スルファフラゾール
- 関
- sulfisoxazole
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）』「2016/02/27 04:20:15」(JST)
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Not to be confused with sulfadiazine.
Sulfafurazole
|
| Systematic (IUPAC) name |
|
4-amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
|
| 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 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 |
| Molar mass |
267.30 g/mol |
SMILES
-
CC1=C(ON=C1C)NS(=O)(=O)C2=CC=C(C=C2)N
|
| Physical data |
| Melting point |
194 °C (381 °F) |
| NY (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
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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
|
|
|
| Newer non-fluorinated |
|
|
| 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
- Rifalazil§
|
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
|
English Journal
- Effects of chronic pollution and water flow intermittency on stream biofilms biodegradation capacity.
- Rožman M1, Acuña V2, Petrović M3.
- Environmental pollution (Barking, Essex : 1987).Environ Pollut.2018 Feb;233:1131-1137. doi: 10.1016/j.envpol.2017.10.019. Epub 2017 Oct 26.
- PMID 29102172
- Characterization of the Actinobacillus pleuropneumoniae SXT-related integrative and conjugative element ICEApl2 and analysis of the encoded FloR protein: hydrophobic residues in transmembrane domains contribute dynamically to florfenicol and chloramphenicol efflux.
- Li Y1,2, Li Y1, Fernandez Crespo R1, Leanse LG1, Langford PR1, Bossé JT1.
- The Journal of antimicrobial chemotherapy.J Antimicrob Chemother.2018 Jan 1;73(1):57-65. doi: 10.1093/jac/dkx342.
- PMID 29029160
- In situ derivatization and hollow-fiber liquid-phase microextraction to determine sulfonamides in water using UHPLC with fluorescence detection.
- Yang L1, Shi Y1, Li J2, Luan T1,2.
- Journal of separation science.J Sep Sci.2017 Dec 30. doi: 10.1002/jssc.201701041. [Epub ahead of print]
- PMID 29288598
Japanese Journal
- 香港で分離された赤痢菌株 特にその薬剤抵抗性〔英文〕
- 黄 啓鐔 [他]
- 長崎大学風土病紀要 7(1), 64-70, 1965-03
- … Sensitive strains to sulfafurazole could hardly be found, and emergence of resistant strains to streptomycin showed a yearly increase. …
- NAID 120000914678
Related Links
- Sulphafurazole (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 ...
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