- 同
- Gantrisin
WordNet
- a sulfonamide (trade name Gantrisin) used to treat infections of the urinary tract (同)Gantrisin
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/09/26 12:57:27」(JST)
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Not to be confused with sulfadiazine.
Sulfafurazole
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Systematic (IUPAC) name |
4-amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
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Clinical data |
AHFS/Drugs.com |
International Drug Names |
MedlinePlus |
a601049 |
Pregnancy
category |
- To be avoided within two months of term
|
Legal status |
|
Routes of
administration |
Oral |
Pharmacokinetic data |
Excretion |
Excreted unchanged in urine |
Identifiers |
CAS Registry Number |
127-69-5 Y |
ATC code |
J01EB05 S01AB02 QJ01EQ05 |
PubChem |
CID: 5344 |
DrugBank |
DB00263 N |
UNII |
740T4C525W N |
KEGG |
D00450 Y |
ChEMBL |
CHEMBL453 N |
Chemical data |
Formula |
C11H13N3O3S |
Molecular mass |
267.30 g/mol |
SMILES
-
CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N
|
N (what is this?) (verify) |
Sulfafurazole (INN, also known as sulfisoxazole) is a sulfonamide antibacterial with an oxazole substituent. It has antibiotic activity against a wide range of Gram-negative and Gram-positive organisms. It is sometimes given in combination with erythromycin (see erythromycin/Sulfafurazole) or phenazopyridine. It is used locally in a 4% solution or ointment.
Synthesis
Sulfisoxazole synthesis:
U.S. Patent 2,430,094 GB 595775
See also
- Sulfamethoxazole
- Sulfapyridine
External links
- Sulfisoxazole at the US National Library of Medicine Medical Subject Headings (MeSH)
- MedlinePlus DrugInfo medmaster-a601049
- MedlinePlus DrugInfo medmaster-a601115
- DDB 30455
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#
- Ofloxacin
- Enoxacin‡
- Fleroxacin‡
- Lomefloxacin‡
- Nadifloxacin‡
- Norfloxacin‡
- Pefloxacin‡
- Rufloxacin‡
|
|
3rd g. |
- Levofloxacin
- Balofloxacin‡
- Grepafloxacin‡
- Pazufloxacin‡
- Sparfloxacin‡
- Temafloxacin‡
- Tosufloxacin‡
|
|
4th g. |
- Besifloxacin
- Gatifloxacin
- Finafloxacin
- Gemifloxacin
- Moxifloxacin
- Clinafloxacin†
- Garenoxacin‡
- Prulifloxacin‡
- Sitafloxacin‡
- Trovafloxacin‡/Alatrofloxacin‡
|
|
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
Index of bacterial disease
|
|
Description |
|
|
Disease |
- Gram-positive firmicutes
- Gram-positive actinobacteria
- Gram-negative proteobacteria
- Gram-negative non-proteobacteria
- Cholera
- Tuberculosis
|
|
Treatment |
- Antibiotics
- cell wall
- nucleic acid
- mycobacteria
- protein synthesis
- other
- Antibodies
|
|
|
UpToDate Contents
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English Journal
- Efficient Monitoring of In Vivo Pig-a Gene Mutation and Chromosomal Damage: Summary of 7 Published Studies and Results From 11 New Reference Compounds.
- Dertinger SD, Phonethepswath S, Avlasevich SL, Torous DK, Mereness J, Bryce SM, Bemis JC, Bell S, Weller P, Macgregor JT.Source* Litron Laboratories, Rochester, New York 14623.
- Toxicological sciences : an official journal of the Society of Toxicology.Toxicol Sci.2012 Dec;130(2):328-48. doi: 10.1093/toxsci/kfs258. Epub 2012 Aug 24.
- The ability to effectively monitor gene mutation and micronucleated reticulocyte (MN-RET) frequency in short-term and repeated dosing schedules was investigated using the recently developed flow cytometric Pig-a mutation assay and flow cytometric micronucleus analysis. Eight reference genotoxicants
- PMID 22923490
- Dispersive liquid-liquid microextraction combined with ultra-high performance liquid chromatography for the simultaneous determination of 25 sulfonamide and quinolone antibiotics in water samples.
