84845-57-8 Usage
Description
Ritipenem is a synthetic b-lactam antibiotic of the penem class that has a broad antimicrobial spectrum and high resistance to b-lactamases. Since it is stable in relation to renal dehydropeptidase-I, ritipenem does not require concomitant administration of an inhibitor of this enzyme.
Uses
Ritipenem is a penem antibiotic.
Mechanism of action
In common with other b-lactams, ritipenem interacts with the penicillin-binding proteins (PBPs). In E. coli, the main target of ritipenem is PBP2, and PBP3 is also equivalent to PBP2 in the Enterobacteriaceae. In vitro studies suggest that ritipenem has affinity for the PBP2 of methicillin-susceptible S. aureus and PBP2u of methicillin-resistant S. aureus.
Clinical Use
Ritipenem has been used in a limited number of clinical conditions in which the use of a carbapenem that can be administered both parenterally and orally was considered a possible advantage. Ritipenem is not currently licensed for clinical use by the US FDA. Only a few clinical studies have assessed the role of ritipenem therapy, and these have been in the treatment of respiratory tract or urinary tract infections, but results appear generally disappointing.
Toxicology
In an Italian study, 8 of 15 (53%) chronic obstructive pulmonary disease (COPD) patients treated with 3.0 g of ritipenem acoxil developed mild to severe gastrointestinal complaints (diarrhea). Few other toxicity data are currently available.
Check Digit Verification of cas no
The CAS Registry Mumber 84845-57-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,4,8,4 and 5 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 84845-57:
(7*8)+(6*4)+(5*8)+(4*4)+(3*5)+(2*5)+(1*7)=168
168 % 10 = 8
So 84845-57-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H12N2O6S/c1-3(13)5-7(14)12-6(9(15)16)4(19-8(5)12)2-18-10(11)17/h3,5,8,13H,2H2,1H3,(H2,11,17)(H,15,16)/t3-,5+,8-/m1/s1
84845-57-8Relevant articles and documents
The total synthesis of ritipenems. Construction of penem thiazoline ring by incorporation of two 2C units of glycolic acid
Cabri,Zarini,D'Anello,Marchi,Bedeschi,Franceschi
, p. 3491 - 3492 (1993)
Short syntheses of ritipenem acoxyl 1a and ritipenem 1b are reported. The syntheses start from (R)-4-acetoxy-(S)-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]azetidin-2-o ne 3 and are based on the incorporation of two 2C unites obtained by manipulation of glicolyc acid 4.