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Cefpodoxime Proxetil (Standard)

CAT: 0804-HY-N7101R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N7101R-01Size:5 mg
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Description
Cefpodoxime Proxetil (Standard) is the analytical standard of Cefpodoxime Proxetil. This product is intended for research and analytical applications. Cefpodoxime Proxetil is an orally active broad spectrum third-generation cephalosporin with potent antibacterial activity against both Gram-positive and Gram-negative bacteria including staphylococci, streptococci, Haemophilus influenzae, Neisseria gonorrhoeae, Escherichia coli, Klebsiella pnuemoniae, Citrobacter spp, and Proteus spp. Cefpodoxime Proxetil binds to penicillin binding proteins (PBPs), which inhibits peptidoglycan synthesis, finally results in interfering bacterial cell wall biosynthesis. Cefpodoxime Proxetil can be used against skin structure infections, acute otitis media, pharyngitis, tonsillitis, upper respiratory tract infection, urinary tract infections and sexually transmitted diseases[1][2][3][4][5].
CAS Number
87239-81-4
Product Name Alternative
U-76,252 (Standard) ; CS-807 (Standard)
UNSPSC
12352005
Target
Antibiotic; Bacterial; Penicillin-binding protein (PBP) ; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Others
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/cefpodoxime-proxetil-standard.html
Smiles
O=C(C(N12)=C(COC)CS[C@]2([H])[C@H](NC(/C(C3=CSC(N)=N3)=N\OC)=O)C1=O)OC(OC(OC(C)C)=O)C
Molecular Formula
C21H27N5O9S2
Molecular Weight
557.60
References & Citations
[1]Pahwa R, Rana A S, Dhimans S, et al. Cefpodoxime proxetil: an update on analytical, clinical and pharmacological aspects [J]. J Curr Chem Pharm Sc, 2015, 5 (2) : 56-66.|[2]Todd W. M. (1994) . Cefpodoxime proxetil: a comprehensive review. International journal of antimicrobial agents, 4 (1), 37–62. |[3]Date, A. A., & Nagarsenker, M. S. (2007) . Design and evaluation of self-nanoemulsifying drug delivery systems (SNEDDS) for cefpodoxime proxetil. International journal of pharmaceutics, 329 (1-2), 166–172.|[4]Borin M. T. (1991) . A review of the pharmacokinetics of cefpodoxime proxetil. Drugs, 42 Suppl 3, 13–21.|[5]Frampton, J. E., et al., (1992) . Cefpodoxime proxetil. A review of its antibacterial activity, pharmacokinetic properties and therapeutic potential. Drugs, 44 (5), 889–917. |[6]Utsui, Y., et al., (1987) . In vitro and in vivo antibacterial activities of CS-807, a new oral cephalosporin. Antimicrobial agents and chemotherapy, 31 (7), 1085–1092.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Cefpodoxime Proxetil

Cefpodoxime proxetil is the 1-[(isopropoxycarbonyl)oxy]ethyl (proxetil) ester prodrug of cefpodoxime. After swallowing, hydrolysis of the ester group occurs in the intestinal epithelium, to release active cefpodoxime in the bloodstream. It is used to treat acute otitis media, pharyngitis, and sinusitis. It has a role as an antibacterial drug and a prodrug. It is a cephalosporin, a carboxylic ester and a carboxylic acid. It is functionally related to a cefpodoxime and a 4-{((R)-2-Carboxy-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7-ylcarbamoyl)-[(Z)-methoxyimino]-methyl}-thiazol-2-yl-ammonium.

CAS Number87239-81-4
PubChem CID6526396
IUPAC Name1-propan-2-yloxycarbonyloxyethyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Molecular FormulaC21H27N5O9S2
Molecular Weight557.6
XLogP0.6
Topological Polar Surface Area235
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count14
Rotatable Bond Count13
Heavy Atom Count37
Formal Charge0
Complexity976
SMILES
CC(C)OC(=O)OC(C)OC(=O)C1=C(CS[C@H]2N1C(=O)[C@H]2NC(=O)/C(=N\OC)/C3=CSC(=N3)N)COC
InChI
InChI=1S/C21H27N5O9S2/c1-9(2)33-21(30)35-10(3)34-19(29)15-11(6-31-4)7-36-18-14(17(28)26(15)18)24-16(27)13(25-32-5)12-8-37-20(22)23-12/h8-10,14,18H,6-7H2,1-5H3,(H2,22,23)(H,24,27)/b25-13-/t10?,14-,18-/m1/s1
InChIKey
LTINZAODLRIQIX-FBXRGJNPSA-N
Chemical Structure
2D Structure
2D structure of Cefpodoxime Proxetil
CAS: 87239-81-4
CID: 6526396
Formula: C21H27N5O9S2
MW: 557.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight557.6
XLogP30.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count14
Rotatable Bond Count13
Exact Mass557.12501980
Monoisotopic Mass557.12501980
Topological Polar Surface Area235 Ų
Heavy Atom Count37
Formal Charge0
Complexity976
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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