Synonym
BAL30072; BAL 30072; BAL-30072;
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
O=C(N[C@H]1C(C)(C)N(OS(=O)(O)=O)C1=O)/C(C2=CSC(N)=N2)=N\OCC3=CC(C(O)=CN3O)=O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
518.48
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 |
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.
