Meropenem
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| Category | Antibiotics |
| Catalog number | BBF-05838 |
| CAS | 96036-03-2 |
| Molecular Weight | 383.46 |
| Molecular Formula | C17H25N3O5S |
| Purity | >98% |
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Description
Meropenem, a carbapenem antibiotic with a broad spectrum of activity, can be administered intravenously and is used for severe bacterial infections caused by sensitive agents. Meropenem inhibits cell wall synthesis in Gram-positive and Gram-negative bacteria. Meropenem has obvious inhibitory effect on aerobes and anaerobes including Klebsiella, E. coli, Enterococcus, Clostridium sp..
Specification
| Related CAS | 119478-56-7 (trihydrate) 211238-34-5 (sodium salt) 1465916-43-1 (x-hydrate) |
| Synonyms | ICI 194660; ICI-194660; ICI194660; SM-7338; SM 7338; SM7338; [4R-[3(3S*,5S*),4α,5β,6β(R*)]]-3-[[5-[(Dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid; Mepem; Merrem; Merrem IV; Antibiotic SM 7338; 1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-(((3S,5S)-5-((dimethylamino)carbonyl)-3-pyrrolidinyl)thio)-6-((1R)-1-hydroxyethyl)-4-methyl-7-oxo-, (4R,5S,6S)- |
| Storage | Store at -20°C |
| IUPAC Name | (4R,5S,6S)-3-[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid |
| Canonical SMILES | CC1C2C(C(=O)N2C(=C1SC3CC(NC3)C(=O)N(C)C)C(=O)O)C(C)O |
| InChI | InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1 |
| InChI Key | DMJNNHOOLUXYBV-PQTSNVLCSA-N |
Properties
| Appearance | Crystalline Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 627.4±55.0°C (Predicted) |
| Flash Point | 333.2ºC |
| Density | 1.42±0.1 g/cm3 (Predicted) |
| Solubility | Soluble in DMSO, Ethanol, Water |
| LogP | -0.04130 |
Reference Reading
1. New analyses of MIC90 data to aid antibacterial drug discovery
Matthew F. Brown,* Rishi R. Gupta,* Max Kuhn, Mark E. Flanagan and Mark Mitton-Fry. Med. Chem. Commun., 2011, 2, 735
There are a number of examples in the literature describing statistical analyses of MIC90 raw data (arithmetic mean, geometric mean, median, mode, etc.) to enable rank-ordering compounds with the use of the geometric mean being somewhat common. Therefore, we have also included the geometric mean in our analysis for comparison (Table 1). As was the case with the BMIC90 parameter, confidence intervals for the geometric mean values are also quite wide and not useful with regard to rank-ordering analogs. As alluded to above, antibacterial research teams often make decisions around compound progression based on MIC90 data. Rank-ordering this set of analogs based solely on the MIC90 data would provide the following: 2 = 3 > 1 = 4 = 5 > BAL30072 > Meropenem. By using the parameters described above, we can attempt to provide a greater degree of separation. Recall that the FDR values strongly suggest that MIC90 values for all compounds are statistically different with 1 and 4 being the exceptions. With this in mind, recognizing the ranking trends observed for the BMIC90, NPS and geometric mean values could lead to the following rank-order: 2 > 3 > 1≈4 > 5 > BAL30072 > Meropenem. Obviously, given the wide confidence intervals associated with the BMIC90 and geometric mean values, this ranking cannot be stated with 100% confidence. Drug research teams regularly make decisions with regard to compound advancement based on a variety of information (potency, pharmacokinetics, safety, stability, ease of synthesis, etc.). The methods described above were designed to illustrate potential trends in potency data for single experiments; there is an inherent risk that the analysis could occasionally mislead. That said, the reality of antibacterial drug research involves teams making decisions based on MIC90 data, and while the methods described herein do not enable decisions with 100% confidence, we are hopeful that they may lead to better informed, higher quality decisions.
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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 ╳
