Biapenem
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- CAS-Nr.
- 120410-24-4
- Englisch Name:
- Biapenem
- Synonyma:
- L-627;CS-1393;BIAPENEM;OMegacin;LJC-10627;Biapenern;CL 186815;CLI 86815;Crude Grade 
- CBNumber:
- CB0219286
- Summenformel:
- C15H18N4O4S
- Molgewicht:
- 350.39
- MOL-Datei:
- 120410-24-4.mol
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Biapenem Eigenschaften
- Schmelzpunkt:
- 265-271°C (dec.)
- alpha
- D20 -32.9° (c = 0.5)
- storage temp.
- -20°C
- L?slichkeit
- H2O: ≥5mg/mL (warmed)
- Aggregatzustand
- powder
- Farbe
- white to beige
- InChI
- InChI=1/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/s3
- InChIKey
- MRMBZHPJVKCOMA-YJFSRANCSA-N
- SMILES
- C(C1=C([C@H](C)[C@]2([H])[C@@]([H])([C@H](O)C)C(=O)N12)SC1C[N+]2=CN=CN2C1)(=O)[O-] |&1:3,5,7,9,r|
- CAS Datenbank
- 120410-24-4(CAS DataBase Reference)
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
WGK Germany |
3 |
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HS Code |
2941.90.5000 |
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Bildanzeige (GHS) |
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Alarmwort |
Warnung |
Gefahrenhinweise |
Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
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Sicherheit |
P261 |
Einatmen von Staub vermeiden. |
P264 |
Nach Gebrauch gründlich waschen. |
P264 |
Nach Gebrauch gründlich waschen. |
P271 |
Nur im Freien oder in gut belüfteten R?umen verwenden. |
P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
P302+P352 |
BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
P304+P340 |
BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen. |
P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
P312 |
Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
P313 |
?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen. |
P337+P313 |
Bei anhaltender Augenreizung: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen. |
P362 |
Kontaminierte Kleidung ausziehen und vor erneutem Tragen waschen. |
P403+P233 |
An einem gut belüfteten Ort aufbewahren. Beh?lter dicht verschlossen halten. |
P405 |
Unter Verschluss aufbewahren. |
P501 |
Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen. |
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Biapenem Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
Biapenem was introduced in Japan as a parenteral treatment for bacterial
infections. This new 1-β-methylcarbapenem can be prepared by reaction of commercially
available 4-nitrobenzyl protected β-methylcarbapenem enolphosphate with mercapto
bicyclotriazolium chloride, obtained in 11 steps starting from hydrazine, followed by
deprotection of the carboxylic acid function. Biapenem is a bacterial cell wall synthesis
inhibitor with a broad spectrum in vitro antibacterial activity encompassing many Gramnegative
and Gram-positive aerobic and anaerobic bacteria, including species producing
β-lactamases. Like imipenem, biapenem is moderately active against fnferococcus
faecalis and E. faecuirn and is inactive against methicillin-resistant Staphylococcus aureus.
Biapenem is stable to hydrolysis by human renal dihydropeptidase I (DHP-I) and therefore
does not require the coadministration of a DHP-I inhibitor. In clinical trials, biapenem
showed good clinical and microbiological efficacy in the treatment of patients with intraabdominal,
lower respiratory tract and complicated urinary tract infections. After
intravenous administration, the drug is widely distributed, has linear pharmacokinetics and
is mainly excreted in the urine with an elimination half-life of approximately 1 h. Biapenem
is generally well tolerated, the most common adverse events being skin eruptions/rashes,
nausea and diarrhea.
Chemische Eigenschaften
Off-White Solid
Verwenden
Biapenem is a carbapenem antibiotic. It has in vitro activity against anaerobes. Biapenem is a new parenteral carbapenem antibacterial agent with a broad spectrum of in vitro antibacterial activity encompassing many Gram-negative and Gram-positive aerobic
Antimicrobial activity
A semisynthetic carbapenem with a 2-substituted triazolium
moiety. It has broad-spectrum activity against most aerobic
and anaerobic Gram-positive and Gram-negative organisms.
