Mecillinam - CAS 32887-01-7
Catalog number:
32887-01-7
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C15H23N3O3S
Molecular Weight:
325.43
COA:
Inquire
Targets:
Antibacterial
Description:
Mecillinam is an extended-spectrum penicillin antibiotic as an active antibacterial against gram-negative bacteria.
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Purity:
≥95%
Appearance:
White Solid
Synonyms:
Amdinocillin; 6-[[(Hexahydro-1H-azepin-1-yl)methylene]amino]penicillanic Acid; (2S,5R,6R)-6-[[(Hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid;
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
Inquire
Application:
Active antibacterial against gram-negative bacteria.
Quality Standard:
Enterprise standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly.
Quantity:
Milligrams-Grams
Melting Point:
>143°C (dec.)
Density:
1.44 g/cm3
InChIKey:
BWWVAEOLVKTZFQ-NTZNESFSSA-N
InChI:
1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1
Canonical SMILES:
CC1(C(N2C(S1)C(C2=O)N=CN3CCCCCC3)C(=O)O)C
1.A randomized controlled trial of a diagnostic algorithm for symptoms of uncomplicated cystitis at an out-of-hours service.
Bollestad M1, Grude N, Lindbaek M. Scand J Prim Health Care. 2015 Jun;33(2):57-64. doi: 10.3109/02813432.2015.1041827. Epub 2015 May 11.
OBJECTIVE: To compare the clinical outcome of patients presenting with symptoms of uncomplicated cystitis who were seen by a doctor, with patients who were given treatment following a diagnostic algorithm.
2.Activity of OP0595/β-lactam combinations against Gram-negative bacteria with extended-spectrum, AmpC and carbapenem-hydrolysing β-lactamases.
Livermore DM1, Mushtaq S2, Warner M2, Woodford N2. J Antimicrob Chemother. 2015 Nov;70(11):3032-41. doi: 10.1093/jac/dkv239. Epub 2015 Aug 25.
BACKGROUND: OP0595 is a diazabicyclooctane that (i) acts as a PBP2-active antibacterial, (ii) inhibits Class A and C β-lactamases and (iii), like mecillinam, gives β-lactamase-independent potentiation of β-lactams targeting other PBPs. We tested its behaviour against β-lactam-resistant Enterobacteriaceae and non-fermenters.
3.Activity of temocillin, mecillinam, ceftazidime, and ceftazidime/avibactam against carbapenem-non-susceptible Enterobacteriaceae without carbapenemase production.
Mutters NT1, Zimmermann S1, Kaase M2, Mischnik A3,4. Eur J Clin Microbiol Infect Dis. 2015 Dec;34(12):2429-37. doi: 10.1007/s10096-015-2498-3. Epub 2015 Oct 3.
Treatment options for multidrug-resistant Gram-negative infections are scarce and therefore alternatives with a narrow spectrum or new agents are sought. Antimicrobial susceptibility to temocillin, mecillinam, ceftazidime, and ceftazidime/avibactam was determined using Etest and disk diffusion according to European Committee on Antimicrobial Susceptibility Testing (EUCAST) methodology. A total of 77 carbapenem-nonsusceptible Enterobacteriaceae were studied, including Klebsiella pneumoniae (26%), Escherichia coli (26%), Enterobacter cloacae (26%), and Enterobacter aerogenes (22%). Several phenotypic tests, PCRs followed by sequencing and a microbiological bioassay excluded carbapenemase production in all isolates. Antimicrobial susceptibility rates were low for temocillin (15.6%, minimum inhibitory concentration [MIC] range 2 to >1,024 μg/ml), moderate for mecillinam (59.7%, MIC range 0.25 to >256 μg/ml), and excellent for ceftazidime/avibactam (100%, zone diameter range 19 to 32 mm, median 25 mm).
4.Indirect resistance to several classes of antibiotics in cocultures with resistant bacteria expressing antibiotic-modifying or -degrading enzymes.
Nicoloff H1, Andersson DI2. J Antimicrob Chemother. 2016 Jan;71(1):100-10. doi: 10.1093/jac/dkv312. Epub 2015 Oct 14.
OBJECTIVES: Indirect resistance (IR), the ability of an antibiotic-resistant population of bacteria to protect a susceptible population, has been previously observed for β-lactamase-producing bacteria and associated with antimicrobial treatment failures. Here, we determined whether other resistance determinants could cause IR in the presence of five other classes of antibiotics.
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CAS 32887-01-7 Mecillinam

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