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CAS 26309-95-5

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Pivampicillin hydrochloride

Description:
Pivampicillin hydrochloride 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 compound is a prodrug, which means it is converted into its active form, ampicillin, in the body. Pivampicillin hydrochloride is typically administered orally and is known for its improved bioavailability compared to ampicillin. The substance is usually presented as a white to off-white crystalline powder and is soluble in water, which facilitates its absorption in the gastrointestinal tract. Its pharmacokinetics include rapid absorption and distribution, with a relatively short half-life, necessitating multiple doses for sustained therapeutic effect. As with other antibiotics, it is important to use pivampicillin hydrochloride judiciously to prevent the development of antibiotic resistance. Potential side effects may include gastrointestinal disturbances and allergic reactions, similar to those associated with other penicillins.
Formula:C22H30ClN3O6S
InChI:InChI=1/C22H29N3O6S.ClH/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);1H/t13-,14-,15+,18-;/m1./s1
InChI key:InChIKey=DQECFVGMGBQCPA-GLCLSGQWSA-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].Cl
Synonyms:
  • (Pivaloyloxy)methyl (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
  • 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, hydrochloride
  • 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, monohydrochloride, (2S-(2alpha,5alpha,6beta(S*)))-
  • 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), monohydrochloride, <span class="text-smallcaps">D</span>-
  • 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, monohydrochloride, [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, hydrochloride (1:1), (2S,5R,6R)-
  • 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, monohydrochloride, (2S,5R,6R)-
  • 6-(D-alpha-Aminophenylacetamido)penicillanic acid pivaloyloxymethyl ester hydrochloride
  • Alphacilina
  • Alphacillin
  • See more synonyms
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