Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C27H28N8O9S2 |
| Molecular Weight | 672.689 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)NC3=CNC(NC4=CC=C(C=C4)S(N)(=O)=O)=NC3=O)C5=CC=C(O)C=C5)C(O)=O
InChI
InChIKey=YCDUQXXFNZLWJU-CROMWVBPSA-N
InChI=1S/C27H28N8O9S2/c1-27(2)19(24(40)41)35-22(39)18(23(35)45-27)32-21(38)17(12-3-7-14(36)8-4-12)33-26(42)31-16-11-29-25(34-20(16)37)30-13-5-9-15(10-6-13)46(28,43)44/h3-11,17-19,23,36H,1-2H3,(H,32,38)(H,40,41)(H2,28,43,44)(H2,31,33,42)(H2,29,30,34,37)/t17-,18-,19+,23-/m1/s1
Piroxicillin is a broad-spectrum antibiotic. In vitro it is more active than piperacillin, apalcillin and mezlocillin especially against the following strains; E. coli, Ps. aeruginosa, Ps. stutzeri, K. pneumoniae, Eb. cloacae, Ser. marcescens, Proteus, Sh. flexneri, Y. enterocolitica, Cb. freundii, Acb. calcoaceticus, Bacteroides and Sc. faecalis. It shows very low MIC values against clinically important Gram-negative bacteria, primarily Pseudomonas aeruginosa. The action of piroxicillin is bactericidal.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [6R-[(R)-2-[3-[2-(p-Aminosulfonyl)anilino-4-hydroxy-5- pyrimidinyl]ureido]-2-(4-hydroxyphenyl)acetamido]-penicillanic acid, sodium salt (VX-VC 43), a new broad-spectrum beta-lactam antibiotic. In vitro and in vivo antibiotic activity]. | 1985 |
|
| Synthesis and antibacterial activity of pyrimidinylureidopenicillins. | 1985 |
| Name | Type | Language | ||
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| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C1500
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82509-56-6
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DTXSID00231817
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CHEMBL2103982
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SUB09937MIG
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5305
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100000081679
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HPI5A94GD9
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3047855
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C76857
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ACTIVE MOIETY
