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Revision as of 18:12, 9 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 447911783 of page Sulfalene for the Chem/Drugbox validation project (updated: '').  Latest revision as of 15:34, 8 October 2024 edit JWBE (talk | contribs)Extended confirmed users10,126 edits removed Category:Anilines; added Category:4-Aminophenyl compounds using HotCat 
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{{short description|Chemical used to treat pulmonary issues}}
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}}
{{Drugbox {{Drugbox
| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 444121406 | verifiedrevid = 470472993
| IUPAC_name = 4-Amino-''N''-(3-methoxypyrazinyl)benzenesulfonamide | IUPAC_name = 4-Amino-''N''-(3-methoxypyrazinyl)benzenesulfonamide
| image = sulfalene.png | image = Sulfalene2DCSD.svg
| width = | width =
| alt = | alt =
| image2 = | image2 =
| width2 = | width2 =
| drug_name =
| imagename = <!-- else may use drug_name -->
| drug_name = <!-- else may use imagename -->
| caption = | caption =

<!--Clinical data--> <!--Clinical data-->
| tradename = | tradename = Eadazine, Kelfizina, Kelfizine W, Longum
| Drugs.com = {{drugs.com|international|sulfametopyrazine}} | Drugs.com = {{drugs.com|international|sulfametopyrazine}}
| licence_EU = <!-- EMA requires brand name --> | licence_EU = <!-- EMA requires brand name -->
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| legal_status = | legal_status =
| dependency_liability = | dependency_liability =
| routes_of_administration = Oral<ref name="MIMS">{{cite web | url = http://www.cimsasia.com/USA/drug/info/sulfalene/?q = Sulphonamides&type = full | title = Sulfalene | work = MIMS Drug Information System | accessdate = 26 August 2011}}</ref> | routes_of_administration = Oral<ref name="MIMS">{{cite web | url = http://www.cimsasia.com/USA/drug/info/sulfalene/?q=Sulphonamides&type=full | title = Sulfalene | work = MIMS Drug Information System | access-date = 26 August 2011}}</ref>


<!--Pharmacokinetic data--> <!--Pharmacokinetic data-->
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<!--Identifiers--> <!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 152-47-6 | CAS_number = 152-47-6
| CAS_supplemental = | CAS_supplemental =
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| ATC_prefix = J01 | ATC_prefix = J01
| ATC_suffix = ED02 | ATC_suffix = ED02
| ATC_supplemental = | ATC_supplemental = {{ATCvet|J01|EQ19}}
| PubChem = 9047 | PubChem = 9047
| PubChemSubstance = | PubChemSubstance =
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| ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL_Ref = {{ebicite|correct|EBI}}

<!--Chemical data--> <!--Chemical data-->
| C=11 | H=12 | N=4 | O=3 | S=1 | C=11 | H=12 | N=4 | O=3 | S=1
| SMILES = O=S(=O)(Nc1nccnc1OC)c2ccc(N)cc2
| molecular_weight = 280.304 g/mol
| smiles = O=S(=O)(Nc1nccnc1OC)c2ccc(N)cc2
| InChI = 1/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-UHFFFAOYAH
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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) | StdInChI = 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)
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| sec_combustion = | sec_combustion =
}} }}

'''Sulfalene''' (], ]) or '''sulfametopyrazine''' (]) is a long-acting ] ] used for the treatment of ], ]s and ].<ref name="DrugBank">{{DrugBank|DB00664}}</ref><ref name = MD/> As of 2014 there were only two countries in which it is currently still marketed: ] and ].<ref name = MD>{{cite web|title=Sulfametopyrazine|work=Martindale: The Complete Drug Reference|publisher=Pharmaceutical Press|date=9 May 2013|access-date=28 March 2014| veditors = Brayfield A |url=http://www.medicinescomplete.com/mc/martindale/current/4920-k.htm}}</ref>

It was discovered by researchers at ] and first published in 1960 and was marketed as Kelfizina.<ref name="pmid5332105">{{cite journal | vauthors = Baruffa G | title = Clinical trials in Plasmodium falciparum malaria with a long-acting sulphonamide | journal = Transactions of the Royal Society of Tropical Medicine and Hygiene | volume = 60 | issue = 2 | pages = 222–4 | date = 1966 | pmid = 5332105 | doi = 10.1016/0035-9203(66)90030-7 }}</ref><ref>Per prior citation, the first publication: {{cite journal | vauthors = Camerino B, Palamidessi G | date = 1960 | title = Derivati della parazina II. Sulfonamdopir |language=it | journal = Gazz Chim Ital | volume = 90 | pages = 1802–1815 }}</ref>

==See also==
*]
== References ==
<references/>

{{Sulfonamides and trimethoprim}}

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{{antibiotic-stub}}