MedKoo Cat#: 524566 | Name: CB-181963

Description:

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

CB-181963, formerly known as CAB-175, is a novel cephalosporin. CB-181963 shows excellent activity against MRSA strains resistant to other cephalosporins in both planktonic and biofilm cultures.CB-181963 is a potent antistaphylococcal agent with better activity against MRSA than other cephalosporins. The anti-MRSA activity is correlated with elevated binding to PBP2a. CB-181963 may have a role in the treatment of staphylococcal infections, including those caused by MRSA and in the prophylaxis of biofilm-associated MSSA and MRSA infections.

Chemical Structure

CB-181963
CB-181963
CAS#635292-67-0

Theoretical Analysis

MedKoo Cat#: 524566

Name: CB-181963

CAS#: 635292-67-0

Chemical Formula: C19H24FN11O5S2

Exact Mass: 569.1387

Molecular Weight: 569.60

Elemental Analysis: C, 40.06; H, 4.25; F, 3.34; N, 27.05; O, 14.04; S, 11.26

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 #
No Data
Synonym
CB-181963; CB 181963; CB181963; UNII-6784994L0W; CAB 175.
IUPAC/Chemical Name
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2Z)-(5-amino-1,2,4-thiadiazol-3-yl)((fluoromethoxy)imino)acetyl)amino)-3-((E)-((imino-1-piperazinylmethyl)methylhydrazono)methyl)-8-oxo-, (6R,7R)-
InChi Key
VNZAURNTTOSQRE-XQMVPPGESA-N
InChi Code
InChI=1S/C19H24FN11O5S2/c1-29(19(22)30-4-2-23-3-5-30)24-6-9-7-37-16-11(15(33)31(16)12(9)17(34)35)25-14(32)10(27-36-8-20)13-26-18(21)38-28-13/h6,11,16,22-23H,2-5,7-8H2,1H3,(H,25,32)(H,34,35)(H2,21,26,28)/b22-19?,24-6+,27-10-/t11-,16-/m1/s1
SMILES Code
CN(C(=N)N1CCNCC1)/N=C/C2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OCF)/c4nc(sn4)N)SC2)C(=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, 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 569.60 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: Burall LS, Rodolakis A, Rekiki A, Myers GS, Bavoil PM. Genomic analysis of an attenuated Chlamydia abortus live vaccine strain reveals defects in central metabolism and surface proteins. Infect Immun. 2009 Sep;77(9):4161-7. doi: 10.1128/IAI.00189-09. Epub 2009 Jul 13. PubMed PMID: 19596773; PubMed Central PMCID: PMC2738009. 2: Miller K, Storey C, Stubbings WJ, Hoyle AM, Hobbs JK, Chopra I. Antistaphylococcal activity of the novel cephalosporin CB-181963 (CAB-175). J Antimicrob Chemother. 2005 Apr;55(4):579-82. Epub 2005 Feb 18. PubMed PMID: 15722396. 3: Hoellman DB, Pankuch GA, Appelbaum PC. Antistaphylococcal activity of CB-181963 (CAB-175), an experimental parenteral cephalosporin. Antimicrob Agents Chemother. 2004 Oct;48(10):4037-9. PubMed PMID: 15388474; PubMed Central PMCID: PMC521906. 4: Huang V, Brown WJ, Rybak MJ. In vitro activities of a novel cephalosporin, CB-181963 (CAB-175), against methicillin-susceptible or -resistant Staphylococcus aureus and glycopeptide-intermediate susceptible staphylococci. Antimicrob Agents Chemother. 2004 Jul;48(7):2719-23. PubMed PMID: 15215134; PubMed Central PMCID: PMC434184.