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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
Structure of PIROXICILLIN

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

HIDE SMILES / InChI
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

PubMed

TitleDatePubMed
Synthesis and antibacterial activity of pyrimidinylureidopenicillins.
1985
Name Type Language
PIROXICILLIN
INN  
INN  
Official Name English
piroxicillin [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1500
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
Code System Code Type Description
CAS
82509-56-6
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
PRIMARY
EPA CompTox
DTXSID00231817
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL2103982
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
PRIMARY
EVMPD
SUB09937MIG
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
PRIMARY
INN
5305
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
PRIMARY
SMS_ID
100000081679
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
PRIMARY
FDA UNII
HPI5A94GD9
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
PRIMARY
PUBCHEM
3047855
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
PRIMARY
NCI_THESAURUS
C76857
Created by admin on Sat Dec 16 16:19:45 GMT 2023 , Edited by admin on Sat Dec 16 16:19:45 GMT 2023
PRIMARY