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MedKoo Cat#: 573837 | Name: Ampicillin benzathine

Description:

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

Ampicillin benzathine is the benzathine salt of Ampicillin --- an antibiotic used to prevent and treat a number of bacterial infections such as respiratory tract infections, urinary tract infections, meningitis, salmonella infections, and endocarditis.

Chemical Structure

Ampicillin benzathine
Ampicillin benzathine
CAS#33276-75-4 (benzathine)

Theoretical Analysis

MedKoo Cat#: 573837

Name: Ampicillin benzathine

CAS#: 33276-75-4 (benzathine)

Chemical Formula: C48H58N8O8S2

Exact Mass: 938.3819

Molecular Weight: 939.16

Elemental Analysis: C, 61.39; H, 6.23; N, 11.93; O, 13.63; S, 6.83

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
69-53-4 (free acid) 33276-75-4 (benzathine) 119229-01-5 (embonate) 7490-86-0 (hemisulfate) 40688-84-4 (HCl) 23277-71-6 (potassium) 69-52-3 (sodium) 7177-48-2 (trihydrate) 114977-84-3 (trimer trisodium)
Synonym
Ampicillin benzathine, Benzathine ampicillin
IUPAC/Chemical Name
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2R)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S,5R,6R)-, compd with N,N'-bis(phenylmethyl)-1,2-ethanediamine (2:1)
InChi Key
RHKWJSNGCNASTF-PHGYPNQBSA-N
InChi Code
1S/2C16H19N3O4S.C16H20N2/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;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h2*3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);1-10,17-18H,11-14H2/t2*9-,10-,11+,14-;/m11./s1
SMILES Code
N12[C@H](C(C)(C)S[C@@H]1[C@@H](NC([C@@H](c1ccccc1)N)=O)C2=O)C(=O)O.c1ccccc1CNCCNCc1ccccc1.N12[C@@H]([C@@H](NC([C@@H](c3ccccc3)N)=O)C1=O)SC(C)(C)[C@@H]2C(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
Shelf Life
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 939.16 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.

Recalculate based on batch purity %
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: 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.