It is equivalent to, or slightly more active than, imipenem
against Gram-negative aerobic bacteria and slightly less active
than imipenem against Gram-positive organisms. It is stable
to hydrolysis by dehydropeptidase. It is not hydrolyzed by
most serine β-lactamases, but like all carbapenems and penems
is readily hydrolyzed by carbapenemases. It penetrates
into bronchial epithelial lining fluid with peak concentrations
of 2.4–4.4 mg/L. The plasma half-life is 1.5–1.9 h. The potential
for neurotoxicity is less than that of imipenem.
Clinical Use
Biapenem is a newer second-generation carbapenem withchemical and microbiological properties similar to those ofmeropenem. Thus, it has broad-spectrum antibacterial activitythat includes most aerobic Gram-negative and Grampositivebacteria and anaerobes. Biapenem is stable toDHP-I67 and resistant to most β-lactamases. It is claimedto be less susceptible to metallo-β-lactamases than eitherimipenem or meropenem. It is not active orally.
Biapenem Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Biapenem Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 401)Lieferanten
120410-24-4()Verwandte Suche:
- 6-[[(4r,5s,6s)-2-carboxy-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5h-pyrazolo[1,2-a][1,2,4]triazol-4-ium inner salt
- BIAPENEM
- (4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylthio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
- 6-[[(4R,5S,6S)-2-Carboxylato-6β-[(1R)-1-hydroxyethyl]-4α-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5H-pyrazolo[1,2-a]-s-triazol-4-ium
- 6-[[(4R,5S,6S)-2-Carboxylato-6β-[(R)-1-hydroxyethyl]-4α-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium
- 6-[[(4R,5β)-2-Carboxylato-4α-methyl-6β-[(R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium
- L-627
- LJC-10627
- protected biapenum
- protected biapenem
- Biapenem ,98%
- Crude 
- Grade 
- 6-{[(4R,5S,6S)-2-carboxylato-6-[(1R)-1-hydroxyethyl]-4-Methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl}-5H,6H,7H-2,4000000$l^{5},8000000-pyrazolo[1,2-a][1$l^{5},2,4]triazol-4-yliuM
- 6-[[(4R,5S,6S)-2-Carboxylato-6β-[(1R)-1-hydroxyethyl]-4α-Methyl-7-oxo-1-azabicyclo[3.2.0]he
- Biapenern
- OMegacin
- BiapeneM Crude
- CL 186815
- CL 186-815
- BiapeneM USP
- 5H-Pyrazolo[1,2-a][1,2,4]triazol-4-ium, 6-[[(4R,5S,6S)-2-carboxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-, inner salt
- Biapenem, >=99%
- Biapenem CAS:120410-24-4
- L-627; LJC 10627
- Biapenem (GMP)
- CS-1393
- Biapenem for Injection
- (155835-09-9) biapenem
- 6-(7-oxo-1-azabicyclo[3.2.0]hept-2-en-6-yl)-1-azabicyclo[3.2.0]hept-2-en-7-one
- Biapenem Biapenem
- CLI 86815
- Biapenem USP/EP/BP
- Biapenem Impurity 13
- Biapenem (CLI 86815)
- BiapenemQ: What is
Biapenem Q: What is the CAS Number of
Biapenem Q: What is the storage condition of
Biapenem Q: What are the applications of
Biapenem
- Biapenem Powder
- Biapenem Powder USP Standard
- Biapenem AKSci M048
- 120410-24-4
- 153835-09-9
- 120410-42-4
- 20410-24-4
- C15H18N4O4S
- Inhibitors
- L-627, LJC 10627
- Chiral Compounds
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Sulfur & Selenium Compounds
- Pharmaceutical intermediate
- Pharmaceutical raw material
- pharmaceutical intermediates
- API
- chiral
- Antibacterial
- APIs