Imipenem

- Overview
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    Background
    
    Imipenem is one of the semisynthetic thienamycins with antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, which is stable to many beta-lactamases and shows a long half-life because of binding to plasma proteins [1].
    Penicillin-binding proteins (PBPs) are a kind of membrane proteins, widely existing on the surface of bacteria, which is the main target site of beta-lactam antibiotics.
    In E. coli and selected strains of P. aeruginosa, imipenem has shown to have the highest affinity to PBP-2, PBP-1a, and PBP-1b [2]. The inhibition of PBPs reduces the number of peptidoglycan polymer in the bacterial cell, thus prevent the forming of the bacterial cell wall and lead to cell death [3].
    
    Reference:
    [1]. Zhanel G G, Wiebe R, Dilay L, et al. Comparative review of the carbapenems [J]. Drugs, 2007, 67(7): 1027-52.
    [2]. Nicolau D P. Carbapenems: a potent class of antibiotics [J]. Expert Opin Pharmacother. 2008, 9(1): 23-37.
    [3]. Brunton L L, Hilal-Dandan R, Knollmann B C. eds (2018). Goodman & Gilman's: The Pharmacological Basis of Therapeutics (13th ed.). McGraw-Hill Education.
- Properties
  - Alternative Name
    
    (5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
    
    CAS Number
    
    64221-86-9
    
    Molecular Formula
    
    C12H17N3O4S
    
    Molecular Weight
    
    299.35
    
    Appearance
    
    A solid
    
    Purity
    
    98.00%
    
    Solubility
    
    insoluble in EtOH; insoluble in DMSO; ≥29.9 mg/mL in H2O with gentle warming
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    C[[email protected]](O)([H])[[email protected]](C1=O)([H])[[email protected]@](N21)([H])CC(SCCNC=N)=C2C(O)=O
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

Imipenem

Background

Documents

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