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Sulfadimidine

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Revision as of 22:27, 26 December 2011 by Leyo (talk | contribs) (Further reading: link)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
Sulfamethazine
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • 4-amino-N-(4,6-dimethylpyrimidin-2-yl)
    benzenesulfonamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.315 Edit this at Wikidata
Chemical and physical data
FormulaC12H14N4O2S
Molar mass278.33 g/mol g·mol
3D model (JSmol)
SMILES
  • O=S(=O)(Nc1nc(cc(n1)C)C)c2ccc(N)cc2
InChI
  • InChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)
  • Key:ASWVTGNCAZCNNR-UHFFFAOYSA-N
  (what is this?)  (verify)

Sulfadimidine or sulfamethazine, is a sulfonamide antibacterial.

There are non-standardized abbreviations for it as "sulfadimidine" (abbreviated SDI and more commonly but less reliably SDD) and as "sulfamethazine" (abbreviated SMT and more commonly but less reliably SMZ). Other names include sulfadimerazine, sulfadimezine, and sulphadimethylpyrimidine.

Notes

  • ^a Abbreviations are not found in the databases (such as ChemDB, ChemIDplus, PubChem), but often seen in the published literature.
  • ^b "SDD" is not found in databases, but often seen in the published literature; it could however be confused with Tiferron/Sodium catechol sulfate (1,2-Dihydroxybenzene-3,5-disulfonic acid disodium Salt), uncommon but found officially abbreviated SDD in the ChemIDplus database.
  • ^c "SMZ" is not found in databases, but often seen in the published literature; it could however be confused with sulfamethoxazole, also seen abbreviated SMZ.

References

  1. ^ "Sulfadimidine" (in French). Banque de données automatisée sur les médicaments. 15 November 1999. Retrieved 14 September 2009.
  2. Romváry, A; Simon, F (1992). "Sulfonamide residues in eggs". Acta veterinaria Hungarica. 40 (1–2): 99–106. ISSN 0236-6290. PMID 1476095.
  3. Reddy; Jain, S. K.; Uppal, R. P. (1988). "Pharmacokinetic studies of sulphonamides in poultry". Indian Journal of Animal Sciences.
  4. Kamakura, K; Hasegawa, M; Koiguchi, S; Miyata, M; Okamoto, K; Narita, M; Hirahara, Y; Yamana, T; Tonogai, Y (1993). "Studies on the identification of sulfadimidine in pork by high performance liquid chromatography with photodiode array detector and gas chromatograph-mass spectrometry". Eisei Shikenjo hokoku. Bulletin of National Institute of Hygienic Sciences (111): 61–5. ISSN 0077-4715. PMID 7920569.
  5. Garg, SK; Ghosh, SS; Mathur, VS (1986). "Comparative pharmacokinetic study of four different sulfonamides in combination with trimethoprim in human volunteers". International journal of clinical pharmacology, therapy, and toxicology. 24 (1): 23–5. ISSN 0174-4879. PMID 3485584. {{cite journal}}: Unknown parameter |month= ignored (help)
  6. Peña, MS; Salinas, F; Mahedero, MC; Aaron, JJ (1994). "Solvent effect on the determination of sulfamethazine by room-temperature photochemically induced fluorescence". Talanta. 41 (2): 233–6. doi:10.1016/0039-9140(94)80113-4. ISSN 0039-9140. PMID 18965913. {{cite journal}}: Unknown parameter |month= ignored (help)
  7. Kaniou, S; Pitarakis, K; Barlagianni, I; Poulios, I (2005). "Photocatalytic oxidation of sulfamethazine". Chemosphere. 60 (3): 372–80. doi:10.1016/j.chemosphere.2004.11.069. ISSN 0045-6535. PMID 15924956. {{cite journal}}: Unknown parameter |month= ignored (help)
  8. Calvo, R; Sarabia, S; Carlos, R; Du Souich, P (1987). "Sulfamethazine absorption and disposition: effect of surgical procedures for gastroduodenal ulcers". Biopharmaceutics & drug disposition. 8 (2): 115–24. doi:10.1002/bdd.2510080203. ISSN 0142-2782. PMID 3593892. {{cite journal}}: Unknown parameter |month= ignored (help)
  9. De Liguoro, M; Fioretto, B; Poltronieri, C; Gallina, G (2009). "The toxicity of sulfamethazine to Daphnia magna and its additivity to other veterinary sulfonamides and trimethoprim". Chemosphere. 75 (11): 1519–24. doi:10.1016/j.chemosphere.2009.02.002. ISSN 0045-6535. PMID 19269673. {{cite journal}}: Unknown parameter |month= ignored (help)
  10. http://chem.sis.nlm.nih.gov/chemidplus/ProxyServlet?objectHandle=Search&actionHandle=getAll3DMViewFiles&nextPage=jsp%2Fcommon%2FChemFull.jsp%3FcalledFrom%3Dlite&chemid=000149451&formatType=_3D

Further reading

Antibacterials that inhibit nucleic acid (J01E, J01M)
Antifolates
(inhibit bacterial
purine metabolism,
thereby inhibiting
DNA and RNA
synthesis)
DHFR inhibitor
Sulfonamides
(DHPS inhibitor)
Short-acting
Intermediate-acting
Long-acting
Other/ungrouped
Combinations
Other DHPS inhibitors
Quinolones
(inhibit bacterial
topoisomerase
and/or DNA gyrase,
thereby inhibiting
DNA replication)
1st generation
Fluoroquinolones
2nd generation
3rd generation
4th generation
Veterinary
Newer non-fluorinated
Related (DG)
Anaerobic DNA
inhibitors
Nitroimidazole derivatives
RNA synthesis
Rifamycins/
RNA polymerase
Lipiarmycins


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