Sulfamethizole

Sulfamethizole: Sulfamethizole

Systematic (IUPAC) name

4-amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)- benzenesulfonamide

Clinical data

AHFS/Drugs.com Micromedex Detailed Consumer Information

MedlinePlus a682231

Pregnancy cat. ?

Legal status ?

Pharmacokinetic data

Protein binding 98–99%

Half-life 3–8 hours

Identifiers

CAS number 144-82-1^Y

ATC code B05CA04 D06BA04 J01EB02 S01AB01 QJ01EQ02

PubChem CID 5328

DrugBank APRD00684

ChemSpider 5137^Y

UNII 25W8454H16^Y

KEGG D00870^Y

ChEBI CHEBI:9331^N

ChEMBL CHEMBL1191^Y

Chemical data

Formula C₉H₁₀N₄O₂S₂

Mol. mass 270.333 g/mol

SMILES eMolecules & PubChem

InChI

InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)^Y
Key:VACCAVUAMIDAGB-UHFFFAOYSA-N^Y

N(what is this?) (verify)

Sulfamethizole is a sulfonamide antibiotic.

External links

Ratanajamit C, Skriver M, Nørgaard M, Jepsen P, Schønheyder H, Sørensen H (2003). "Adverse pregnancy outcome in users of sulfamethizole during pregnancy: a population-based observational study.". J Antimicrob Chemother 52 (5): 837–41. doi:10.1093/jac/dkg438. PMID 14519675.

Kerrn M, Frimodt-Møller N, Espersen F (2003). "Effects of Sulfamethizole and Amdinocillin against Escherichia coli Strains (with Various Susceptibilities) in an Ascending Urinary Tract Infection Mouse Model". Antimicrob Agents Chemother 47 (3): 1002–9. doi:10.1128/AAC.47.3.1002-1009.2003. PMC 149286. PMID 12604534. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=149286.

Watanabe H, Hastings J (1990). "Inhibition of bioluminescence in Photobacterium phosphoreum by sulfamethizole and its stimulation by thymine". Biochim Biophys Acta 1017 (3): 229–34. doi:10.1016/0005-2728(90)90189-B. PMID 2372557.

v · d · eAntibiotics and chemotherapeutics for dermatological use (D06)

Antibiotics

Tetracycline and derivatives

Demeclocycline • Chlortetracycline • Oxytetracycline • Tetracycline

Others

Amphenicol: Chloramphenicol

Aminoglycosides: Neomycin • Gentamicin • Amikacin

Quinolone: Nadifloxacin

Streptogramin: Virginiamycin

Rifamycin: Rifaximin
other: Fusidic acid • Bacitracin • Tyrothricin • Mupirocin

Chemotherapeutics

Sulfonamides

Silver sulfadiazine • Sulfathiazole • Mafenide • Sulfamethizole • Sulfanilamide • Sulfamerazine

Antivirals

Aciclovir • Penciclovir • Idoxuridine • Edoxudine

Imiquimod/Resiquimod • Podophyllotoxin
Docosanol • Tromantadine • Inosine • Lysozyme • Ibacitabine

Other

Metronidazole

M: INT, SF, LCT

anat/phys/devp

noco(i/b/d/q/u/r/p/m/k/v/f)/cong/tumr(n/e/d), sysi/epon

proc, drug (D2/3/4/5/8/11)

v · d · eAntibacterials: 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 • Sulfalene • Sulfametomidine • Sulfametoxydiazine • Sulfamethoxypyridazine • Sulfaperin • Sulfamerazine • Sulfaphenazole • Sulfamazone

Other/ungrouped

sulfanilamide (Sulfacetamide, 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

M: BAC

bact (clas)

gr+f/gr+a(t)/gr-p(c)/gr-o

drug(J1p, w, n, m, vacc)

This systemic antibacterial-related article is a stub. You can help Wikipedia by expanding it.v · This drug article relating to the blood and blood forming organs is a stub. You can help Wikipedia by expanding it.v · This dermatologic drug article is a stub. You can help Wikipedia by expanding it.

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Sulfamethizole

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Systematic (IUPAC) name
4-amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)- benzenesulfonamide
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a682231
Pregnancy cat.	?
Legal status	?
Pharmacokinetic data
Protein binding	98–99%
Half-life	3–8 hours
Identifiers
CAS number	144-82-1^Y
ATC code	B05CA04 D06BA04 J01EB02 S01AB01 QJ01EQ02
PubChem	CID 5328
DrugBank	APRD00684
ChemSpider	5137^Y
UNII	25W8454H16^Y
KEGG	D00870^Y
ChEBI	CHEBI:9331^N
ChEMBL	CHEMBL1191^Y
Chemical data
Formula	C₉H₁₀N₄O₂S₂
Mol. mass	270.333 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)^Y Key:VACCAVUAMIDAGB-UHFFFAOYSA-N^Y
N(what is this?) (verify)

Academic Dictionaries and Encyclopedias

Wikipedia

Sulfamethizole

External links

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