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CAS 7177-48-2

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Ampicillin trihydrate

Description:
Ampicillin trihydrate is a semi-synthetic penicillin antibiotic that is primarily used to treat a variety of bacterial infections. It is characterized by its broad-spectrum activity against both Gram-positive and some Gram-negative bacteria. The chemical formula of ampicillin trihydrate reflects its structure, which includes a beta-lactam ring, essential for its antibacterial action. As a trihydrate, it contains three molecules of water, which affects its solubility and stability. Ampicillin is typically administered orally or via injection, and it is known for its relatively good absorption in the gastrointestinal tract. The substance is generally stable under normal conditions but can be sensitive to heat and moisture, which may lead to degradation. Common side effects include gastrointestinal disturbances and allergic reactions, particularly in individuals with a history of penicillin allergies. Due to its effectiveness and relatively low cost, ampicillin remains a widely used antibiotic in clinical settings.
Formula:C16H19N3O4S·3H2O
InChI:InChI=1S/C16H19N3O4S.3H2O/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;;;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);3*1H2/t9-,10-,11+,14-;;;/m1.../s1
InChI key:InChIKey=RXDALBZNGVATNY-CWLIKTDRSA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](NC([C@H](N)C3=CC=CC=C3)=O)C2=O)(SC1(C)C)[H].O
Synonyms:
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, trihydrate, [2S-[2α,5α,6β(S*)]]-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, trihydrate, D-(-)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, hydrate (1:3), (2S,5R,6R)-
  • Ampicillin trihydrate
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, trihydrate, (2S,5R,6R)-
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