Natrium-[2S-(2α,5α,6β)]-3,3-dimethyl-6-[[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat
|
|
|
- CAS-Nr.
- 1173-88-2
- Bezeichnung:
- Natrium-[2S-(2α,5α,6β)]-3,3-dimethyl-6-[[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat
- Englisch Name:
- OXACILLIN SODIUM
- Synonyma:
- p12;OXACILLIN SODIUM SALT;bactocill;prostaphlin;SODIUM OXACILLIN;Oxacillin sodiuM anhydrous;OXACILLIN SODIUM SALT HYDRATE;OXACILLIN SODIUM SALT MONOHYDRATE;7-[[3-(2-chlorophenyl)-5-methyl-oxazol-4-yl]carbonylamino]-3,3-dimethyl-6-oxo-2-thia-5-azabicyclo[3.2.0]heptane-4-carboxylic acid sodium salt monohydrate;oxabel
- CBNumber:
- CB6278850
- Summenformel:
- C19H18N3NaO5S
- Molgewicht:
- 423.42
- MOL-Datei:
- 1173-88-2.mol
|
Natrium-[2S-(2α,5α,6β)]-3,3-dimethyl-6-[[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat Eigenschaften
- Schmelzpunkt:
- 188°C
- storage temp.
- Inert atmosphere,2-8°C
- L?slichkeit
- H2O: soluble50mg/mL
- Aggregatzustand
- crystalline
- Farbe
- colorless or white
- Biologische Quelle
- synthetic
- BRN
- 4098179
- InChIKey
- VDUVBBMAXXHEQP-UDEWTJSRNA-M
- SMILES
- N12C([C@@H](NC(=O)C3=C(C)ON=C3C3=CC=CC=C3)[C@H]1SC(C)(C)[C@@H]2C([O-])=O)=O.[Na+] |&1:2,18,23,r|
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Kennzeichnung gef?hrlicher |
Xi |
|
|
| S-S?tze: |
22-24/25 |
|
|
| WGK Germany |
2 |
|
|
| RTECS-Nr. |
XH9100000 |
|
|
| Speicherklasse |
11 - Combustible Solids |
|
|
| Toxizit?t |
cat,LDLo,oral,> 750mg/kg (750mg/kg),Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 322, 1965. |
|
|
| Bildanzeige (GHS) |
|
| Alarmwort |
Achtung
|
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H334 |
Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen. |
Sensibilisierung der Atemwege |
Kategorie 1 |
Achtung |
|
P261, P285, P304+P341, P342+P311,P501 |
|
| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P285 |
Bei unzureichender Belüftung Atemschutz tragen. |
| P304+P341 |
BEI EINATMEN: Bei Atembeschwerden an die frische Luft bringen und in einer Position
ruhigstellen, die das Atmen erleichtert |
| P342+P311 |
Bei Symptomen der Atemwege: GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
| P501 |
Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen. |
|
Natrium-[2S-(2α,5α,6β)]-3,3-dimethyl-6-[[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat Chemische Eigenschaften,Einsatz,Produktion Methoden
S-S?tze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
Crystalline
Verwenden
Oxacillin sodium salt is a narrow spectrum beta-lactam antibiotic. It can be used in analytical study of combination of reversed phase liquid chromatography and zwitterion exchange-reversed phase-hydrophilic interaction mixed-mode liquid chromatography coupled with mass spectrometry for anal. of antibiotics and their impurities.
Clinical Use
Oxacillin sodium, (5-methyl3-phenyl-4-isoxazolyl)penicillinsodium monohydrate (Prostaphlin), is the salt of a semisyntheticpenicillin that is highly resistant to inactivation bypenicillinase. Apparently, the steric effects of the 3-phenyland 5-methyl groups of the isoxazolyl ring prevent the bindingof this penicillin to the β-lactamase active site and,thereby, protect the lactam ring from degradation in muchthe same way as has been suggested for methicillin. It is alsorelatively resistant to acid hydrolysis and, therefore, may beadministered orally with good effect.
Oxacillin sodium, which is available in capsule form, isreasonably well absorbed from the gastrointestinal (GI)tract, particularly in fasting patients. Effective plasma levelsof oxacillin are obtained in about 1 hour, but despite extensiveplasma protein binding, it is excreted rapidly throughthe kidneys. Oxacillin experiences some first-pass metabolismin the liver to the 5-hydroxymethyl derivative. Thismetabolite has antibacterial activity comparable to that ofoxacillin but is less avidly protein bound and more rapidlyexcreted. The halogenated analogs cloxacillin, dicloxacillin,and floxacillin experience less 5-methyl hydroxylation.
The use of oxacillin and other isoxazolylpenicillinsshould be restricted to the treatment of infections causedby staphylococci resistant to penicillin G. Although theirspectrum of activity is similar to that of penicillin G, theisoxazolylpenicillins are, in general, inferior to it and thephenoxymethylpenicillins for the treatment of infectionscaused by penicillin G-sensitive bacteria. Because isoxazolylpenicillinscause allergic reactions similar to thoseproduced by other penicillins, they should be used withgreat caution in patients who are penicillin sensitive.
l?uterung methode
This antibiotic, which is stable to penicillinase, is purified by recrystallisation from isoPrOH and dried in vacuo. Its solubility in H2O at 25o is 5%. [Doyle et al. Nature 192 1183 1961, Review: Chain et al. Antibiotics (Oxford University Press) 2 1949.]
Natrium-[2S-(2α,5α,6β)]-3,3-dimethyl-6-[[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Natrium-[2S-(2α,5α,6β)]-3,3-dimethyl-6-[[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 331)Lieferanten
1173-88-2(Natrium-[2S-(2α,5α,6β)]-3,3-dimethyl-6-[[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat)Verwandte Suche:
Ampicillin
Natrium-[2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat
6-(2-Phenylacetamido)penicillansure
Oxacillin
Cloxacillinnatrium
Flucloxacillin
4-Thia-1-azabicyclo[3.2.0]heptan-2-carbonsure, 6-[[[3-(2-Chlorphenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]-, Verbindung mit N,N'-Bis(phenylmethyl)-1,2-ethandiamin (2:1)
Natrium-[2S-(2α,5α,6β)]-6-[[[3-(2-chlor-6-fluorphenyl)-5-methylisoxazol-4-yl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat
Natrium-[2S-(2α,5α,6β)]-3,3-dimethyl-6-[[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat
- (2S,5R,6R)-3,3-Dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Sodium Salt Hydrate
- OXACILLIN SODIUM SALT(2-8°C)
- Bristopen Hydrate
- Stapenor Hydrate
- Oxacillin sodiuM sa
- 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,3,3-dimethyl-6-(5-methyl-3
- 5-methyl-3-phenyl-4-isoxazolylpenicillin,sodium
- bristopen
- brl1400
- cryptocillin
- micropenin
- monosodiumoxacillin
- oxabel
- penicillinp-12
- sq16423
- stapenor
- staphcillinv
- OXACILLIN NA
- OXACILLIN SODIUM
- (2S,5R,6R)-3,3-Dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt
- OXACILLIN SODIUM SALT N-HYDRATE
- Bactocil sodium
- Prostaphlin sodium
- (2S,5R,6R)-3,3-Dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Sodium Salt
- sodium [2S-(2alpha,5alpha,6beta)]-3,3-dimethyl-6-[[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- OXACILLIN SODIUM SALT 90+%
- OXACILLIN SODIUM USP(CRM STANDARD)
- OXACILLIN SODIUM WHO(CRM STANDARD)
- OxacillinSodiumP/C
- Bactocill Hydrate
- Bristopen Hy
- BRL-1400 Hydrate
- Penicillin P-12 Hydrate
- Sodium Oxacillin Hydrate
- Oxazacillin
- OXACILLIN SODIUM USP/EP/BP
- Sodium (2S,5R,6R)-3,3-dimethyl-6-(5-methyl-3-phenylisoxazole-4-carboxamido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- Oxacillin SodiumQ: What is
Oxacillin Sodium Q: What is the CAS Number of
Oxacillin Sodium Q: What is the storage condition of
Oxacillin Sodium
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-7-oxo-,sodium salt (1:1), (2S,5R,6R)-
- 3,3-dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)-oxomethyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- Oxacillin sodiuM anhydrous
- bactocill
- prostaphlin
- 7-[[3-(2-chlorophenyl)-5-methyl-oxazol-4-yl]carbonylamino]-3,3-dimethyl-6-oxo-2-thia-5-azabicyclo[3.2.0]heptane-4-carboxylic acid sodium salt monohydrate
- SODIUM OXACILLIN
- OXACILLIN SODIUM SALT HYDRATE
- OXACILLIN SODIUM SALT
- Oxacillinsodiumsalt，Oxacillin sodium
- Phenylbutazone Impurity 33
- Oxacillin sodium salt, 10 mM in DMSO
- OXACILLIN SODIUM USP
- p12
- OXACILLIN SODIUM SALT MONOHYDRATE
- 1173-88-2
- 7240-38-21
- 320-67-10
- C19H19N3O5SNa
- C19H18N3O5SNa
