Sulfamethoxypyridazine

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Sulfamethoxypyridazine
Clinical data

AHFS/Drugs.com	International Drug Names
ATC code	J01ED05 (WHO) QJ01EQ15 (WHO)
Identifiers
IUPAC name 4-amino-N-(6-methoxypyridazin-3-yl)benzenesulfonamide
CAS Number	80-35-3^N
PubChem CID	5330
ChemSpider	5139^Y
UNII	T034E4NS2Z
KEGG	D02439^Y
ChEBI	CHEBI:102516^Y
ChEMBL	ChEMBL268869^Y
CompTox Dashboard (EPA)	DTXSID5023611
ECHA InfoCard	100.001.157
Chemical and physical data
Formula	C₁₁H₁₂N₄O₃S
Molar mass	280.30 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=S(=O)(Nc1nnc(OC)cc1)c2ccc(N)cc2
InChI InChI=1S/C11H12N4O3S/c1-18-11-7-6-10(13-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15)^Y Key:VLYWMPOKSSWJAL-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

Sulfamethoxypyridazine is a sulfonamide antibacterial.^[1]

It is prescribed for vaginal irritation, and severe acute thrush.

It is also used in the treatment of Dermatitis herpetiformis,^[2] where it is an alternative therapy to Dapsone.

Sulfamethoxypyridazine is supplied as 500mg tablets.

References

^ Boger WP, Gylfe JM, Strickland CS (November 1956). "Sulfamethoxypyridazine (Kynex), a new long-acting sulfonamide". Antibiotic Medicine & Clinical Therapy. 3 (6). New York, NY: 378–87. PMID 13363378.
^ Vilanova X, De Moragas JM (October 1959). "[Treatment of dermatitis herpetiformis (Duhring) and herpes gestationis with sulfamethoxypyridazine]". Actas Dermo-sifiliograficas (in Spanish). 50: 439–42. PMID 13842251.

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

Short-acting	Sulfaisodimidine Sulfamethizole Sulfadimidine 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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