Imipenem

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Imipenem
Systematic (IUPAC) name
(5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]- 6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept- 2-ene-2-carboxylic acid
Identifiers
CAS number	74431-23-5
ATC code	J01DH51
PubChem	47317
Chemical data
Formula	C₁₂H₁₇N₃O₄S
Mol. mass	299.347 g/mol
Pharmacokinetic data
Bioavailability	?
Metabolism	Renal
Half life	60 minutes
Excretion	?
Therapeutic considerations
Pregnancy cat.	C(US)
Legal status
Routes	IM, IV

Imipenem is an intravenous β-lactam antibiotic developed in 1985. It is broad spectrum, and therefore sometimes referred to as "Gorilla-cillin". Imipenem belongs to the subgroup of carbapenems. It is derived from a compound called thienamycin, which is produced by the bacteria Streptomyces cattleya. Imipenem has a broad spectrum of activity against aerobic and anaerobic Gram positive as well as Gram negative bacteria. It is particularly important for its activity against Pseudomonas aeruginosa and the Enterococcus species. It is not active against methicillin-resistant Staphylococcus aureus, however. Imipenem and other drugs in the carbapenem class are commonly referred to as "magic bullets". Their use is typically restricted in order to avoid widespread bacterial resistance.

1 Method of action
2 Co-administration with cilastatin
3 Adverse effects
4 References
5 See also

[edit] Method of action

Imipenem acts as an antimicrobial through inhibiting cell wall synthesis of various gram-positive and gram-negative bacteria. It remains very stable in the presence of beta-lactamase (both penicillinase and cephalosporinase) produced by some bacteria, and is a strong inhibitor of beta-lactamases from some gram-negative bacteria that are resistant to most beta-lactam antibiotics.

[edit] Co-administration with cilastatin

Main article: Imipenem/cilastatin

Imipenem is rapidly degraded by the renal enzyme dehydropeptidase when administered alone, and is always co-administered with cilastatin to prevent this inactivation.

[edit] Adverse effects

Common adverse drug reactions are nausea and vomiting. People who are allergic to penicillin and other beta-lactam antibiotics should not take imipenem. Imipenem can also cause seizures.

[edit] References

^ Clissold SP, Todd PA, Campoli Richards DM. Imipenem/Cilastatin: A reivew of its anti-bacterial activity, pharmacokinetic properties and therapeutic efficacy. Drugs 1987; 33: 183–241.

v • d • e Antibacterials for systemic use: beta-lactam antibiotics - cephalosporins and related (J01D)

First generation	Cefacetrile, Cefadroxil, Cefalexin, Cefaloglycin, Cefaloridine, Cefalotin, Cefapirin, Cefatrizine, Cefazedone, Cefazolin, Cefradine, Cefroxadine, Ceftezole

Second generation	Cefaclor, Cefamandole, Cefmetazole, Cefonicid, Ceforanide, Cefotiam, Cefprozil, Cefuroxime

Third generation	Cefdinir, Cefditoren, Cefetamet, Cefixime, Cefmenoxime, Cefodizime, Cefoperazone, Cefotaxime, Cefpiramide, Cefpodoxime, Cefsulodin, Ceftazidime, Ceftibuten, Ceftizoxime, Ceftriaxone, Flomoxef, Latamoxef

Fourth generation	Cefepime, Cefozopran, Cefpirome, Cefquinome

Fifth generation	Ceftobiprole

Other beta-lactam antibacterials	Monobactams (Aztreonam), Carbapenems (Parenteral - Doripenem, Ertapenem, Imipenem, Meropenem, Panipenem, Oral - Faropenem)