MedKoo Cat#: 412531 | Name: Cefovecin free base

Description:

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

Cefovecin, also known as UK-287074, is an antibiotic of the cephalosporin class. Cefovecin interferes with the synthesis of bacterial cell walls, by binding to penicillin binding proteins. Due to high protein-binding, it is not effective against species of Pseudomonas or Enterococcus. The maximum anti-bacterial activity occurs approximately two days after cefovecin has been administered. It is used to treat skin infections caused by Pasteurella multocida in cats, and Staphylococcus intermedius and Streptococcus canis in dogs.

Chemical Structure

Cefovecin free base
Cefovecin free base
CAS#234096-34-5 (free base)

Theoretical Analysis

MedKoo Cat#: 412531

Name: Cefovecin free base

CAS#: 234096-34-5 (free base)

Chemical Formula: C17H19N5O6S2

Exact Mass: 453.0777

Molecular Weight: 453.49

Elemental Analysis: C, 45.03; H, 4.22; N, 15.44; O, 21.17; S, 14.14

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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Synonym
Cefovecin (free base); UNII-0D1OL46ZIE
IUPAC/Chemical Name
(6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-3-((S)-tetrahydrofuran-2-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChi Key
ZJGQFXVQDVCVOK-QFKLAVHZSA-N
InChi Code
InChI=1S/C17H19N5O6S2/c1-27-21-10(8-6-30-17(18)19-8)13(23)20-11-14(24)22-12(16(25)26)7(5-29-15(11)22)9-3-2-4-28-9/h6,9,11,15H,2-5H2,1H3,(H2,18,19)(H,20,23)(H,25,26)/b21-10-/t9-,11+,15+/m0/s1
SMILES Code
O=C(C(N12)=C([C@H]3OCCC3)CS[C@]2([H])[C@H](NC(/C(C4=CSC(N)=N4)=N\OC)=O)C1=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 453.49 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: Seeley KE, Wolf KN, Bishop MA, Turnquist M, KuKanich B. Pharmacokinetics of long-acting cefovecin in copper rockfish (Sebastes caurinus). Am J Vet Res. 2016 Mar;77(3):260-4. doi: 10.2460/ajvr.77.3.260. PMID: 26919596. 2: Lawrence M, Kukanich K, Kukanich B, Heinrich E, Coetzee JF, Grauer G, Narayanan S. Effect of cefovecin on the fecal flora of healthy dogs. Vet J. 2013 Oct;198(1):259-66. doi: 10.1016/j.tvjl.2013.04.010. Epub 2013 May 20. PMID: 23702279. 3: Cushing AC, Ramsay EC, Steeil J, Cox S. PHARMACOKINETIC PARAMETERS OF CEFOVECIN SODIUM (CONVENIA) IN CAPTIVE TIGERS ( PANTHERA TIGRIS). J Zoo Wildl Med. 2017 Dec;48(4):1188-1192. doi: 10.1638/2017-0083.1. PMID: 29297795. 4: Nardini G, Barbarossa A, Dall'Occo A, Di Girolamo N, Cagnardi P, Magnone W, Bielli M, Roncada P, Zaghini A. Pharmacokinetics of cefovecin sodium after subcutaneous administration to Hermann's tortoises (Testudo hermanni). Am J Vet Res. 2014 Oct;75(10):918-23. doi: 10.2460/ajvr.75.10.918. PMID: 25255182. 5: Sanders KL, Bas E, Cox SK, Rothen DE. Pharmacokinetics of Single-bolus Subcutaneous Cefovecin in C57BL/6 Mice. J Am Assoc Lab Anim Sci. 2017 Sep 1;56(5):558-561. PMID: 28903828; PMCID: PMC5605181. 6: Stegemann MR, Sherington J, Blanchflower S. Pharmacokinetics and pharmacodynamics of cefovecin in dogs. J Vet Pharmacol Ther. 2006 Dec;29(6):501-11. doi: 10.1111/j.1365-2885.2006.00801.x. PMID: 17083454. 7: Gharibi S, Vogelnest L, Govendir M. In vitro binding of cefovecin to plasma proteins in Australian marsupials and plasma concentrations of cefovecin following single subcutaneous administration to koalas (Phascolarctos cinereus). Aust Vet J. 2019 Mar;97(3):75-80. doi: 10.1111/avj.12785. PMID: 30809814. 8: Passmore CA, Sherington J, Stegemann MR. Efficacy and safety of cefovecin for the treatment of urinary tract infections in cats. J Small Anim Pract. 2008 Jun;49(6):295-301. doi: 10.1111/j.1748-5827.2008.00545.x. Epub 2008 Apr 14. PMID: 18422501. 9: Bakker J, Thuesen LR, Braskamp G, Skaanild MT, Ouwerling B, Langermans JA, Bertelsen MF. Single subcutaneous dosing of cefovecin in rhesus monkeys (Macaca mulatta): a pharmacokinetic study. J Vet Pharmacol Ther. 2011 Oct;34(5):464-8. doi: 10.1111/j.1365-2885.2010.01265.x. Epub 2011 Feb 17. PMID: 21323930. 10: Flaminio KP, Christensen JM, Alshahrani SM, Mohammed SM. Pharmacokinetics after subcutaneous administration of a single dose of cefovecin sodium in African lions (Panthera leo). Am J Vet Res. 2019 Mar;80(3):230-234. doi: 10.2460/ajvr.80.3.230. PMID: 30801211.