Sulfadimethoxine sodiumProduct ingredient for Sulfadimethoxine

Name
Sulfadimethoxine sodium
Drug Entry
Sulfadimethoxine

Sulfadimethoxine is a sulfonamide antibiotic. Sulfadimethoxine 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, although it is approved in some countries for use in humans. Sulfadimethoxine inhibits bacterial synthesis of folic acid (pteroylglutamic acid) from para-aminobenzoic acid. Sulfadimethoxine is approved in Russia for use in humans, including children, and has been successfully used there for more than 35 years. It is widely available in Russia as an over-the-counter drug manufactured by a number of Russian pharmaceutical companies.

In the US, sulfadimethoxine is one of the products that have been withdrawn or removed from the market after being found to be unsafe or not effective.1

Accession Number
DBSALT000956
Structure
Synonyms
Not Available
UNII
49DG2B481W
CAS Number
1037-50-9
Weight
Average: 332.31
Monoisotopic: 332.05552037
Chemical Formula
C12H13N4NaO4S
InChI Key
DQDZQHMCPDUUPC-UHFFFAOYSA-N
InChI
InChI=1S/C12H13N4O4S.Na/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;/q-1;+1
IUPAC Name
sodium 4-{[(2,6-dimethoxypyrimidin-4-yl)azanidyl]sulfonyl}aniline
SMILES
[Na+].COC1=CC([N-]S(=O)(=O)C2=CC=C(N)C=C2)=NC(OC)=N1
KEGG Compound
C18386
ChemSpider
64667
ChEBI
81722
ChEMBL
CHEMBL2107253
Predicted Properties
PropertyValueSource
Water Solubility1.72 mg/mLALOGPS
logP1.12ALOGPS
logP1.26Chemaxon
logS-2.3ALOGPS
pKa (Strongest Acidic)6.91Chemaxon
pKa (Strongest Basic)1.95Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area113.63 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity76.95 m3·mol-1Chemaxon
Polarizability30.13 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon