Natrium-[2S-[2α,5α,6β(S*)]]-3,3-dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat

Bezeichnung:Natrium-[2S-[2α,5α,6β(S*)]]-3,3-dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat

CAS-Nr37091-65-9

Englisch Name:Azlocillin sodium

CBNumberCB2128131

SummenformelC20H22N5NaO6S

Molgewicht484.48

MOL-Datei37091-65-9.mol

Synonyma

Natrium-[2S-[2α,5α,6β(S*)]]-3,3-dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat

Natrium-[2S-[2α,5α,6β(S*)]]-3,3-dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat physikalisch-chemischer Eigenschaften

Schmelzpunkt	>199oC (dec.)
Flammpunkt	>110°(230°F)
storage temp.	Inert atmosphere,2-8°C
Löslichkeit	H2O: soluble50mg/mL
Aggregatzustand	powder
Farbe	White to Off-White
Wasserlöslichkeit	Freely soluble in water
Stabilität	Hygroscopic
InChIKey	UVOCNBWUHNCKJM-CHNWLKQKNA-M
SMILES	N12C([C@@H](NC(=O)[C@H](NC(=O)N3CCNC3=O)C3=CC=CC=C3)[C@H]1SC(C)(C)[C@@H]2C([O-])=O)=O.[Na+] \|&1:2,6,22,27,r\|
CAS Datenbank	37091-65-9(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	42/43
S-Sätze:	36
WGK Germany	3
RTECS-Nr.	XH9250000
Speicherklasse	13 - Non Combustible Solids
Hazard Classifications	Resp. Sens. 1 Skin Sens. 1
Toxizität	mouse,LD50,intramuscular,15420mg/kg (15420mg/kg),LUNGS, THORAX, OR RESPIRATION: DYSPNEABEHAVIORAL: TREMORBEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX),Antibiotiki i Meditsinskaya Biotekhnologiya. Antibiotics and Medical Biotechnology. Vol. 32, Pg. 453, 1987.

Gefahreninformationscode (GHS)

Azlocillin sodium Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R42/43:Sensibilisierung durch Einatmen und Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Originator
Securopen,Bayer,W. Germany,1977
Verwenden
Antibacterial;Bacterial transpeptidase inhibitor
Verwenden
Azlocillin sodium is a semisynthetic penicillin and is a potent 1-lactam antibiotic. It is often used against Pseudomonas aeruginosa and has been used to develop novel antibiotic quantitation techniques.
Definition
ChEBI: Azlocillin sodium is an organic sodium salt. It contains an azlocillin(1-).
Manufacturing Process
3.8 parts by weight of D-(-)-α-[(imidazolidin-2-on-1-yl)carbonylamino]phenylacetic acid were dissolved in 65 parts by volume of dichloromethane. 2.7 parts by weight of 1-methyl-2-chloro-δ1-pyrrolinium chloride were added, and after cooling to -10°C 2.0 parts by volume of triethylamine were added gradually. This reaction mixture was then stirred for one hour at -5°C (mixture A). 4.0 parts by weight of 6-aminopenicillanic acid in 80 parts by volume of dichloromethane were treated with 4.4 parts by volume of triethylamine and 4.0 parts by weight of anhydrous sodium sulfate and then stirred for two hours at room temperature. After filtration, the solution was cooled to -20°C and combined with the mixture A. The reaction mixture was left to reach 0°C of its own accord, and was then stirred for a further hour at 0°C. The solvent was removed in a rotary evaporator, the residue was dissolved in water, and the solution was covered with a layer of ethyl acetate and acidified with dilute hydrochloric acid at 0° to 5°C, while stirring, until pH 1.5 was reached. The organic phase was then separated off, washed with water, dried over magnesium sulfate while cooling, and filtered, and after dilution with an equal amount of ether the sodium salt of the penicillin was precipitated from the filtrate by adding a solution of sodium 2-ethylcaproate dissolved in ether containing methanol. Yield: 1.3 parts by weight.
Trademarks
Azlin (Bayer).
Therapeutic Function
Antibacterial

Azlocillin sodium Upstream-Materialien And Downstream Produkte

Natrium-[2S-[2α,5α,6β(S*)]]-3,3-dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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