Sulfametoxydiazine

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Sulfametoxydiazine

Systematic (IUPAC) name
4-amino-N-(5-methoxy-2-pyrimidinyl)benzenesulfonamide
Clinical data
Legal status	?
Identifiers
CAS number	651-06-9^N
ATC code	J01ED04
PubChem	CID 5326
ChemSpider	5135^Y
UNII	3L179F09D6^Y
KEGG	D02517^Y
ChEBI	CHEBI:53727^Y
ChEMBL	CHEMBL1200359^N
NIAID ChemDB	008164
Chemical data
Formula	C₁₁H₁₂N₄O₃S
Mol. mass	280.303 g/mol
SMILES O=S(=O)(Nc1ncc(OC)cn1)c2ccc(N)cc2
InChI InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)^Y Key:GPTONYMQFTZPKC-UHFFFAOYSA-N^Y
N (what is this?) (verify)

Sulfametoxydiazine (INN) or sulfamethoxydiazine (USAN: sulfameter) is a long-acting sulfonamide antibacterial. It is used as a leprostatic agent and in the treatment of urinary tract infections.

Antibacterials: nucleic acid inhibitors (J01E, J01M)

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

Sulfonamides
(DHPS inhibitor)

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

Combinations

1st g.

Fluoro-
quinolones

2nd g.	Ciprofloxacin^# Enoxacin^‡ Fleroxacin^‡ Lomefloxacin Nadifloxacin Ofloxacin Norfloxacin Pefloxacin Rufloxacin

3rd g.	Balofloxacin Grepafloxacin^‡ Levofloxacin Pazufloxacin Sparfloxacin^‡ Temafloxacin^‡ Tosufloxacin

4th g.	Besifloxacin Clinafloxacin^† Garenoxacin Gemifloxacin Moxifloxacin Gatifloxacin^‡ Sitafloxacin Trovafloxacin^‡/Alatrofloxacin^‡ Prulifloxacin

Vet.	Danofloxacin Difloxacin Enrofloxacin Ibafloxacin Marbofloxacin Orbifloxacin Pradofloxacin Sarafloxacin

Related (DG)	Aminocoumarins: Novobiocin

Anaerobic DNA
inhibitors

Nitro- imidazole derivatives	Metronidazole^# Tinidazole Ornidazole

Nitrofuran derivatives	Nitrofurantoin^# Furazolidone^‡ Nifurtoinol

RNA synthesis

Rifamycins/ RNA polymerase	Rifampicin^# Rifabutin Rifapentine Rifaximin

bact (clas)

gr+f/gr+a (t)/gr-p (c)/gr-o

drug (J1p, w, n, m, vacc)

Antimycobacterials, including tuberculosis treatment and leprostatic agents (J04)

Rifamycins/ RNA polymerase inhibitor	Rifampicin^# Rifabutin Rifapentine

Antifolates/DSI	Dapsone^# Acedapsone Aldesulfone sodium

ASA	4-Aminosalicylic acid^# (Calcium aminosalicylate Sodium aminosalicylate)

Aminoglycosides	Amikacin^# Capreomycin^# Kanamycin^# Streptomycin^#

Oxazolidone	Linezolid

Peptidoglycan layer	Alanine analogue: Cycloserine^#

Arabinogalactan layer	Ethylenediamine/arabinosyltransferase inhibitor: Ethambutol^# SQ109^†

Mycolic acid layer	Hydrazides/mycolic acid synth. inhibition: Isoniazid^# Thiocarbamides: Ethionamide^# Prothionamide Thiocarlide

Other/unknown

Combinations

bact (clas)

gr+f/gr+a (t)/gr-p (c)/gr-o

drug (J1p, w, n, m, vacc)

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