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CAS 3116-76-5

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dicloxacillin

Description:
Dicloxacillin is a semisynthetic penicillin antibiotic that is primarily used to treat infections caused by penicillin-resistant Staphylococcus aureus and other susceptible bacteria. It is characterized by its beta-lactam structure, which is essential for its antibacterial activity. Dicloxacillin is stable in the presence of certain beta-lactamases, enzymes produced by some bacteria that can inactivate penicillin antibiotics, making it effective against resistant strains. The compound is typically administered orally and is well-absorbed in the gastrointestinal tract, although food can affect its absorption. Its pharmacokinetics include a relatively short half-life, necessitating multiple doses throughout the day to maintain effective therapeutic levels. Common side effects may include gastrointestinal disturbances, allergic reactions, and, in rare cases, more severe effects such as liver toxicity. Dicloxacillin is contraindicated in individuals with a known allergy to penicillins. Overall, it remains a valuable option in the treatment of certain bacterial infections, particularly those caused by staphylococci.
Formula:C19H17Cl2N3O5S
InChI:InChI=1/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1
InChI key:InChIKey=YFAGHNZHGGCZAX-JKIFEVAISA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](NC(=O)C=3C(=NOC3C)C4=C(Cl)C=CC=C4Cl)C2=O)(SC1(C)C)[H]
Synonyms:
  • (2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2S,5R,6R)-6-[[[3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 3-(2,6-Dichlorophenyl)-5-methyl-4-isooxazolylpenicillin
  • 3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolylpenicillin
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]-
  • 6-(3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
  • 6-(3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)penicillanic acid
  • See more synonyms
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