32887-01-7
Chemical Structure
Mecillinam
Synonym(s): Amdinocillin; FL 1060
- CAS No.: 32887-01-7
- Formula:C15H23N3O3S
- Molecular Weight:325.43
IUPAC Name: (2S,5R,6R)-6-(((E)-azepan-1-ylmethylene)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChIKey: BWWVAEOLVKTZFQ-ISVUSNJMSA-N
SMILES: O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2/N=C/N3CCCCCC3)N1C2=O)O
Biological Activity: Mecillinam (Amdinocillin) is a β-lactam Antibiotic. Mecillinam inhibits PBP2. Mecillinam exhibits activity against Gram-negative Enterobacteriaceae, and NDM-/OXA-producing E. coli and K. pneumoniae, and can eradicate catheter/bladder mucosa biofilms and clear planktonic bacteria in urine. Mecillinam acts synergistically with β-lactams and Avibactam (HY-14879), enhancing the activity of β-lactams against E. coli in vitro/in vivo. Mecillinam can be used in research on catheter-associated bacteriuria, chlamydial infection and peritonitis/sepsis[1][2][3][4][5][6].
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Mecillinam | Mecillinam (Amdinocillin) is a β-lactam Antibiotic. Mecillinam inhibits PBP2. Mecillinam exhibits activity against Gram-negative Enterobacteriaceae, and NDM-/OXA-producing E. coli and K. pneumoniae, and can eradicate catheter/bladder mucosa biofilms and clear planktonic bacteria in urine. Mecillinam acts synergistically with β-lactams and Avibactam (HY-14879), enhancing the activity of β-lactams against E. coli in vitro/in vivo. Mecillinam can be used in research on catheter-associated bacteriuria, chlamydial infection and peritonitis/sepsis. | |||||||||||||||||||||
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Mecillinam-d12 | Mecillinam-d12 (Amdinocillin-d12) is the d12-labeled Mecillinam hydrochloride (HY-A0269A). Mecillinam hydrochloride is a β-lactam Antibiotic. Mecillinam hydrochloride inhibits PBP2. Mecillinam hydrochloride exhibits activity against Gram-negative Enterobacteriaceae, and NDM-/OXA-producing E. coli and K. pneumoniae, and can eradicate catheter/bladder mucosa biofilms and clear planktonic bacteria in urine. Mecillinam hydrochloride acts synergistically with β-lactams and Avibactam (HY-14879), enhancing the activity of β-lactams against E. coli in vitro/in vivo. Mecillinam hydrochloride can be used in research on catheter-associated bacteriuria, chlamydial infection and peritonitis/sepsis. | |||||||||||||||||||||
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Similarity Score 0.75
HY-B0810Pivmecillinam -
Similarity Score 0.74
HY-B0810ARPivmecillinam hydrochloride (Standard) -
Similarity Score 0.69
HY-16158RCyclacillin (Standard) -
Similarity Score 0.61
HY-121696Penicillin N -
Similarity Score 0.61
HY-N14967Epicillin -
Similarity Score 0.59
HY-N7139Penicillin G -
Similarity Score 0.58
HY-B0975ARPenicillin V (Standard) -
Similarity Score 0.57
HY-B0522CL-(+)-Ampicillin -
Similarity Score 0.57
HY-B0522RAmpicillin (Standard) -
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References
- [1]. Olson ME, et al. Amdinocillin treatment of catheter-associated bacteriuria in rabbits. The Journal of infectious diseases. 1989 Jun;159(6):1065-72. [Content Brief]
- [2]. Neu HC, et al. Mecillinam, a novel penicillanic acid derivative with unusual activity against gram-negative bacteria. Antimicrobial agents and chemotherapy. 1976 May;9(5):793-9. [Content Brief]
- [3]. Cox JV, et al. Penicillin-binding proteins regulate multiple steps in the polarized cell division process of Chlamydia. Scientific reports. 2020 Jul 28;10(1):12588.
- [4]. van der Voet GB, et al. The antibacterial activity of combinations of mecillinam and ampicillin in vitro and in normal and granulopenic mice. Scandinavian journal of infectious diseases. 1983;15(1):91-6.
- [5]. List KK, et al. Synergy between Mecillinam and Ceftazidime/Avibactam or Avibactam against Multi-Drug-Resistant Carbapenemase-Producing Escherichia coli and Klebsiella pneumoniae. Antibiotics (Basel). 2022 Sep 20;11(10):1280. [Content Brief]
- [6]. Thulin E, et al. Amdinocillin (Mecillinam) resistance mutations in clinical isolates and laboratory-selected mutants of Escherichia coli. Antimicrob Agents Chemother. 2015 Mar;59(3):1718-27.
