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
Bacampicillin Hydrochloride
Grundinformationen
- CAS
37661-08-8- Standard-SMILES
CCOC(=O)OC(C)OC(=O)[C@@H]1N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccccc3)[C@H]2SC1(C)C.Cl- InChIKey
IWVTXAGTHUECPN-ANBBSHPLSA-N- Summenformel
- C21H28ClN3O7S
- Durchschnittliche Molmasse
- 502 g/mol
- Monoisotopische Masse
- 501,1336491
Namen und Bezeichner
- Bevorzugter Name
- Bacampicillin Hydrochloride
- IUPAC
- 1-ethoxycarbonyloxyethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrochloride
- Lokaler Name
- 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
- Englischer Name
- Bacampicillin hydrochloride
- Summenformel
- C21H28ClN3O7S
- Molmasse
- 501.98
Namen und Synonyme
Bacampicillin hydrochloride37661-08-8bacampicillin HClSpectrobidAmbaxinDTXSID0045466Becampicillin hydrochloridePM034U953TNSC-758228CHEBI:2969DTXCID80254661-ethoxycarbonyloxyethyl (2S,5R,6R)-6-(((2R)-2-amino-2-phenyl-acetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate;hydrochloride
Weitere Namen anzeigen
bapcbacacilPengoodpenglobeBacampicinebecampicillin
1-ethoxycarbonyloxyethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrochlorideRefChem:57086Bacampicillin-hydrochloride1-Ethoxycarbonyloxyethyl (2S,5R,6R)-6-((2R)-2-amino-2-phenylacetylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate monohydrochlorideBacampicillin (hydrochloride)1-ethoxycarbonyloxyethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrochloride4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-,1-[(ethoxycarbonyl)oxy]ethyl ester, hydrochloride (1:1), (2S,5R,6R)-Ambacamp
Datenbank-Bezeichner
- CAS
37661-08-8- PubChem CID
- 441398
- DTXSID
DTXSID0045466- ChEMBL
CHEMBL1200965- UNII
- PM034U953T
- EC Number
- 253-580-4
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 163 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 9
- Frei drehbare Bindungen
- 10
- Schwere Atome
- 33
- Formalladung
- 0
- Komplexität
- 756
Experimentelle und physikochemische Eigenschaften
Collision Cross Section199 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；220.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 171 · 171-176° (dec)
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- Soluble in water, freely soluble in ethanol (96 per cent), soluble in methylene chloride.
- Aggregatzustand
- Solid
- Farbe
- 2 CO · Crystals from Me2CO pet ether
Sicherheit und Regulatorisches
Sicherheitsdaten
- Toxizität
- LD50 in mice (mg/kg): 8529 orally; 176 i.p.; 9475 s.c.; 184 i.v. (Edanaga)
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Anwendungen
BeschreibungBacampicillin 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.
VerwendenBacampicillin is a penicillin class of antibiotic. Bacampicillin is a prodrug of ampicillin (A634300) with improved oral bioavailability.
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Ergänzende Hinweise
DefinitionChEBI: The hydrochloride salt of bacampicillin.
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