Mezlocillin

Class: Beta-lactam (ureidopenicillin)

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive and some Gram-negative bacteria including Pseudomonas aeruginosa, but vulnerable to beta-lactamases
Description:	Semisynthetic penicillin, derived from 6-aminopenicillanic acid (6-APA). Closely related to azlocillin. Parenteral application
Institute where first reported:	BAYER
Year first mentioned:	1976
Highest developmental phase:	Approved by FDA in 1981
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)N4CCN(C4=O)S(=O)(=O)C
Isomeric SMILES:	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)N4CCN(C4=O)S(=O)(=O)C)C(=O)O)C
InChI:	InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/t12-,13-,14+,17-/m1/s1
InChI Key:	YPBATNHYBCGSSN-VWPFQQQWSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/656511

External links:
Guide to Pharmacology:	mezlocillin
Main Source:	https://pubmed.ncbi.nlm.nih.gov/6215872/
Citations:	https://pubmed.ncbi.nlm.nih.gov/35662337/ https://pubmed.ncbi.nlm.nih.gov/6369480/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1958713/pdf/brmedj02865-0068.pdf