Sulfametrole

Chemical compound

Pharmaceutical compound

Sulfametrole
Clinical data
Skeletal formula of sulfametrole
Space-filling model of the sulfametrole molecule
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	J01EE03 (WHO ) (with trimethoprim)
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name 4-amino-N-(4-methoxy-1,2,5-thiadiazol-3-yl)benzenesulfonamide
CAS Number	32909-92-5
PubChem CID	64939
ChemSpider	58466
UNII	F5AK41IPQG
KEGG	D08541 ^checkY
ChEBI	CHEBI:88258 ^checkY
CompTox Dashboard (EPA)	DTXSID40865655 Edit this at Wikidata
ECHA InfoCard	100.046.611 Edit this at Wikidata
Chemical and physical data
Formula	C₉H₁₀N₄O₃S₂
Molar mass	286.32 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COc1c(nsn1)NS(=O)(=O)c2ccc(cc2)N
InChI InChI=1S/C9H10N4O3S2/c1-16-9-8(11-17-12-9)13-18(14,15)7-4-2-6(10)3-5-7/h2-5H,10H2,1H3,(H,11,13) Key:IZOYMGQQVNAMHS-UHFFFAOYSA-N
(verify)

Sulfametrole (INN) is a sulfonamide antibacterial.

It can be given with trimethoprim.^[1]

References

^ Plummer FA, Nsanze H, D'Costa LJ, et al. (July 1983). "Single-dose therapy of chancroid with trimethoprim-sulfametrole". N. Engl. J. Med. 309 (2): 67–71. doi:10.1056/NEJM198307143090202. PMID 6343878.

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 ^‡