CAS 63469-19-2

APALCILLIN

Description:

Apalcillin is a semi-synthetic penicillin antibiotic, primarily used for its antibacterial properties. It belongs to the broader class of beta-lactam antibiotics, which function by inhibiting bacterial cell wall synthesis, ultimately leading to cell lysis and death. Apalcillin is effective against a range of Gram-positive and some Gram-negative bacteria, making it useful in treating various infections. Its chemical structure includes a beta-lactam ring, which is essential for its antimicrobial activity. The substance is typically administered via injection and is known for its stability against certain beta-lactamases, enzymes produced by some bacteria that confer resistance to penicillins. Pharmacokinetically, apalcillin is characterized by its absorption, distribution, metabolism, and excretion properties, which influence its efficacy and dosing regimen. As with other antibiotics, it is important to use apalcillin judiciously to minimize the risk of developing antibiotic resistance. Potential side effects may include allergic reactions, gastrointestinal disturbances, and alterations in normal flora. Always consult healthcare professionals for appropriate use and potential interactions with other medications.

Formula: C₂₅H₂₃N₅O₆S

InChI: InChI=1/C25H23N5O6S/c1-25(2)19(24(35)36)30-22(34)17(23(30)37-25)29-21(33)15(12-7-4-3-5-8-12)28-20(32)13-11-27-14-9-6-10-26-16(14)18(13)31/h3-11,15,17,19,23H,1-2H3,(H,27,31)(H,28,32)(H,29,33)(H,35,36)/t15-,17-,19+,23-/m1/s1

Synonyms:

• APALCILLIN USP/EP/BP
• Apalcilina
• APALCILLIN
• Lumota
• 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2R)-(((4-hydroxy-1,5-naphthyridin-3-yl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
• 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((((4-hydroxy-1,5-naphthyridin-3-yl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2-alpha,5-alpha,6-beta(S*)))-
• Apalcilina [inn-spanish]
• 6α-[(R)-2-[(4-Hydroxy-1,5-naphthyridin-3-yl)carbonylamino]-2-phenylacetylamino]penicillanic acid
• Apalcilline
• (2S,5R,6R)-6-((R)-2-(4-Hydroxy-1,5-naphthyridin-3-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-5-thia-1-azabicyclo(3.2.0)heptan-2-carboxylic acid
• 3-dimethyl-7-oxo-hyridin-3-yl)carbonyl)amino)phenylacetyl)amino)-(2s-(2-al
• 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,6-(((((4-hydroxy-1,5-napht
• (6R)-6-((R)-2-(4-Hydroxy-1,5-naphthyridin-3-carboxamido)-2-phenylacetamido)penicillansaeure
• (2S,5R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(4-oxo-1,4-dihydro-1,5-naphthyridin-3-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6R)-6-((R)-2-(4-Hydroxy-1,5-naphthyridin-3-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-5-thia-1-azabicyclo(3.2.0)heptan-2-carbonsaeure
• (2S,5R,6R)-6α-[[(R)-(4-Hydroxypyrido[3,2-b]pyridin-3-ylcarbonylamino)phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-[[(4-hydroxy-1,5-naphthyridin-3-yl)carbonyl]amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
• 5-alpha,6-beta(s*)))-ph

Apalcillin

CAS: 63469-19-2

Apalcillin (PC-904) combined with Ro 48-1220 (a penicillin sulfone β-lactamase inhibitor) exhibits broad-spectrum activity against Gram-negative aerobic and anaerobic bacteria, excluding Klebsiella acid-producing strains. This combination shows strong efficacy against β-lactamase-producing Moraxella catarrhalis, Haemophilus influenzae, and Neisseria gonorrhoeae with an effective MIC of 11 μg/mL. Additionally, it inhibits Pseudomonas aeruginosa, Stenotrophomonas maltophilia, and Acinetobacter at low MICs (0.25 to 4 μg/mL). However, it has limited efficacy against oxacillin-resistant staphylococci and some Gram-positive bacteria. Apalcillin/Ro 48-1220's effectiveness against certain extended-spectrum β-lactamase-producing Escherichia coli is comparable to piperacillin/tazobactam, though it is less effective against SHV-type β-lactamases.

Formula: C₂₅H₂₃N₅O₆S

Molecular weight: 521.55

Ref: TM-T210324