Sulfaphenazole

Sulfaphenazole
Clinical data


AHFS/Drugs.com	International Drug Names
ATC code	J01ED08 (WHO) S01AB05 (WHO) QJ01EQ08 (WHO)
Identifiers
IUPAC name 4-amino-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide
CAS Number	526-08-9^N
PubChem CID	5335
DrugBank	DB06729^Y
ChemSpider	5144^Y
UNII	0J8L4V3F81
KEGG	D01954^Y
ChEMBL	CHEMBL1109^Y
ECHA InfoCard	100.007.624
Chemical and physical data
Formula	C₁₅H₁₄N₄O₂S
Molar mass	314.363 g/mol
3D model (JSmol)	Interactive image
SMILES O=S(=O)(c1ccc(N)cc1)Nc3ccnn3c2ccccc2
InChI InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2^Y Key:QWCJHSGMANYXCW-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

Sulfaphenazole (or sulfafenazol) is a sulfonamide antibacterial.^[1]

References

↑ Browne, S. G. (1961). "Trial of a long-acting sulfonamide sulfaphenazole (Orisul, Ciba), in the treatment of leprosy". International Journal of Leprosy. 29: 502–505. PMID 13873771.

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

Short- acting	Sulfaisodimidine Sulfamethizole Sulfadimidine Sulfapyridine Sulfafurazole Sulfanilamide Prontosil Sulfathiazole Sulfathiourea
Intermediate- acting	Sulfamethoxazole Sulfadiazine^# Sulfamoxole
Long- acting	Sulfadimethoxine Sulfadoxine Sulfalene Sulfametomidine Sulfametoxydiazine Sulfamethoxypyridazine Sulfaperin Sulfamerazine Sulfaphenazole Sulfamazone
Other/ungrouped	Sulfacetamide Sulfadicramide Sulfametrole Sulfanitran

Combinations

Other DHPS inhibitors

Fluoro-
quinolones

2nd g.	Ciprofloxacin^# Ofloxacin Enoxacin^‡ Fleroxacin^‡ Lomefloxacin^‡ Nadifloxacin^‡ Norfloxacin^‡ Pefloxacin^‡ Rufloxacin^‡
3rd g.	Levofloxacin^# Balofloxacin^‡ Grepafloxacin^‡ Pazufloxacin^‡ Sparfloxacin^‡ Temafloxacin^‡ Tosufloxacin^‡
4th g.	Besifloxacin Gatifloxacin Finafloxacin Gemifloxacin Moxifloxacin Clinafloxacin^† Garenoxacin^‡ Prulifloxacin^‡ Sitafloxacin^‡ Trovafloxacin^‡/Alatrofloxacin^‡
Vet.	Danofloxacin Difloxacin Enrofloxacin Ibafloxacin Marbofloxacin Orbifloxacin Pradofloxacin Sarafloxacin

Newer non-fluorinated

Related (DG)

Nitro- imidazole derivatives	Metronidazole^# Tinidazole Ornidazole
Nitrofuran derivatives	Nitrofurantoin^# Furazolidone^‡ Nifurtoinol

RNA synthesis

Rifamycins/ RNA polymerase	Rifampicin^# Rifabutin^# Rifapentine^# Rifaximin Rifalazil^§

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