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CAS 33817-20-8

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Pivampicillin

Description:
Pivampicillin is a semi-synthetic penicillin antibiotic that is primarily used for its antibacterial properties. It is characterized by its ability to inhibit bacterial cell wall synthesis, making it effective against a variety of gram-positive and some gram-negative bacteria. The chemical structure of pivampicillin includes a beta-lactam ring, which is essential for its antimicrobial activity. It is often administered in its prodrug form, which is converted into ampicillin in the body, enhancing its bioavailability. Pivampicillin is typically used to treat infections such as respiratory tract infections, urinary tract infections, and skin infections. Its pharmacokinetics indicate that it has a relatively short half-life, necessitating multiple doses for effective treatment. Additionally, pivampicillin may exhibit cross-reactivity in patients with penicillin allergies. As with other antibiotics, it is important to use pivampicillin judiciously to prevent the development of antibiotic resistance. Overall, pivampicillin is a valuable therapeutic agent in the management of bacterial infections.
Formula:C22H29N3O6S
InChI:InChI=1S/C22H29N3O6S/c1-21(2,3)20(29)31-11-30-19(28)15-22(4,5)32-18-14(17(27)25(15)18)24-16(26)13(23)12-9-7-6-8-10-12/h6-10,13-15,18H,11,23H2,1-5H3,(H,24,26)/t13-,14-,15+,18-/m1/s1
InChI key:InChIKey=ZEMIJUDPLILVNQ-ZXFNITATSA-N
SMILES:C(OCOC(C(C)(C)C)=O)(=O)[C@@H]1N2[C@@]([C@H](NC([C@H](N)C3=CC=CC=C3)=O)C2=O)(SC1(C)C)[H]
Synonyms:
  • 247-604-2
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, hydroxymethyl ester pivalate (ester), <span class="text-smallcaps">D</span>-(-)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, hydroxymethyl ester pivalate (ester), D-(-)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, [2S-[2α,5α,6β(S*)]]-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S,5R,6R)-
  • 6-[(Aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2,2-dimethyl-1-oxopropoxy)methyl ester
  • 6-[D-a-Aminophenylacetamido]penicillanic Acid Pivaloyloxymethyl Ester
  • Alphacilina
  • Alphacillin
  • See more synonyms
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