Sulfisomidine

Chemical compound

J01EB01 (WHO)

Pharmacokinetic dataMetabolismMinor acetylationExcretionRenal, 85%Identifiers

IUPAC name

4-amino-N-(2,6-dimethylpyrimidin-4-yl)
benzenesulfonamide

CAS Number

515-64-0^N

PubChem CID

5343

ChemSpider

5150^Y

UNII

W03L3ODK6E

KEGG

D01526^Y

ChEBI

CHEBI:32166^Y

ChEMBL

ChEMBL485696^Y

CompTox Dashboard (EPA)

DTXSID1046390

ECHA InfoCard100.007.460

Chemical and physical dataFormulaC₁₂H₁₄N₄O₂SMolar mass278.33 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

O=S(=O)(Nc1nc(nc(c1)C)C)c2ccc(N)cc2

InChI

InChI=1S/C12H14N4O2S/c1-8-7-12(15-9(2)14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)^Y
Key:YZMCKZRAOLZXAZ-UHFFFAOYSA-N^Y

^NY (what is this?) (verify)

Sulfisomidine (INN), also known as sulphasomidine (BAN until 2003),^[1] sulfamethin and sulfaisodimidine, is a sulfonamide antibacterial. It is closely related to sulfadimidine.

References

^ "Changing substance names from BANs to rINNs" (PDF). Archived from the original on 2005-08-27.{{cite web}}: CS1 maint: bot: original URL status unknown (link) (34.5 KiB). United Kingdom Medicines and Healthcare products Regulatory Agency (December 12, 2003). Retrieved on 2007-08-26 through Archive.org.

External links

Melander A, Bitzén PO, Olsson S (1982). "Therapeutic equivalence of sulfaisodimidine 2 g twice daily and 1 g four times daily in lower urinary tract infections". Acta Medica Scandinavica. 211 (5): 361–4. doi:10.1111/j.0954-6820.1982.tb01962.x. PMID 7051761.

Antibacterials that inhibit nucleic acid (J01E, J01M)

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

DHFR inhibitor

2,4-Diaminopyrimidine
- Brodimoprim
- Iclaprim^†
- Ormetoprim
- Pyrimethamine^#
- Tetroxoprim
- Trimethoprim^#

Sulfonamides
(DHPS inhibitor)

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

Trimethoprim/sulfamethoxazole^#
Ormetoprim/sulfadimethoxine
Pyrimethamine/dapsone
Pyrimethamine/sulfadoxine

Other DHPS inhibitors

Quinolones
(inhibit bacterial
topoisomerase
and/or DNA gyrase,
thereby inhibiting
DNA replication)

1st generation

Fluoroquinolones

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)

Aminocoumarins: Novobiocin

Anaerobic DNA
inhibitors

Nitroimidazole derivatives	Metronidazole^# Ornidazole Secnidazole Tinidazole
Nitrofuran derivatives	Furazolidone^‡ Nifuroxazide Nifurtoinol Nifurzide Nitrofurantoin^# Nitrofurazone