Sulfaphenazole

Chemical compound

Pharmaceutical compound

Sulfaphenazole
Clinical data
Skeletal formula of sulfaphenazole
Space-filling model of the sulfaphenazole molecule
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 ^checkY
ChemSpider	5144 ^checkY
UNII	0J8L4V3F81
KEGG	D01954 ^checkY
ChEMBL	ChEMBL1109 ^checkY
CompTox Dashboard (EPA)	DTXSID2044131 Edit this at Wikidata
ECHA InfoCard	100.007.624 Edit this at Wikidata
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^checkY Key:QWCJHSGMANYXCW-UHFFFAOYSA-N^checkY
^☒NcheckY (what is this?) (verify)

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

References

^ 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/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

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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