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CAS 6489-97-0

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Metampicillin

Description:
Metampicillin is a semi-synthetic antibiotic belonging to the penicillin class, specifically a derivative of ampicillin. It is characterized by its broad-spectrum antibacterial activity, effective against a variety of Gram-positive and some Gram-negative bacteria. Metampicillin functions by inhibiting bacterial cell wall synthesis, which ultimately leads to cell lysis and death. The compound is typically administered in its salt form to enhance solubility and bioavailability. Its pharmacokinetics include absorption, distribution, metabolism, and excretion, which can vary based on the formulation and route of administration. Metampicillin is often used in clinical settings to treat infections such as respiratory tract infections, urinary tract infections, and skin infections. However, like other antibiotics, it is important to use metampicillin judiciously to prevent the development of antibiotic resistance. Adverse effects may include allergic reactions, gastrointestinal disturbances, and potential interactions with other medications. As with any antibiotic, susceptibility testing is recommended to ensure its effectiveness against specific bacterial strains.
Formula:C17H19N3O4S
InChI:InChI=1S/C17H19N3O4S/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24)/t10-,11-,12+,15-/m1/s1
InChI key:InChIKey=FZECHKJQHUVANE-MCYUEQNJSA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](NC([C@H](N=C)C3=CC=CC=C3)=O)C2=O)(SC1(C)C)[H]
Synonyms:
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-[[(methyleneamino)phenylacetyl]amino]-7-oxo-, [2S-[2α,5α,6β(S*)]]-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-[2-(methyleneamino)-2-phenylacetamido]-7-oxo-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-[[(2R)-(methyleneamino)phenylacetyl]amino]-7-oxo-, (2S,5R,6R)-
  • (2S,5R,6R)-3,3-Dimethyl-6-[[(2R)-(methyleneamino)phenylacetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • D-(-)-α-(Methimino)benzylpenicillin
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