Mezlocillin | CAS#51481-65-3

MedKoo Cat#: 318266 | Name: Mezlocillin

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Mezlocillin 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.

Chemical Structure

Mezlocillin

CAS#51481-65-3

Theoretical Analysis

MedKoo Cat#: 318266

Name: Mezlocillin

CAS#: 51481-65-3

Chemical Formula: C21H25N5O8S2

Exact Mass: 539.1145

Molecular Weight: 539.58

Elemental Analysis: C, 46.74; H, 4.67; N, 12.98; O, 23.72; S, 11.89

Price and Availability

Size	Price	Availability	Quantity
25mg	USD 250.00	2 Weeks
100mg	USD 650.00	2 weeks

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Synonym

Mezlocillin, Bay-f 1353, Baypen, Melocin, Meslocillin, Mezlin

IUPAC/Chemical 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 Key

YPBATNHYBCGSSN-VWPFQQQWSA-N

InChi Code

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

SMILES Code

O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC([C@H](NC(N3CCN(S(=O)(C)=O)C3=O)=O)C4=CC=CC=C4)=O)N1C2=O)O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Mezlocillin (BAY-f 1353) is a β-lactam antibiotic, a semisynthetic and extended-spectrum antibiotic.

In vitro activity:

Mezlocillin is a new semisynthetic penicillin that inhibited 71% of the isolates of Serratia marcescens, 67% of Escherichia coli, 50% of Enterobacter spp., and 49% of Klebsiella spp. at a concentration of 12.5 mug/ml. It is also active against both indole-positive and -negative Proteus spp. and gram-positive cocci, except penicillin G-resistant Staphylococcus aureus. Reference: Antimicrob Agents Chemother. 1977 Jan;11(1):74-9. https://pubmed.ncbi.nlm.nih.gov/836016/

In vivo activity:

TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 539.58 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

Bodey GP, Pan T. Mezlocillin: in vitro studies of a new broad-spectrum penicillin. Antimicrob Agents Chemother. 1977 Jan;11(1):74-9. doi: 10.1128/AAC.11.1.74. PMID: 836016; PMCID: PMC351920.

In vitro protocol:

Bodey GP, Pan T. Mezlocillin: in vitro studies of a new broad-spectrum penicillin. Antimicrob Agents Chemother. 1977 Jan;11(1):74-9. doi: 10.1128/AAC.11.1.74. PMID: 836016; PMCID: PMC351920.

In vivo protocol:

TBD

1: Drusano GL, Schimpff SC, Hewitt WL. The acylampicillins: mezlocillin, piperacillin, and azlocillin. Rev Infect Dis. 1984 Jan-Feb;6(1):13-32. Review. PubMed PMID: 6369480. 2: Bergan T. Review of the pharmacokinetics of mezlocillin. J Antimicrob Chemother. 1983 May;11 Suppl C:1-16. Review. PubMed PMID: 6352604. 3: McCloskey RV, LeFrock JL, Smith BR, Aronoff GR. Microbiology, pharmacology, and clinical use of mezlocillin sodium. Pharmacotherapy. 1982 Nov-Dec;2(6):300-12. Review. PubMed PMID: 6220263. 4: Eliopoulos GM, Moellering RC Jr. Azlocillin, mezlocillin, and piperacillin: new broad-spectrum penicillins. Ann Intern Med. 1982 Nov;97(5):755-60. Review. PubMed PMID: 6215872. 5: Russo J Jr, Russo ME. Comparative review of two new wide-spectrum penicillins: mezlocillin and piperacillin. Clin Pharm. 1982 May-Jun;1(3):207-16. Review. PubMed PMID: 6224627. 6: Singlas E. [Tissue distribution of mezlocillin (author's transl)]. Nouv Presse Med. 1982 Feb 4;11(5 Pt 2):373-6. Review. French. PubMed PMID: 6460979. 7: Knothe H. [Antibacterial activity of mezlocillin and azlocillin/A survey (author's transl)]. Arzneimittelforschung. 1979;29(12a):1916-20. Review. German. PubMed PMID: 120745.