- Herrera-Herrera AV, Hernández-Borges J, Borges-Miquel TM, Rodríguez-Delgado MA.SourceDepartamento de Química Analítica, Nutrición y Bromatología, Facultad de Química, Universidad de La Laguna (ULL), Avenida Astrofísico Francisco Sánchez, s/n°, 38206 La Laguna (Tenerife), Spain.
- Journal of pharmaceutical and biomedical analysis.J Pharm Biomed Anal.2012 Nov 23;75C:130-137. doi: 10.1016/j.jpba.2012.11.026. [Epub ahead of print]
- In this work, a dispersive liquid-liquid microextraction (DLLME) procedure combined with ultra-high performance liquid chromatography with diode-array detection was developed to determine 25 antibiotics in mineral and run-off waters. Optimum DLLME conditions (5mL of water at pH=7.6, 20% (w/v) NaCl,
- PMID 23246932
- Prevalence of Salmonella cerro in laboratory-based submissions of cattle and comparison with human infections in Pennsylvania, 2005-2010.
- Tewari D, Sandt CH, Miller DM, Jayarao BM, M'ikanatha NM.SourcePennsylvania Veterinary Laboratory, Pennsylvania Department of Agriculture, Harrisburg, Pennsylvania 17110, USA. dtewari@pa.gov
- Foodborne pathogens and disease.Foodborne Pathog Dis.2012 Oct;9(10):928-33. doi: 10.1089/fpd.2012.1142. Epub 2012 Sep 6.
- The aim of this study was to identify Salmonella serotypes infecting cattle in Pennsylvania, to compare infection rates for the predominant serotype, Salmonella enterica serotype Cerro, with the infection rates for the same serotype in humans, and to study the clonal diversity and antimicrobial resi
- PMID 22953739
Japanese Journal
- Detection of Escherichia albertii from chicken meat and giblets
- , , , ,
- Journal of Veterinary Medical Science advpub(0), 2015
- … Antimicrobial susceptibility testing showed that one strain was resistant to streptomycin and sulfisoxazole. …
- NAID 130004781121
- Antimicrobial Resistance of Human Salmonella enterica Serovar Typhimurium U302 Strains: Prevalence of R-Type ASSuT in Slovakia, 2006–2011
- , ,
- Japanese Journal of Infectious Diseases 66(4), 337-340, 2013
- … The most prevalent resistance was to ampicillin, streptomycin, sulfisoxazole, and tetracycline (R-type ASSuT), which was verified in 87 (29.9%) strains. …
- NAID 130003381701
- 横浜市内の小売店より収去した国産鶏肉から分離された Salmonella enterica subsp. enterica Serovar Infantisにおける薬剤感受性の状況および基質特異性拡張型 β-ラクタマーゼ(ESBL)産生菌の検出状況について
- 松本 裕子,泉谷 秀昌,山田 三紀子,小川 敦子,高橋 一樹,小泉 充正,武藤 哲典,寺嶋 淳,渡邊 治雄
- 日本食品微生物学会雑誌 27(1), 27-33, 2010
- … 浜市内の小売店で収去した国産鶏肉から分離されたSI 210株について,薬剤耐性サルモネラの検出状況を調査する目的で薬剤感受性試験を行った.その結果,194株(92.4%)が何らかの薬剤に耐性を示した.特に sulfisoxazole, streptomycin, kanamycin の3薬剤に対する耐性株数が多い傾向が見られた.フルオロキノロン耐性株は検出されなかったが,ESBL産生株が5株(2.4%)分離された.β-ラクタマーゼをコードする遺伝子を検索した結果, …
- NAID 130004696638
Related Links
- 世界大百科事典 第2版 sulfisoxazoleの用語解説 - これらのサルファ剤は水に難溶であるうえに,肝臓内で抗菌作用が失われ,尿路で析出して結石をつくりやすい,などの欠陥をもっていた。そこで現在では,より水に溶けやすい ...
- Sulfisoxazole is a sulfonamide ("sulfa") antibiotic that helps keep bacteria from growing in your body. Sulfisoxazole is used to treat or prevent many different types of infections caused by bacteria, such as bladder infections, ear ...
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