Sulfadimidine

Sulfamethazine
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01EB03 (WHO) QJ01EQ03 (WHO) QP51AG01 (WHO);
Identifiers
	IUPAC name 4-amino-N-(4,6-dimethylpyrimidin-2-yl); benzenesulfonamide;
CAS Number	57-68-1 ;
PubChem CID	5327;
DrugBank	DB01582 ;
ChemSpider	5136 ;
UNII	48U51W007F;
KEGG	D02436 ;
ChEBI	CHEBI:102265 ;
ChEMBL	ChEMBL446 ;
NIAID ChemDB	027749;
CompTox Dashboard (EPA)	DTXSID6021290 ;
ECHA InfoCard	100.000.315
Chemical and physical data
Formula	C12H14N4O2S
Molar mass	278.33 g/mol g·mol−1
3D model (JSmol)	Interactive image;
Melting point	176 °C (349 °F)
	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 ;
	(verify)

Sulfadimidine or sulfamethazine is a sulfonamide antibacterial.

There are non-standardized^a abbreviations for it as "sulfadimidine" (abbreviated SDI^[1]^[2] and more commonly but less reliably^b SDD^[3]^[4]) and as "sulfamethazine" (abbreviated SMT^[5]^[6] and more commonly but less reliably^c SMZ^[7]^[8]). 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.^{[citation needed]}
^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.^[9]
^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.^{[citation needed]}

References

^ Romváry, A; Simon, F (1992). "Sulfonamide residues in eggs". Acta veterinaria Hungarica. 40 (1–2): 99–106. ISSN 0236-6290. PMID 1476095.
^ Reddy; Jain, S. K.; Uppal, R. P. (1988). "Pharmacokinetic studies of sulphonamides in poultry". Indian Journal of Animal Sciences.
^ Kamakura, K; Hasegawa, M; Koiguchi, S; Miyata, M; Okamoto, K; Narita, M; Hirahara, Y; Yamana, T; et al. (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.
^ Garg, SK; Ghosh, SS; Mathur, VS (Jan 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.
^ Peña, MS; Salinas, F; Mahedero, MC; Aaron, JJ (Feb 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.
^ Kaniou, S; Pitarakis, K; Barlagianni, I; Poulios, I (Jul 2005). "Photocatalytic oxidation of sulfamethazine". Chemosphere. 60 (3): 372–80. doi:10.1016/j.chemosphere.2004.11.069. ISSN 0045-6535. PMID 15924956.
^ Calvo, R; Sarabia, S; Carlos, R; Du Souich, P (Mar 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.
^ De Liguoro, M; Fioretto, B; Poltronieri, C; Gallina, G (Jun 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.
^ http://chem.sis.nlm.nih.gov/chemidplus/ProxyServlet?objectHandle=Search&actionHandle=getAll3DMViewFiles&nextPage=jsp%2Fcommon%2FChemFull.jsp%3FcalledFrom%3Dlite&chemid=000149451&formatType=_3D^{[dead link‍]}

Notes

References

Further reading