Ampicillin hemisulfate

• CAT Number: I022131
• CAS Number: 7490-86-0
• Molecular Formula: C32H40N6O12S3
• Molecular Weight: 796.88
• Purity: 98%
• Synonyms: Ampicillin hemisulfate, Ampicillin sulfate, Diampicillin sulfate
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;sulfuric acid
• InChI: InChI=1S/2C16H19N3O4S.H2O4S/c2*1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;1-5(2,3)4/h2*3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);(H2,1,2,3,4)/t2*9-,10-,11+,14-;/m11./s1
• InChIKey: QYETVTFBDRINOR-PHGYPNQBSA-N
• SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C.OS(=O)(=O)O

Ampicillin hemisulfate（Cat No.:I022131）is the sulfate salt form of ampicillin, a broad-spectrum β-lactam antibiotic used to treat a variety of bacterial infections. It works by inhibiting bacterial cell wall synthesis, ultimately leading to bacterial cell death. Ampicillin is effective against both Gram-positive and Gram-negative bacteria, making it useful for treating respiratory, urinary tract, and gastrointestinal infections, as well as infections caused by Escherichia coli, Haemophilus influenzae, and Streptococcus pneumoniae. The hemisulfate form improves the stability and solubility of ampicillin, making it suitable for intravenous or oral administration in clinical settings.

Reference

1: Belhaj M, Boutiba-Ben Boubaker I, Slim A. Penicillin-Binding Protein 5 Sequence Alteration and Levels of plp5 mRNA Expression in Clinical Isolates of Enterococcus faecium with Different Levels of Ampicillin Resistance. Microb Drug Resist. 2015 Nov 30. [Epub ahead of print] PubMed PMID: 26618475.
2: Wang P, Pang S, Zhang H, Fan M, He L. Characterization of Lactococcus lactis response to ampicillin and ciprofloxacin using surface-enhanced Raman spectroscopy. Anal Bioanal Chem. 2015 Nov 27. [Epub ahead of print] PubMed PMID: 26613795.
3: Yokoyama Y, Matsumoto K, Ikawa K, Watanabe E, Yamamoto H, Imoto Y, Morikawa N, Takeda Y. Pharmacokinetics of Prophylactic Ampicillin-Sulbactam and Dosing Optimization in Patients Undergoing Cardiovascular Surgery with Cardiopulmonary Bypass. Biol Pharm Bull. 2015;38(11):1817-21. doi: 10.1248/bpb.b15-00334. PubMed PMID: 26521833.
4: Gar Alalm M, Ookawara S, Fukushi D, Sato A, Tawfik A. Improved WO3 photocatalytic efficiency using ZrO2 and Ru for the degradation of carbofuran and ampicillin. J Hazard Mater. 2016 Jan 25;302:225-31. doi: 10.1016/j.jhazmat.2015.10.002. Epub 2015 Oct 22. PubMed PMID: 26476309.
5: Parker SL, Adnan S, Ordóñez Meija JL, Paterson DL, Lipman J, Roberts JA, Wallis SC. An UHPLC-MS/MS method for the simultaneous determination of ampicillin and sulbactam in human plasma and urine. Bioanalysis. 2015 Sep 23. [Epub ahead of print] PubMed PMID: 26395242.
6: Kussmann M, Schuster L, Zeitlinger M, Pichler P, Reznicek G, Wiesholzer M, Burgmann H, Poeppl W. The influence of different peritoneal dialysis fluids on the in vitro activity of ampicillin, daptomycin, and linezolid against Enterococcus faecalis. Eur J Clin Microbiol Infect Dis. 2015 Nov;34(11):2257-63. doi: 10.1007/s10096-015-2477-8. Epub 2015 Sep 4. PubMed PMID: 26337433.
7: Sánchez-Díaz AM, Cuartero C, Rodríguez JD, Lozano S, Alonso JM, Rodríguez-Domínguez M, Tedim AP, Del Campo R, López J, Cantón R, Ruiz-Garbajosa P. The rise of ampicillin-resistant Enterococcus faecium high-risk clones as a frequent intestinal colonizer in oncohaematological neutropenic patients on levofloxacin prophylaxis: a risk for bacteraemia? Clin Microbiol Infect. 2015 Aug 29. pii: S1198-743X(15)00794-6. doi: 10.1016/j.cmi.2015.08.008. [Epub ahead of print] PubMed PMID: 26321668.
8: Lâm TT, Claus H, Elias J, Frosch M, Vogel U. Ampicillin resistance of invasive Haemophilus influenzae isolates in Germany 2009-2012. Int J Med Microbiol. 2015 Oct;305(7):748-55. doi: 10.1016/j.ijmm.2015.08.028. Epub 2015 Aug 21. PubMed PMID: 26321008.
9: Sun L, Jia L, Xie X, Xie K, Wang J, Liu J, Cui L, Zhang G, Dai G, Wang J. Quantitative analysis of amoxicillin, its major metabolites and ampicillin in eggs by liquid chromatography combined with electrospray ionization tandem mass spectrometry. Food Chem. 2016 Feb 1;192:313-8. doi: 10.1016/j.foodchem.2015.07.028. Epub 2015 Jul 8. PubMed PMID: 26304353.
10: Jaspers S, Verbeke G, Böhning D, Aerts M. Application of the Vertex Exchange Method to estimate a semi-parametric mixture model for the MIC density of Escherichia coli isolates tested for susceptibility against ampicillin. Biostatistics. 2015 Aug 13. pii: kxv030. [Epub ahead of print] PubMed PMID: 26272992.