1-[(Ethoxycarbonyl)oxy]ethyl-[2S-[2α,5α,6β(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylatmonohydrochlorid
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- CAS-Nr.
- 37661-08-8
- Bezeichnung:
- 1-[(Ethoxycarbonyl)oxy]ethyl-[2S-[2α,5α,6β(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylatmonohydrochlorid
- Englisch Name:
- BACAMPICILLIN HYDROCHLORIDE
- Synonyma:
- bapc;Pengood;bacacil;ambaxin;ambacamp;penglobe;Spectrobid;Bacampicine;becampicillin;Bacampicillin HCl
- CBNumber:
- CB3762112
- Summenformel:
- C21H28ClN3O7S
- Molgewicht:
- 501.98
- MOL-Datei:
- 37661-08-8.mol
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1-[(Ethoxycarbonyl)oxy]ethyl-[2S-[2α,5α,6β(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylatmonohydrochlorid Eigenschaften
- Schmelzpunkt:
- 171-176° (dec)
- alpha
- D20 +161.5°
- storage temp.
- Store at -20°C
- Löslichkeit
- Soluble in water, freely soluble in ethanol (96 per cent), soluble in methylene chloride.
- Farbe
- Crystals from Me2CO pet ether
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| Toxizität |
LD50 in mice (mg/kg): 8529 orally; 176 i.p.; 9475 s.c.; 184 i.v. (Edanaga) |
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| Bildanzeige (GHS) |
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| Alarmwort |
Achtung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H317 |
Kann allergische Hautreaktionen verursachen. |
Sensibilisierung der Haut |
Kategorie 1A |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P261, P272, P280, P302+P352,P333+P313, P321, P363, P501 |
| H334 |
Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen. |
Sensibilisierung der Atemwege |
Kategorie 1 |
Achtung |
![GHS hazard pictograms]() src="/GHS08.jpg" width="20" height="20" /> |
P261, P285, P304+P341, P342+P311,P501 |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P284 |
Atemschutz tragen. |
| P304+P340 |
BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen. |
| P342+P311 |
Bei Symptomen der Atemwege: GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
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1-[(Ethoxycarbonyl)oxy]ethyl-[2S-[2α,5α,6β(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylatmonohydrochlorid Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
Bacampicillin was synthesized by Ekstrom¨ et al. of Astra Lakemedel in 1975. It is ¨ more stable against acid than ampicillin and more rapidly absorbed orally; its absorption is less affected by a patient’s most recent meal than is the case for ampicillin. Bacampicillin is hydrolyzed by intestinal esterase after oral administration and then behaves the same as ampicillin. In double-blind comparison studies, bacampicillin was shown to be as effective as ampicillin when administered at half the dose.
Chemische Eigenschaften
White or almost white powder or granules, hygroscopic.
Verwenden
Bacampicillin is a penicillin class of antibiotic. Bacampicillin is a prodrug of ampicillin (A634300) with improved oral bioavailability.
Definition
ChEBI: The hydrochloride salt of bacampicillin.
Clinical Use
Bacampicillin hydrochloride (Spectrobid) is the hydrochloridesalt of the 1-ethoxycarbonyloxyethyl ester of ampicillin.It is a prodrug of ampicillin with no antibacterial activity.After oral absorption, bacampicillin is hydrolyzed rapidly byesterases in the plasma to form ampicillin.
Oral absorption of bacampicillin is more rapid and completethan that of ampicillin and less affected by food.Plasma levels of ampicillin from oral bacampicillin exceedthose of oral ampicillin or amoxicillin for the first 2.5 hoursbut thereafter are the same as for ampicillin and amoxicillin.49 Effective plasma levels are sustained for 12 hours,allowing twice-a-day dosing.
Sicherheitsprofil
Poison by intraperitoneal andintravenous routes. Mildly toxic by ingestion andsubcutaneous routes. When heated to decomposition itemits very toxic fumes of NOx, SOx, and HCl.
1-[(Ethoxycarbonyl)oxy]ethyl-[2S-[2α,5α,6β(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylatmonohydrochlorid Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
1-[(Ethoxycarbonyl)oxy]ethyl-[2S-[2α,5α,6β(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylatmonohydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 56)Lieferanten
37661-08-8(1-[(Ethoxycarbonyl)oxy]ethyl-[2S-[2α,5α,6β(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylatmonohydrochlorid)Verwandte Suche:
- BECAMPICILLINHYDROCHLORIDE
- Pengood
- Bacampicilline Hydrochloride
- Bacampicillin Hydrochloride (200 mg)
- 1-[(ethoxycarbonyl)oxy]ethyl [2S-[2alpha,5alpha,6beta(S*)]]-6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate monohydrochloride
- Bacampicillin HCl
- BACAMPICILLIN HYDROCHLORIDE USP STANDARD
- BACAMPICILLIN HYDROCHLORIDE EP STANDARD
- ambacamp
- ambaxin
- bacacil
- bapc
- becampicillin
- o)-3,3-dimethyl-7-oxo-,1-((ethoxycarbonyl)oxy)ethylester,hydrochloride
- penglobe
- BACAMPICILLIN HYDROCHLORIDE
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, monohydrochloride, [2S-[2α,5α,6β(S*)]]-
- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, monohydrochloride, (2S,5R,6R)-
- Bacampicine
- Spectrobid
- IWVTXAGTHUECPN-ANBBSHPLSA-N
- Bacampicillin hydrochloride CRS
- (2S,5R,6R)-1-((ethoxycarbonyl)oxy)ethyl 6-((R)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrochloride
- BACAMPICILLIN HYDROCHLORIDE USP/EP/BP
- Bacampicillin Hydrochloride (1047300)
- 37661-08-8
- C21H28ClN3O7S
- C21H27N3O7SHCl
