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Revision as of 19:38, 10 August 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,081 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'DrugBank').← Previous edit Latest revision as of 15:34, 8 October 2024 edit undoJWBE (talk | contribs)Extended confirmed users10,129 edits removed Category:Anilines; added Category:4-Aminophenyl compounds using HotCat 
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{{short description|Chemical used to treat pulmonary issues}}
{{drugbox
{{Drugbox
| Verifiedfields = changed
| UNII_Ref = {{fdacite|changed|FDA}} | Watchedfields = changed
| verifiedrevid = 470472993
| UNII = T6BL4ZC15G
| IUPAC_name = 4-Amino-''N''-(3-methoxypyrazinyl)benzenesulfonamide
| verifiedrevid = 408901592
| image = Sulfalene2DCSD.svg
| IUPAC_name = 4-Amino-''N''-(3-methoxypyrazinyl)benzenesulfonamide
| width =
| image = sulfalene.png
| alt =
| image2 =
| width2 =
| drug_name =
| caption =
<!--Clinical data-->
| tradename = Eadazine, Kelfizina, Kelfizine W, Longum
| Drugs.com = {{drugs.com|international|sulfametopyrazine}}
| licence_EU = <!-- EMA requires brand name -->
| licence_US = <!-- FDA may use generic name -->
| DailyMedID = <!-- preference to licence_US -->
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category =
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
| legal_CA = <!-- OTC, Rx-only, Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL, P, POM, CD, CD Lic, CD POM, CD No Reg POM, CD (Benz) POM, CD (Anab) POM or CD Inv POM -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =
| 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 | access-date = 26 August 2011}}</ref>

<!--Pharmacokinetic data-->
| bioavailability =
| protein_bound = 60 to 80%<ref name="MIMS"/>
| metabolism =
| elimination_half-life = 60 to 65 hours<ref name="MIMS"/>
| excretion = ]<ref name="MIMS"/>

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 152-47-6
| CAS_supplemental =
| ATCvet =
| ATC_prefix = J01
| ATC_suffix = ED02
| ATC_supplemental = {{ATCvet|J01|EQ19}}
| PubChem = 9047
| PubChemSubstance =
| IUPHAR_ligand =
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00664
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 8695 | ChemSpiderID = 8695
| UNII_Ref = {{fdacite|correct|FDA}}
| 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)
| UNII = T6BL4ZC15G
| InChIKey = KXRZBTAEDBELFD-UHFFFAOYAH
| KEGG_Ref = {{keggcite|correct|kegg}}
| smiles = O=S(=O)(Nc1nccnc1OC)c2ccc(N)cc2
| KEGG = D01216
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
<!--Chemical data-->
| C=11 | H=12 | N=4 | O=3 | S=1
| SMILES = O=S(=O)(Nc1nccnc1OC)c2ccc(N)cc2
| 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)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = KXRZBTAEDBELFD-UHFFFAOYSA-N | StdInChIKey = KXRZBTAEDBELFD-UHFFFAOYSA-N
| synonyms = Sulfametopyrazine
| CAS_number = 152-47-6
| density =
| ATC_prefix = J01
| ATC_suffix = ED02 | melting_point =
| melting_high =
| PubChem = 9047
| melting_notes =
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| boiling_point =
| DrugBank = DB00664
| boiling_notes =
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D01216 | solubility =
| specific_rotation =
| C=11|H=12|N=4|O=3|S=1
| sec_combustion =
| molecular_weight = 280.304 g/mol
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category=
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =
| routes_of_administration =
}} }}


'''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>
'''Sulfalene''' is a ] ].


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}} {{Sulfonamides and trimethoprim}}


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{{antibiotic-stub}} {{antibiotic-stub}}

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