/proguanil — Combination of Atovaquone Antimalarial medication Proguanil Antimalarial medication Clinical data AHFS/Drugs.com …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”