BAL30072

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

MedKoo CAT#: 524365

CAS#: 941285-15-0

Description: BAL30072 is a monocyclic β-lactam belonging to the monosulfactam class used for the treatment of infections caused by Gram-negative bacteria. BAL30072 carries a dihydroxypyridone moiety in its oxyiminoacyl side chain that may allow it to exploit iron-uptake systems to gain accelerated entry into bacteria. BAL30072 has previously been shown to have strong antimicrobial activity against most aerobic Gram-negative bacilli.


Price and Availability

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BAL30072, purity > 98%, is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 524365
Name: BAL30072
CAS#: 941285-15-0
Chemical Formula: C16H18N6O10S2
Exact Mass: 518.05258
Molecular Weight: 518.48
Elemental Analysis: C, 37.06; H, 3.50; N, 16.21; O, 30.86; S, 12.37


Synonym: BAL30072; BAL 30072; BAL-30072; UNII-LY97ZJM4QX;

IUPAC/Chemical Name: 4-Thiazoleacetamide, 2-amino-alpha-(((1,4-dihydro-1,5-dihydroxy-4-oxo-2-pyridinyl)methoxy)imino)-N-((3S)-2,2-dimethyl-4-oxo-1-(Sulfooxy)-3-azetidinyl)-, (alphaz)-

InChi Key: KLFSEZJCLYBFKQ-WXYNYTDUSA-N

InChi Code: InChI=1S/C16H18N6O10S2/c1-16(2)12(14(26)22(16)32-34(28,29)30)19-13(25)11(8-6-33-15(17)18-8)20-31-5-7-3-9(23)10(24)4-21(7)27/h3-4,6,12,24,27H,5H2,1-2H3,(H2,17,18)(H,19,25)(H,28,29,30)/b20-11-/t12-/m1/s1

SMILES Code: CC1([C@@H](C(=O)N1OS(=O)(=O)O)NC(=O)/C(=N\OCc2cc(=O)c(cn2O)O)/c3csc(n3)N)C


Technical Data

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).

Harmonized System Code:
293490


References

1: Straubinger M, Blenk H, Naber KG, Wagenlehner FM. Urinary Concentrations and Antibacterial Activity of BAL30072, a Novel Siderophore Monosulfactam, against Uropathogens after Intravenous Administration in Healthy Subjects. Antimicrob Agents Chemother. 2016 Mar 14. pii: AAC.02425-15. [Epub ahead of print] PubMed PMID: 26976871.

2: Fu HG, Hu XX, Li CR, Li YH, Wang YX, Jiang JD, Bi CW, Tang S, You XF, Song DQ. Design, synthesis and biological evaluation of monobactams as antibacterial agents against gram-negative bacteria. Eur J Med Chem. 2016 Mar 3;110:151-63. doi: 10.1016/j.ejmech.2016.01.024. Epub 2016 Jan 20. PubMed PMID: 26827160.

3: Wang YT, Cheng TL. Refined models of New Delhi metallo-beta-lactamase-1 with inhibitors: an QM/MM modeling study. J Biomol Struct Dyn. 2016 Jan 6:1-10. [Epub ahead of print] PubMed PMID: 26488313.

4: Hornsey M, Phee L, Stubbings W, Wareham DW. In vitro activity of the novel monosulfactam BAL30072 alone and in combination with meropenem versus a diverse collection of important Gram-negative pathogens. Int J Antimicrob Agents. 2013 Oct;42(4):343-6. doi: 10.1016/j.ijantimicag.2013.05.010. Epub 2013 Jul 7. PubMed PMID: 23837926.

5: Landman D, Singh M, El-Imad B, Miller E, Win T, Quale J. In vitro activity of the siderophore monosulfactam BAL30072 against contemporary Gram-negative pathogens from New York City, including multidrug-resistant isolates. Int J Antimicrob Agents. 2014 Jun;43(6):527-32. doi: 10.1016/j.ijantimicag.2014.02.017. Epub 2014 Apr 13. PubMed PMID: 24796217.

6: Mushtaq S, Woodford N, Hope R, Adkin R, Livermore DM. Activity of BAL30072 alone or combined with β-lactamase inhibitors or with meropenem against carbapenem-resistant Enterobacteriaceae and non-fermenters. J Antimicrob Chemother. 2013 Jul;68(7):1601-8. doi: 10.1093/jac/dkt050. Epub 2013 Feb 28. PubMed PMID: 23449829.