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Imipenem

Imipenem Struktur
64221-86-9
CAS-Nr.
64221-86-9
Bezeichnung:
Imipenem
Englisch Name:
Imipenem
Synonyma:
imipenam;Imipenen;Imipenem CRS;(5R)-6β-[(R)-1-Hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid;(5R,6S)-3-({2-[(E)-(aMinoMethylidene)aMino]ethyl}sulfanyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid;mk-787;Imipenem;LMipeneM;imipemide;EOS-62374
CBNumber:
CB5695768
Summenformel:
C12H17N3O4S
Molgewicht:
299.35
MOL-Datei:
64221-86-9.mol

Imipenem Eigenschaften

Schmelzpunkt:
106-111 C
Siedepunkt:
530.2±60.0 °C(Predicted)
Dichte
1.62±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Store in freezer, under -20°C
L?slichkeit
Sparingly soluble in water, slightly soluble in methanol.
pka
4.29±0.40(Predicted)
CAS Datenbank
64221-86-9(CAS DataBase Reference)
EPA chemische Informationen
Imipenem (64221-86-9)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 26-27-36/37/39
HS Code  29419000
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

Imipenem Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S27:Beschmutzte, getr?nkte Kleidung sofort ausziehen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.

Beschreibung

Imipenem is a chemically stable thienamycin derivative with an antibacterial activity that is broader in spectrum and of greater potency than most of the third generation cephalosporins. Combination with cilastatin, an inhibitor of renal brush-border dehydropeptidase-I, increases both urinary and plasma levels of imipenem.

Chemische Eigenschaften

White Crystals

Verwenden

Carbapenem antibacterial.

Antimicrobial activity

Imipenem shows potent activity against a wide range of Grampositive and Gram-negative aerobes and anaerobes, including many resistant to other agents.Concentrations (mg/L) inhibiting 50% of strains of other organisms are: Listeria monocytogenes, 0.03; Legionella pneumophila, 0.03; Enterococcus faecium, 4; Yersinia spp., 0.06. Mycobacterium fortuitum is inhibited by 6.25 mg/L. Imipenem is active against many Pseudomonas species, but not Sten. maltophilia. It is active against most anaerobes, with the exception of Cl. perfringens, which is only moderately susceptible. It is bactericidal at 2–4 times the MIC for most species, but some strains of Staph. aureus exhibit ‘tolerance’ . Bactericidal synergy with aminoglycosides, glycopeptides, fosfomycin and rifampicin (rifampin) has been observed against many strains of Staph. aureus and enterococci.
Antibacterial activity is unaffected by the presence of cilastatin, which is itself devoid of antimicrobial activity.
Imipenem is stable to hydrolysis by most serine β-lactamases, with the exception of the group 2f carbapenem-hydrolyzingenzymes hydrolyzingenzymes . Strains of B. fragilis, Aeromonas spp. and Sten. maltophilia can produce metallo-β-lactamases that hydrolyze the drug rapidly. These strains, in addition to occasional strains of enterobacteria, Acinetobacter baumannii and Ps. aeruginosa, show variable resistance to imipenem depending upon the level of carbapenem-hydrolyzing enzymes and the presence or absence of imipenem-specific porins. Efflux pumps also exist that may extrude imipenem from Gramnegative bacteria.

Acquired resistance

Some strains of Citrobacter, Enterobacter, Proteus vulgaris, Providencia, Ps. aeruginosa and Serratia spp. may be resistant to imipenem and other β-lactam agents, often because of the selection of stably derepressed mutants expressing high levels of group 1 β-lactamases coupled with decreased intracellular drug levels due to porin mutations or increased efflux.
Induction of class 1 β-lactamases by imipenem in strains of Aeromonas, Pseudomonas and Serratia spp. is responsible for antagonism of β-lactamase-labile β-lactam agents in vitro. Imipenem resistance in Ps. aeruginosa can occur following selection of mutants that hyperproduce the group 1 cephalosporinase and which are also deficient in an outer membrane protein (OprD or D2) which specifically transports imipenem, but not cephalosporins or monobactams.

Allgemeine Beschreibung

Thienamycin was found in the culture broth of Streptomyces cattleya by Merck Sharp & Dohme in 1976, as a very unstable substance. It has a unique carbapenem structure, like that of the olivanic acids found in S. olivaceus by Beecham Research Laboratories in 1979. Thienamycin shows excellent activity against a variety of pathogenic bacteria, including Pseudomonas aeruginosa. Its chemical stability has been improved by derivatization with the formimidoyl group, and its biological stability has been improved by combining it with cilastatin, an inhibitor of kidney dihydropeptidase. The combination drug imipenem – cilastatin is now under study to evaluate its clinical efficacy and safety.

Clinical Use

Lower respiratory tract infections
Urinary tract infections (complicated and uncomplicated)
Intra-abdominal infections
Gynecological infections
Bacterial septicemia
Bone and joint infections
Skin and skin structure infections
Endocarditis
Polymicrobial infections

Nebenwirkungen

CNS effects such as confusional states and seizures have been reported, especially when recommended doses were exceeded, and in patients with renal failure or creatinine clearances of ≤20 mL/min/1.73 m2.
Other reactions include phlebitis/thrombophlebitis (3.1%), nausea (2.0%), diarrhea (1.8%) and vomiting (1.5%).
Increased hepatic enzymes may be seen in adults and children. Superinfection with Aspergillus, Candida and resistant Pseudomonas spp. have been described and pseudomembranous colitis has been reported.
Patients with a history of hypersensitivity reactions to penicillins, cephalosporins or other β-lactam antibiotics should be treated cautiously with carbapenems.

Imipenem Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Imipenem Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 272)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Weibang Biotechnology Co., Ltd
+8615531157085
abby@weibangbio.com China 8810 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12835 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649
sarah@tnjone.com China 1143 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21634 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 32957 60
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28172 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873
sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 49374 58
Antai Fine Chemical Technology Co.,Limited
18503026267
info@antaichem.com CHINA 9636 58

64221-86-9(Imipenem)Verwandte Suche:


  • (5r-(5-alpha,6-alpha(r*)))-nomethyl)amino)ethyl)thio)-7-oxo
  • 1-azabicyclo(3.2.0)hept-2-ene-2-carboxylicacid,6-(1-hydroxyethyl)-3-((2-((imi
  • imipemide
  • mk-787
  • [5R-[5alpha, 6alpha(R*)]]-6-(1-Hydroxyethyl)-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • Imipenem
  • (5R,6S)-6-[(1R)-1hydroxyethyl]-3-[[2-[(iminomethyl)amine]ethyl]thio]7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • IMIPEMIDE IMIPENEM IMIPENEN N-FORMIMIDOYLTHIENAMYCIN TIENAMYCIN
  • N-Formimidoylthiena
  • (5R,5β)-6β-[(R)-1-Hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • N-Formimidoylthienamycin
  • Tienamycin
  • (5R,6S)-3-{[2-(Carbonoimidoylamino)ethyl]sulphanyl}-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • LMipeneM
  • 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylicacid, 6-[(1R)-1-hydroxyethyl]-3-[[2-[(iMinoMethyl)aMino]ethyl]thio]-7-oxo-,(5R,6S)-
  • 2-[1,3-dioxo-1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)amino]butan-2-yl]azobenzene-1,4-dicarboxylic acid dimethyl ester
  • Imipenem (MK-0787)
  • EOS-62374
  • ImipenemQ: What is Imipenem Q: What is the CAS Number of Imipenem Q: What is the storage condition of Imipenem Q: What are the applications of Imipenem
  • Imipenen
  • imipenam
  • (5R)-6β-[(R)-1-Hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5R,6S)-3-({2-[(E)-(aMinoMethylidene)aMino]ethyl}sulfanyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • Imipenem CRS
  • Propanoicacid,8-ethoxy-
  • Benzoicacid,7-hydroxy-,dodecylester
  • (5R,6S)-3-((2-Formimidamidoethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • Imipenem (N-Formimidoyl thienamycin)
  • N-Formimidoyl thienamycin|||MK0787
  • Selumetinib Impurity 10
  • 64221-86-9
  • C12H17N3O4S
  • C12H19N3O5S
  • C12H17N3O4SxH2O
  • Active Pharmaceutical Ingredients
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