For research use only. Not for therapeutic Use.
Sulfamethoxypyrazine（Cat No.:R058626）is a long-acting sulfonamide antibiotic primarily used in combination with other agents to treat and prevent malaria and various bacterial infections. It works by inhibiting dihydropteroate synthase, an enzyme essential for folic acid synthesis in parasites and bacteria, effectively halting their growth. Known for its slow elimination rate, sulfamethoxypyrazine allows for prolonged therapeutic action, making it valuable in combination therapies for malaria, often alongside pyrimethamine. Its extended activity and targeted mechanism contribute to effective infection control in malaria-endemic regions, supporting both prophylactic and therapeutic applications.
| Catalog Number | R058626 |
| CAS Number | 152-47-6 |
| Synonyms | 4-Amino-N-(3-methoxypyrazinyl)-benzenesulfonamide; N1-(3-Methoxypyrazinyl)-sulfanilamide; 2-Methoxy-3-sulfanilamidopyrazine; 2-Sulfanilamido-3-methoxypyrazine; 3-Methoxy-2-sulfanilamidopyrazine; 3-Methoxy-2-sulfapyrazine; 3-Methoxypyrazine Sulfanilam |
| Molecular Formula | C₁₁H₁₂N₄O₃S |
| Purity | ≥95% |
| Storage | -20°C |
| IUPAC Name | 4-amino-N-(3-methoxypyrazin-2-yl)benzenesulfonamide |
| InChI | InChI=1S/C11H12N4O3S/c1-18-11-10(13-6-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15) |
| InChIKey | KXRZBTAEDBELFD-UHFFFAOYSA-N |
| SMILES | COC1=NC=CN=C1NS(=O)(=O)C2=CC=C(C=C2)N |
| Reference | </br>1:Efficacy of artesunate + sulfamethoxypyrazine/pyrimethamine versus praziquantel in the treatment of Schistosoma haematobium in children. Sissoko MS, Dabo A, Traoré H, Diallo M, Traoré B, Konaté D, Niaré B, Diakité M, Kamaté B, Traoré A, Bathily A, Tapily A, Touré OB, Cauwenbergh S, Jansen HF, Doumbo OK.PLoS One. 2009 Oct 5;4(10):e6732. doi: 10.1371/journal.pone.0006732. PMID: 19802383 Free PMC Article</br>2:Artesunate plus sulfamethoxypyrazine/pyrimethamine for the treatment of cutaneous leishmaniasis: a double-blind, placebo-controlled clinical trial. Adam I, Hagelnur AA.Int J Antimicrob Agents. 2009 Oct;34(4):380-1. doi: 10.1016/j.ijantimicag.2009.03.013. Epub 2009 May 5. No abstract available. PMID: 19409761 </br>3:Single-day, three-dose treatment with fixed dose combination artesunate/sulfamethoxypyrazine/pyrimethamine to cure Plasmodium falciparum malaria. Penali LK, Jansen FH.Int J Infect Dis. 2008 Jul;12(4):430-7. doi: 10.1016/j.ijid.2007.12.006. Epub 2008 Mar 17. PMID: 18343702 Free Article</br>4:The antischistosomal efficacies of artesunate-sulfamethoxypyrazine-pyrimethamine and artemether-lumefantrine administered as treatment for uncomplicated, Plasmodium falciparum malaria. Adam I, Elhardello OA, Elhadi MO, Abdalla E, Elmardi KA, Jansen FH.Ann Trop Med Parasitol. 2008 Jan;102(1):39-44. doi: 10.1179/136485908X252214. PMID: 18186976 </br>5:Comparison of different artemisinin-based combinations for the treatment of Plasmodium falciparum malaria in children in Kigali, Rwanda, an area of resistance to sulfadoxine-pyrimethamine: artesunate plus sulfadoxine/pyrimethamine versus artesunate plus sulfamethoxypyrazine/pyrimethamine. Rulisa S, Gatarayiha JP, Kabarisa T, Ndayisaba G.Am J Trop Med Hyg. 2007 Oct;77(4):612-6. PMID: 17978058 </br>6:A randomized trial of artesunate-sulfamethoxypyrazine-pyrimethamine versus artemether-lumefantrine for the treatment of uncomplicated Plasmodium falciparum malaria in Mali. Sagara I, Dicko A, Djimde A, Guindo O, Kone M, Tolo Y, Thera MA, Sogoba M, Fofana M, Ouattara A, Sissoko M, Jansen HF, Doumbo OK.Am J Trop Med Hyg. 2006 Oct;75(4):630-6. PMID: 17038684 </br>7:Simultaneous quantitative analysis of the antimalarials pyrimethamine and sulfamethoxypyrazine in plasma samples using liquid chromatography/tandem mass spectrometry. Storme ML, Jansen FH, Goeteyn W, Van Bocxlaer JF.Rapid Commun Mass Spectrom. 2006;20(19):2947-53. PMID: 16952211 </br>8:A fixed-dose 24-hour regimen of artesunate plus sulfamethoxypyrazine-pyrimethamine for the treatment of uncomplicated Plasmodium falciparum malaria in eastern Sudan. Adam I, Magzoub M, Osman ME, Khalil IF, Alifrangis M, Elmardi KA.Ann Clin Microbiol Antimicrob. 2006 Aug 26;5:18. PMID: 16934158 Free PMC Article</br>9:[Continuous treatment with trimethoprim-sulfamethoxypyrazine of immunocompromised patients]. González B, Boldrini G.Rev Chil Pediatr. 1987 Nov-Dec;58(6):449-54. Spanish. No abstract available. PMID: 3506213 </br>10:Structural changes of Toxoplasma gondii bradyzoites and cysts following therapy with sulfamethoxypyrazine-pyrimethamine: studies by light and electron microscopy. Consequences for chemotherapy. Werner H, Matuschka FR, Brandenburg I.Zentralbl Bakteriol Orig A. 1979 Oct;245(1-2):240-53. PMID: 44617 |
