MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 412539 | Name: Cefsulodin free acid

Description:

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

Cefsulodin (free base) is a third-generation cephalosporin antibiotic that is active against Pseudomonas aeruginosa and was discovered by Takeda Pharmaceutical Company in 1977. TAP Pharmaceuticals had a new drug application on file with FDA for cefsulodin under the brand name Cefonomil as of 1985.

Chemical Structure

Cefsulodin free acid
CAS#62587-73-9 (free acid)

Theoretical Analysis

MedKoo Cat#: 412539

Name: Cefsulodin free acid

CAS#: 62587-73-9 (free acid)

Chemical Formula: C22H20N4O8S2

Exact Mass: 532.0723

Molecular Weight: 532.54

Elemental Analysis: C, 49.62; H, 3.79; N, 10.52; O, 24.03; S, 12.04

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.
Bulk Inquiry
Related CAS #
62587-73-9 (free acid) 52152-93-9 (sodium) 1426397-23-0 (sodium hydrate)
Synonym
CGP 7174E; CGP-7174E; CGP7174E; CGP-7174/E; Abbott 46811; Abbott-468 11; Abbott-46811; Cefomonil; Cefsulodin; Pseudocef; Pseudomonil; Pyocefal; Cefsulodine; Cefsulodinum; Cefsulodino
IUPAC/Chemical Name
(R)-2-(((6S,7S)-3-((4-carbamoylpyridin-1-ium-1-yl)methyl)-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl)amino)-2-oxo-1-phenylethane-1-sulfonate
InChi Key
SYLKGLMBLAAGSC-XPIZARPCSA-N
InChi Code
InChI=1S/C22H20N4O8S2/c23-18(27)13-6-8-25(9-7-13)10-14-11-35-21-15(20(29)26(21)16(14)22(30)31)24-19(28)17(36(32,33)34)12-4-2-1-3-5-12/h1-9,15,17,21H,10-11H2,(H4-,23,24,27,28,30,31,32,33,34)/t15-,17+,21-/m0/s1
SMILES Code
O=C(N[C@@H]1[C@]2([H])SCC(C[N+]3=CC=C(C(N)=O)C=C3)=C(C(O)=O)N2C1=O)[C@@H](C4=CC=CC=C4)S(=O)([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 532.54 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: He R, Yu ZH, Zhang RY, Wu L, Gunawan AM, Zhang ZY. Cefsulodin Inspired Potent and Selective Inhibitors of mPTPB, a Virulent Phosphatase from Mycobacterium tuberculosis. ACS Med Chem Lett. 2015 Nov 3;6(12):1231-5. doi: 10.1021/acsmedchemlett.5b00373. PMID: 26713110; PMCID: PMC4677373. 2: Tan LK, Ooi PT, Carniel E, Thong KL. Evaluation of a modified Cefsulodin- Irgasan-Novobiocin agar for isolation of Yersinia spp. PLoS One. 2014 Aug 29;9(8):e106329. doi: 10.1371/journal.pone.0106329. PMID: 25170941; PMCID: PMC4149559. 3: Sarkar SK, Dutta M, Kumar A, Mallik D, Ghosh AS. Sub-inhibitory cefsulodin sensitization of E. coli to β-lactams is mediated by PBP1b inhibition. PLoS One. 2012;7(11):e48598. doi: 10.1371/journal.pone.0048598. Epub 2012 Nov 6. PMID: 23139798; PMCID: PMC3490869. 4: González M, Gude MJ, Seral C, Abad MP, Algarate S, