105889-45-0 Cefcapene pivoxil AKSci G657
 
 
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  G657    AKSci Reference Standard
Cefcapene pivoxil, 98% (HPLC)
 



IDENTITY
CAS Number:105889-45-0
MDL Number:MFCD00870176
MF:C23H29N5O8S2
MW:567.64
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:98% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:145-152°C
Optical Rotation:+51 ~ +54° (c=1, MeOH)
Long-Term Storage:Store long-term at 2-8°C
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

REVIEW
 Cefcapene pivoxil is an orally-available, third-generation cephalosporin antibacterial that has demonstrated activity against both gram-positive and gram-negative bacteria. Cefcapene pivoxil is an ester prodrug of the active free acid metabolite, cefcapene. The compound has documented antibacterial activity at 90% in vitro inhibition of Staphylococcus aureus A, B, C, F, and G streptococci and Streptococcus pneumoniae isolates at a concentration of less than or equal to 2ug/ml and 0.12ug/ml respectively. In the same study 100% of the isolates of Haemophilus influenzae were inhibited at concentrations equal to or less than 0.06ug/ml. The bactericidal activity of Cefcapene pivoxil results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). The PBPs are transpeptidases which are vital in peptidoglycan biosynthesis. Therefore, their inhibition prevents this vital cell wall component from being properly synthesized.

REFERENCES
[1]Neu HC, Gu JW, Fang W, Chin NX.In vitro activity and susceptibility to hydrolysis of S-1006. Antimicrob Agents Chemother. 1992 Jun;36(6):1336-41.
[2] Ishikura K, Kubota T, Minami K, Hamashima Y, Nakashimizu H, Motokawa K, Kimura Y, Miwa H, Yoshida T Synthesis and structure-activity relationships of 7 beta-[(Z)-2-(2- aminothiazol-4-yl)-3-(substituted)-2-propenoylamino]-3-cephems with C-3 substitutions. J Antibiot (Tokyo). 1994 Apr;47(4):466-76.
[3] Saito, Atsushi Cefcapene pivoxil Japanese Journal of Antibiotics (1997), 50(6), 485-506.
[4] Saito A.(New antimicrobial agent series L): cefcapene pivoxil Jpn J Antibiot. 1997 Jun;50(6):485-506.
[5] Saito A, Kawada K, Arata J, Sunakawa K, Saito A. Trends in community-acquired infections and their therapy: focused on the role of cefcapene pivoxil. A discussion].Jpn J Antibiot. 1997 Jun;50(6):507-24.
[6] Cazzola M. Novel oral cephalosporins. Expert Opin Investig Drugs. 2000 Feb;9(2):237-46.
[7] Oral cephalosporins Bryskier, Andre; Lebel, Marc, Edited by Bryskier, Andre Antimicrobial Agents (2005), 222-268.
[8] Alba J, Ishii Y, Galleni M, Frère JM, Ito M, Yamaguchi K. Cefcapene inactivates chromosome-encoded class C beta-lactamases. J Infect Chemother. 2002 Sep;8(3):207-10.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H315; H319; H335

Precautionary Statements
P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501

Current as of April 26, 2024

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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CATEGORIES
 APIs and Bioactives > Antibacterials, Cephalosporins


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