Nitrocefin
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Orders received during 11/25~11/29 will be shipped in 11/30/2020 due to Thanksgiving holiday.

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

MedKoo CAT#: 525873

CAS#: 41906-86-9

Description: Nitrocefin is an antibiotic, being sensitive to hydrolysis by all lactamases produced by gram-positive and gram-negative bacteria.


Price and Availability

Size Price Shipping out time Quantity
5mg USD 230 2 Weeks
10mg USD 390 2 Weeks
25mg USD 780 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-11-25. Prices are subject to change without notice.

Nitrocefin, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 525873
Name: Nitrocefin
CAS#: 41906-86-9
Chemical Formula: C21H16N4O8S2
Exact Mass: 516.041
Molecular Weight: 516.499
Elemental Analysis: C, 48.83; H, 3.12; N, 10.85; O, 24.78; S, 12.41


Synonym: Nitrocefin

IUPAC/Chemical Name: (6R,7R)-3-[(E)-2-(2,4-Dinitrophenyl)ethenyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

InChi Key: LHNIIDJCEODSHA-OQRUQETBSA-N

InChi Code: InChI=1S/C21H16N4O8S2/c26-16(9-14-2-1-7-34-14)22-17-19(27)23-18(21(28)29)12(10-35-20(17)23)4-3-11-5-6-13(24(30)31)8-15(11)25(32)33/h1-8,17,20H,9-10H2,(H,22,26)(H,28,29)/b4-3+/t17-,20-/m1/s1

SMILES Code: O=C(C(N12)=C(/C=C/C3=CC=C([N+]([O-])=O)C=C3[N+]([O-])=O)CS[C@]2([H])[C@H](NC(CC4=CC=CS4)=O)C1=O)O


Technical Data

Appearance:
Solid powder

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

Certificate of Analysis:

Safety Data Sheet (SDS):

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:
>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


References

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6: Ourghanlian C, Soroka D, Arthur M. Inhibition by Avibactam and Clavulanate of the β-Lactamases KPC-2 and CTX-M-15 Harboring the Substitution N(132)G in the Conserved SDN Motif. Antimicrob Agents Chemother. 2017 Feb 23;61(3). pii: e02510-16. doi: 10.1128/AAC.02510-16. Print 2017 Mar. PubMed PMID: 28069651; PubMed Central PMCID: PMC5328567.

7: Kim MK, An YJ, Na JH, Seol JH, Ryu JY, Lee JW, Kang LW, Chung KM, Lee JH, Moon JH, Lee JS, Cha SS. Structural and mechanistic insights into the inhibition of class C β-lactamases through the adenylylation of the nucleophilic serine. J Antimicrob Chemother. 2017 Mar 1;72(3):735-743. doi: 10.1093/jac/dkw491. PubMed PMID: 27999057.

8: Chantemesse B, Betelli L, Solanas S, Vienney F, Bollache L, Hartmann A, Rochelet M. A nitrocefin-based amperometric assay for the rapid quantification of extended-spectrum β-lactamase-producing Escherichia coli in wastewaters. Water Res. 2017 Feb 1;109:375-381. doi: 10.1016/j.watres.2016.11.066. Epub 2016 Dec 1. PubMed PMID: 27951476.

9: Hussein MH, Schneider EK, Elliott AG, Han M, Reyes-Ortega F, Morris F, Blastovich MAT, Jasim R, Currie B, Mayo M, Baker M, Cooper MA, Li J, Velkov T. From Breast Cancer to Antimicrobial: Combating Extremely Resistant Gram-Negative "Superbugs" Using Novel Combinations of Polymyxin B with Selective Estrogen Receptor Modulators. Microb Drug Resist. 2016 Dec 9. doi: 10.1089/mdr.2016.0196. [Epub ahead of print] PubMed PMID: 27935770.

10: Sharma S, Pal R, Hameed S, Fatima Z. Antimycobacterial mechanism of vanillin involves disruption of cell-surface integrity, virulence attributes, and iron homeostasis. Int J Mycobacteriol. 2016 Dec;5(4):460-468. doi: 10.1016/j.ijmyco.2016.06.010. Epub 2016 Jun 30. PubMed PMID: 27931688.

11: McHardy IH, Veltman J, Hindler J, Bruxvoort K, Carvalho MM, Humphries RM. Clinical and Microbiological Aspects of β-Lactam Resistance in Staphylococcus lugdunensis. J Clin Microbiol. 2017 Feb;55(2):585-595. doi: 10.1128/JCM.02092-16. Epub 2016 Dec 7. PubMed PMID: 27927926; PubMed Central PMCID: PMC5277529.

12: Ryu BH, Ngo TD, Yoo W, Lee S, Kim BY, Lee E, Kim KK, Kim TD. Biochemical and Structural Analysis of a Novel Esterase from Caulobacter crescentus related to Penicillin-Binding Protein (PBP). Sci Rep. 2016 Dec 1;6:37978. doi: 10.1038/srep37978. PubMed PMID: 27905486; PubMed Central PMCID: PMC5131357.

13: Ferreira AM, Martins KB, Silva VR, Mondelli AL, Cunha ML. Correlation of phenotypic tests with the presence of the blaZ gene for detection of beta-lactamase. Braz J Microbiol. 2017 Jan - Mar;48(1):159-166. doi: 10.1016/j.bjm.2016.10.011. Epub 2016 Nov 11. PubMed PMID: 27889420; PubMed Central PMCID: PMC5221353.

14: Allam A, Maigre L, Alves de Sousa R, Dumont E, Vergalli J, Pagès JM, Artaud I. New amphiphilic neamine conjugates bearing a metal binding motif active against MDR E. aerogenes Gram-negative bacteria. Eur J Med Chem. 2017 Feb 15;127:748-756. doi: 10.1016/j.ejmech.2016.10.054. Epub 2016 Oct 25. PubMed PMID: 27823890.

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