Amdinocillin
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| Category | Antibiotics |
| Catalog number | BBF-00667 |
| CAS | 32887-01-7 |
| Molecular Weight | 325.43 |
| Molecular Formula | C15H23N3O3S |
| Purity | ≥95% |
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Description
Mainly resistant to gram-negative bacteria.
Specification
| Related CAS | 79580-20-4 |
| Synonyms | Mecillinam |
| Shelf Life | As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly. |
| Storage | Store at -20 °C |
| IUPAC Name | (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| Canonical SMILES | CC1(C(N2C(S1)C(C2=O)N=CN3CCCCCC3)C(=O)O)C |
| 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 |
| InChI Key | BWWVAEOLVKTZFQ-NTZNESFSSA-N |
| Source | Semi-synthetic |
Properties
| Appearance | White Solid |
| Application | Active antibacterial against gram-negative bacteria. |
| Antibiotic Activity Spectrum | Gram-negative bacteria |
| Boiling Point | 551.0 °C |
| Melting Point | 156 °C (dec.) |
| Density | 1.440±0.10 g/cm3 (Predicted) |
| Solubility | Soluble in Hydrochloric acid, DMSO |
Reference Reading
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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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
