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{{Short description|Chemical compound}} |
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{{ref improve|date=August 2014}} |
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{{confused|sulfadiazine}} |
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{{cs1 config|name-list-style=vanc|display-authors=6}} |
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{{Drugbox |
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{{Drugbox |
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| Verifiedfields = changed |
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| Verifiedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 299115895 |
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| verifiedrevid = 408901459 |
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| IUPAC_name = 4-amino-''N''-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide |
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| IUPAC_name = 4-Amino-''N''-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide |
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| image = Sulfafurazole.svg |
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| image = Sulfafurazole.svg |
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| CAS_number = 127-69-5 |
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| ATC_prefix = J01 |
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<!--Clinical data--> |
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| ATC_suffix = EB05 |
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| tradename = |
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| ATC_supplemental = {{ATC|S01|AB02}} {{ATCvet|J01|EQ05}} |
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| Drugs.com = {{drugs.com|international|sulfafurazole}} |
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| PubChem = 5344 |
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| MedlinePlus = a601049 |
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| DrugBank = APRD00595 |
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| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> |
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| KEGG_Ref = {{keggcite|changed|kegg}} |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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| pregnancy_category = To be avoided within two months of term |
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| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled--> |
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| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII --> |
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| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C --> |
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| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> |
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| legal_status = Rx-only |
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| routes_of_administration = Oral |
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<!--Pharmacokinetic data--> |
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| bioavailability = |
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| protein_bound = |
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| metabolism = |
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| elimination_half-life = |
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| excretion = Excreted unchanged in urine |
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<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 127-69-5 |
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| ATC_prefix = J01 |
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| ATC_suffix = EB05 |
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| ATC_supplemental = {{ATC|S01|AB02}} {{ATCvet|J01|EQ05}} |
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| PubChem = 5344 |
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| DrugBank_Ref = {{drugbankcite|changed|drugbank}} |
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| DrugBank = DB00263 |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| UNII = 740T4C525W |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = D00450 |
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| KEGG = D00450 |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = 453 |
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| ChemSpiderID = 5151 |
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<!--Chemical data--> |
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| C=11 | H=13 | N=3 | O=3 | S=1 |
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| C=11 | H=13 | N=3 | O=3 | S=1 |
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| smiles = CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N |
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| molecular_weight = 267.30 g/mol |
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| StdInChI = 1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3 |
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| smiles = CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N |
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| StdInChIKey = NHUHCSRWZMLRLA-UHFFFAOYSA-N |
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| bioavailability = |
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| protein_bound = |
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| melting_point = 194 |
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| metabolism = |
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| elimination_half-life = |
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| excretion = Excreted unchanged in urine |
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| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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| pregnancy_category= To be avoided within two months of term |
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| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled--> |
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| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII --> |
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| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C --> |
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| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> |
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| legal_status = Rx-only |
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| routes_of_administration = Oral |
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}} |
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}} |
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'''Sulfafurazole''' (], also known as '''sulfisoxazole''') is a ] ] with a dimethyl-] substituent. It possesses antibiotic activity against a wide range of ] and ] organisms.<ref name = "Holmes_2017">{{cite book | vauthors = Holmes NE, Grauson ML | chapter = Sulfonamides | pages = 1571–1624 | veditors = Paterson DL, McCarthy JS, Mouton JW, Mills J, Grayson ML, Cosgrove SE, Crowe S, Hope W | title = Kucers' The Use of Antibiotics | edition = 7th | publisher = CRC Press | date = October 2017 | isbn = 978-1-4987-4796-7 }}</ref> It is sometimes given in combination with ] (see ]) or ]. It is used locally in a 4% solution or ointment. |
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==References== |
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'''Sulfafurazole''' (], also known as '''sulfisoxazole''') is a ] ] with an ] substituent. It has antibiotic activity against a wide range of ] and ] organisms. It is sometimes given in combination with ] or ]. It is used locally in a 4% solution or ointment. |
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{{Reflist}} |
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==External links== |
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==External links== |
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* {{MedlinePlusDrugInfo|medmaster|a601115}} |
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* {{MedlinePlusDrugInfo|medmaster|a601115}} |
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* {{DiseasesDB|30455}} |
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* {{DiseasesDB|30455}} |
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{{-}} |
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{{Sulfonamides and trimethoprim}} |
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{{Sulfonamides and trimethoprim}} |
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{{Ophthalmological anti-infectives}} |
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{{Xenobiotic-sensing receptor modulators}} |
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] |
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] |
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] |
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] |
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{{antibiotic-stub}} |
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{{antibiotic-stub}} |
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] |
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] |
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