Sulfadimethoxine

Sulfadimethoxine
Systematic (IUPAC) name


4-Amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
Clinical data
AHFS/Drugs.com	FDA Professional Drug Information
Identifiers
CAS Number	122-11-2^Y
ATC code	J01ED02 (WHO) QJ01EQ09 QP51AG02
PubChem	CID 5323
DrugBank	DB06150^Y
ChemSpider	5132^Y
UNII	30CPC5LDEX^Y
KEGG	D01142^Y
ChEBI	CHEBI:32161^Y
ChEMBL	CHEMBL62193^Y
Chemical data
Formula	C₁₂H₁₄N₄O₄S
Molar mass	310.33 g/mol
SMILES COc1cc(nc(n1)OC)NS(=O)(=O)c2ccc(cc2)N
InChI InChI=1S/C12H14N4O4S/c1-19-11-7-10(14-12(15-11)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)^Y Key:ZZORFUFYDOWNEF-UHFFFAOYSA-N^Y
(verify)

Sulfadimethoxine (trade name Di-Methox, Albon) is a sulfonamide antibiotic. Albon is produced by Pfizer Animal Health and is available as an oral suspension, tablet or bolus. It is used to treat many infections including treatment of respiratory, urinary tract, enteric, and soft tissue infections. It is most frequently used in veterinary medicine. Sulfadimethoxine inhibits bacterial synthesis of folic acid (pteroylglutamic acid) from para-aminobenzoic acid. It is also commonly used for the treatment of coccidiosis in many species.^[1]

Sulfadimethoxine is approved in Russia for use in humans, including children, and has been successfully used there for more than 35 years.^[2] It is widely available in Russia as an over-the-counter drug manufactured by a number of Russian pharmaceutical companies.

Side Effects

Some side effects include:

Redness of the eye^[3]
Discharge from the eye
Other symptoms related to the eye
Bleeding
Vomiting and diarrhea
Increased thirst is common^[4]
Incessant itch

Animals should be kept well hydrated to prevent the formation of sulfa crystals in the animal's urine.

Uses

It can be used for:^[5]

metritis
tonsillitis
pharyngitis
pneumonia
pyometra
anal gland infections
dermatitis
wounds and abscesses
enteritis
salmonellosis
enteritis associated with coccidiosis in dogs

Actions

It has been shown to be effective against streptococci, klebsiella, proteus, shigella, staphylococci, escherichia, and salmonella.

Notes

External links

Antibacterials: nucleic acid inhibitors (J01E, J01M)

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

DHFR inhibitor

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

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

Trimethoprim/sulfamethoxazole^#

Topoisomerase
inhibitors/
quinolones/
(inhibits
DNA replication)

1st g.

Fluoro-
quinolones

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

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

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

Vet.	Danofloxacin Difloxacin Enrofloxacin Ibafloxacin Marbofloxacin Orbifloxacin Pradofloxacin Sarafloxacin

Newer non-fluorinated

Nemonoxacin

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 Rifalazil^§

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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