Mezlocillin

• CAT Number: I007975
• CAS Number: 51481-65-3
• Molecular Formula: C21H25N5O8S2
• Molecular Weight: 539.578
• Purity: ≥95%
• Solubility: Soluble in DMSO, not in water
• Storage: 0 - 4 °C for short term, or -20 °C for long term
• IUPAC Name: (2S,5R,6R)-3,3-dimethyl-6-[[(2R)-2-[(3-methylsulfonyl-2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 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
• InChIKey: YPBATNHYBCGSSN-VWPFQQQWSA-N
• SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)NC(=O)N4CCN(C4=O)S(=O)(=O)C)C(=O)O)C

Mezlocillin (Cat.No:I007975) is a broad-spectrum penicillin antibiotic. It is active against both Gram-negative and some Gram-positive bacteria. Unlike most other extended spectrum penicillins, it is excreted by the liver, therefore it is useful for biliary tract infections, such as ascending cholangitis.

Reference

1:Effects of prophylactic antibiotic therapy with mezlocillin plus sulbactam on the incidence and height of fever after severe acute ischemic stroke: the Mannheim infection in stroke study (MISS). Schwarz S, Al-Shajlawi F, Sick C, Meairs S, Hennerici MG.Stroke. 2008 Apr;39(4):1220-7. doi: 10.1161/STROKEAHA.107.499533. Epub 2008 Feb 28. PMID: 18309164 Free Article2:Clinical determinants for the recovery of fungal and mezlocillin-resistant pathogens from bile specimens. Ehrenstein BP, Salamon L, Linde HJ, Messmann H, Schölmerich J, Glück T.Clin Infect Dis. 2002 Apr 1;34(7):902-8. Epub 2002 Feb 26. PMID: 11880954 3:In vitro activity of mezlocillin, meropenem, aztreonam, vancomycin, teicoplanin, ribostamycin and fusidic acid against Borrelia burgdorferi. Hunfeld KP, Weigand J, Wichelhaus TA, Kekoukh E, Kraiczy P, Brade V.Int J Antimicrob Agents. 2001 Mar;17(3):203-8. PMID: 11282265 4:Determination of piperacillin and mezlocillin in human serum and urine by high-performance liquid chromatography after derivatisation with 1,2,4-triazole. García-Gonzalez JC, Méndez R, Martín-Villacorta J.J Chromatogr A. 1998 Jul 3;812(1-2):213-20. PMID: 9691320 5:Treatment of accidental high dose intraventricular mezlocillin application by cerebrospinal fluid exchange. Kristof RA, Clusmann H, Koehler W, Fink KB, Schramm J.J Neurol Neurosurg Psychiatry. 1998 Mar;64(3):379-81. PMID: 9527154 Free PMC Article6:A prospective randomized trial of ceftazidime versus netilmicin plus mezlocillin in the empirical therapy of presumed sepsis in cirrhotic patients. McCormick PA, Greenslade L, Kibbler CC, Chin JK, Burroughs AK, McIntyre N.Hepatology. 1997 Apr;25(4):833-6. PMID: 9096584 7:Pharmacokinetics of mezlocillin and sulbactam under continuous veno-venous hemodialysis (CVVHD) in intensive care patients with acute renal failure. Rohde B, Werner U, Hickstein H, Ehmcke H, Drewelow B.Eur J Clin Pharmacol. 1997;53(2):111-5. PMID: 9403281 8:Cefoperazone/sulbactam versus cefoperazone plus mezlocillin: empiric therapy for febrile, neutropenic bone marrow transplant patients. Lazarus HM, Creger RJ, Gucalp R, Fox RM, Ciobanu N, Carlisle PS, Cooper BW, Jacobs MR.Int J Antimicrob Agents. 1996 Jul;7(2):85-91. PMID: 18611741 9:Sulbactam in combination with mezlocillin, piperacillin or cefotaxime: clinical and bacteriological findings in the treatment of serious bacterial infections. Manncke K, Springsklee M, Heizmann WR, Sonntag HG.Int J Antimicrob Agents. 1996 Apr;6 Suppl:S47-54. PMID: 18611720 10:The influence of sulbactam on the in vitro activity of mezlocillin, piperacillin and cefotaxime. Bauernfeind A, Grimm H, Klietmann W, Opferkuch W, Werner H.Int J Antimicrob Agents. 1996 Apr;6 Suppl:S15-26. PMID: 18611715