Sulfafurazole: Difference between revisions

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	{{Drugbox		{{Drugbox
			\| Verifiedfields = changed
			\| verifiedrevid = 299115895
	\| IUPAC_name = 4-amino-''N''-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide		\| IUPAC_name = 4-amino-''N''-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
	\| image = Sulfafurazole.svg		\| image = Sulfafurazole.svg
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	\| PubChem = 5344		\| PubChem = 5344
	\| DrugBank = APRD00595		\| DrugBank = APRD00595
			\| KEGG_Ref = {{keggcite\|changed\|kegg}}
	\| KEGG = D00450		\| KEGG = D00450
	\| C=11 \| H=13 \| N=3 \| O=3 \| S=1		\| C=11 \| H=13 \| N=3 \| O=3 \| S=1

Revision as of 02:42, 20 January 2011

Pharmaceutical compound

Sulfafurazole
Clinical data

Pregnancy category	To be avoided within two months of term
Routes of administration	Oral
ATC code	J01EB05 (WHO) S01AB02 (WHO) QJ01EQ05 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Excretion	Excreted unchanged in urine
Identifiers
IUPAC name 4-amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
CAS Number	127-69-5
PubChem CID	5344
DrugBank	APRD00595
KEGG	D00450
CompTox Dashboard (EPA)	DTXSID6021292
ECHA InfoCard	100.004.418
Chemical and physical data
Formula	C₁₁H₁₃N₃O₃S
Molar mass	267.30 g/mol g·mol
3D model (JSmol)	Interactive image
SMILES CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N
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Sulfafurazole (INN, also known as sulfisoxazole) is a sulfonamide antibacterial with an oxazole substituent. It has antibiotic activity against a wide range of Gram-negative and Gram-positive organisms. It is sometimes given in combination with erythromycin or phenazopyridine. It is used locally in a 4% solution or ointment.

Antifolates
(inhibit bacterial
purine metabolism,
thereby inhibiting
DNA and RNA
synthesis)

Short-acting	Sulfaisodimidine Sulfamethizole Sulfadimidine (Sulfamethazine, Sulfadimerazine, Sulfadimezine) Sulfapyridine (Sulfasalazine) Sulfafurazole (Acetyl sulfisoxazole) Sulfanilamide Prontosil Sulfathiazole (Phthalylsulfathiazole, Succinylsulfathiazole) Sulfathiourea
Intermediate-acting	Sulfamethoxazole Sulfadiazine Sulfamoxole
Long-acting	Sulfadimethoxine Sulfadoxine Sulfalene Sulfametomidine Sulfametoxydiazine Sulfamethoxypyridazine Sulfaperin Sulfamerazine Sulfaphenazole Sulfamazone
Other/ungrouped	Mafenide Sulfacetamide Sulfaclozine Sulfadicramide Sulfaguanidine Sulfametrole Sulfanitran

Combinations

Other DHPS inhibitors

Quinolones
(inhibit bacterial
topoisomerase
and/or DNA gyrase,
thereby inhibiting
DNA replication)

2nd generation	Ciprofloxacin Ofloxacin Enoxacin Fleroxacin Lomefloxacin Nadifloxacin/Levonadifloxacin/Alalevonadifloxacin Norfloxacin Pefloxacin Rufloxacin
3rd generation	Levofloxacin Balofloxacin Grepafloxacin Pazufloxacin Sparfloxacin Temafloxacin Tosufloxacin
4th generation	Besifloxacin Delafloxacin Gatifloxacin Finafloxacin Gemifloxacin Moxifloxacin Clinafloxacin Garenoxacin Prulifloxacin Sitafloxacin Trovafloxacin/Alatrofloxacin
Veterinary	Danofloxacin Difloxacin Enrofloxacin Ibafloxacin Marbofloxacin Orbifloxacin Pradofloxacin Sarafloxacin

Newer non-fluorinated

Related (DG)

Nitroimidazole derivatives	Secnidazole

RNA synthesis

Rifamycins/ RNA polymerase	Rifampicin Rifabutin Rifapentine Rifaximin Rifalazil
Lipiarmycins	Fidaxomicin

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