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Sulfaphenazole

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Chemical compound

Pharmaceutical compound

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
PubChemCID	5335
DrugBank	DB06729^Y
ChemSpider	5144^Y
UNII	0J8L4V3F81
KEGG	D01954^Y
ChEMBL	ChEMBL1109^Y
CompTox Dashboard(EPA)	DTXSID2044131
ECHA InfoCard	100.007.624
Chemical and physical data
Formula	C₁₅H₁₄N₄O₂S
Molar mass	314.36 g·mol⁻¹
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 (orsulfafenazol) is asulfonamide antibacterial.^[1]

^Browne SG (1961). "Trial of a long-acting sulfonamide sulfaphenazole (Orisul, Ciba), in the treatment of leprosy".International Journal of Leprosy.29:502–5.PMID 13873771.

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/orDNA 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

v t e Ophthalmologicals:anti-infectives (S01A)
Antibiotics	amphenicols (Chloramphenicol Azidamfenicol) tetracyclines (Tetracycline Chlortetracycline Oxytetracycline) aminoglycosides (Dihydrostreptomycin Neomycin Framycetin Kanamycin Amikacin Tobramycin Gentamicin Netilmicin Micronomicin) macrolides (Erythromycin Natamycin) beta-lactams (Ampicillin Benzylpenicillin) polypeptides (Polymyxin B Tyrothricin) Rifamycin Fusidic acid
Sulfonamides	Sulfacetamide Sulfadicramide Sulfafenazol Sulfafurazole Sulfamethizole
Antivirals	Aciclovir Famciclovir Fomivirsen Ganciclovir Idoxuridine Interferon Trifluridine Vidarabine
Fluoroquinolones	Besifloxacin Ciprofloxacin Gatifloxacin Levofloxacin (+dexamethasone) Lomefloxacin Moxifloxacin Norfloxacin Ofloxacin Tosufloxacin
Other	Bibrocathol Chlorhexidine Dibrompropamidine Hexamidine Nitrofural Picloxydine Polihexanide Povidone-iodine Propamidine Resorcinol Sodium borate Sodium propionate

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