スルファジミジン
WordNet
- a sulfa drug used like sulfadiazine and also in veterinary medicine (同)sulfamezathine
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/08/07 18:35:24」(JST)
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Sulfamethazine
|
Systematic (IUPAC) name |
4-amino-N-(4,6-dimethylpyrimidin-2-yl)
benzenesulfonamide |
Clinical data |
AHFS/Drugs.com |
International Drug Names |
Legal status |
? |
Identifiers |
CAS number |
57-68-1 Y |
ATC code |
J01EB03 QJ01EQ03 QP51AG01 |
PubChem |
CID 5327 |
DrugBank |
DB01582 |
ChemSpider |
5136 Y |
UNII |
48U51W007F Y |
KEGG |
D02436 Y |
ChEBI |
CHEBI:102265 Y |
ChEMBL |
CHEMBL446 Y |
NIAID ChemDB |
027749 |
Chemical data |
Formula |
C12H14N4O2S |
Mol. mass |
278.33 g/mol |
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) Y
Key:ASWVTGNCAZCNNR-UHFFFAOYSA-N Y
|
Y (what is this?) (verify) |
Sulfadimidine or sulfamethazine is a sulfonamide antibacterial.
There are non-standardizeda abbreviations for it as "sulfadimidine" (abbreviated SDI[1][2] and more commonly but less reliablyb SDD[3][4]) and as "sulfamethazine" (abbreviated SMT[5][6] and more commonly but less reliablyc 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]
Further reading
- ChemDB. "Sulfamethazine", ChemDB, National Institute of Allergy and Infectious Diseases (NIAID), National Institutes of Health (NIH)
- Sulfadimidine in the ChemIDplus database
- PubChem. "Sulfamethazine - Substance Summary", PubChem, National Center for Biotechnology Information (NCBI), National Library of Medicine (NLM), National Institutes of Health (NIH)
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
- 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. |
- Cinoxacin‡
- Flumequine
- Nalidixic acid
- Oxolinic acid
- Pipemidic acid
- Piromidic acid
- Rosoxacin
|
|
Fluoro-
quinolones |
2nd g. |
- Ciprofloxacin#
- Enoxacin‡
- Fleroxacin‡
- Lomefloxacin
- Nadifloxacin
- Ofloxacin
- Norfloxacin
- Pefloxacin
- Rufloxacin
|
|
3rd g. |
- Balofloxacin
- Grepafloxacin‡
- Levofloxacin
- Pazufloxacin
- Sparfloxacin‡
- Temafloxacin‡
- Tosufloxacin
|
|
4th g. |
- Besifloxacin
- Clinafloxacin†
- Garenoxacin
- Gemifloxacin
- Moxifloxacin
- Gatifloxacin‡
- Sitafloxacin
- Trovafloxacin‡/Alatrofloxacin‡
- Prulifloxacin
|
|
Vet. |
- Danofloxacin
- Difloxacin
- Enrofloxacin
- Ibafloxacin
- Marbofloxacin
- Orbifloxacin
- Pradofloxacin
- Sarafloxacin
|
|
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
|
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
|
gr+f/gr+a (t)/gr-p (c)/gr-o
|
drug (J1p, w, n, m, vacc)
|
|
|
|
English Journal
- Spectral, thermal, and molecular modeling studies on the encapsulation of selected sulfonamide drugs in β-cyclodextrin nano-cavity.
- Bani-Yaseen AD1, Mo'ala A2.
- Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.Spectrochim Acta A Mol Biomol Spectrosc.2014 Oct 15;131:424-31. doi: 10.1016/j.saa.2014.04.136. Epub 2014 Apr 30.
- In the present work the inclusion complexation of three sulfonamide (SA) drugs, namely sulfisoxazole (SSX), sulfamethizole (SMZ), and Sulfamethazine (STM) with β-cyclodextrin (β-CD) has been investigated using UV-Vis spectroscopy, DSC, (1)H NMR spectroscopy, and molecular modeling methods. The bin
- PMID 24835946
- Invasive plant-derived biochar inhibits sulfamethazine uptake by lettuce in soil.
- Rajapaksha AU1, Vithanage M2, Lim JE3, Ahmed MB4, Zhang M5, Lee SS3, Ok YS6.
- Chemosphere.Chemosphere.2014 Sep;111:500-4. doi: 10.1016/j.chemosphere.2014.04.040. Epub 2014 May 22.
- Veterinary antibiotics are frequently detected in soils posing potential contamination of food crops. Sulfamethazine (SMT) uptake was investigated by lettuce (Lactuca sativa L.) grown in the soils treated with/without biochar derived from an invasive plant, burcucumber (Sicyos angulatus L.) (BBC700)
- PMID 24997958
- Miniaturized graphene-based pipette tip extraction coupled with liquid chromatography for the determination of sulfonamide residues in bovine milk.
- Yan H1, Sun N2, Liu S2, Row KH3, Song Y2.
- Food chemistry.Food Chem.2014 Sep 1;158:239-44. doi: 10.1016/j.foodchem.2014.02.089. Epub 2014 Feb 28.
- A miniaturized graphene-based pipette tip extraction (M-G-PTE) method coupled with liquid chromatography-ultraviolet detection was developed for rapid screening of sulfadimidine, sulfachloropyridazine, sulfamonomethoxine, and sulfachloropyrazine residues in bovine milk. Because of the large surface
- PMID 24731337
Japanese Journal
- 大阪府下で1995年から2003年に採取した畜水産食品中の残留合成抗菌剤
- 吉田 精作,田口 修三,田中 之雄
- 日本食品化学学会誌 12(1), 46-50, 2005-04-29
- … Sulfadimidine was detected in one (2.1 mg/kg) of 110 samples of domestic pork. …
- NAID 110007367312
- 大阪府下で1990年から1994年に採取した畜水産食品中の残留抗菌性物質
- 吉田 精作,田口 修三,住本 建夫,福島 成彦
- 衛生化学 42(2), 189-192, 1996-04-30
- … Sulfadimidine was detected in one (0.04 mg/kg) of 44 samples of imported pork. …
- NAID 110003642211
Related Links
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- World English Dictionary sulfadimidine (ˌsʌlfəˈdaɪmɪˌdiːn) —n US name: sulfamethazine an antibacterial sulfa drug used in human and veterinary medicine. It is effective against chlamydia, toxoplasma, and cocidia Collins English ...
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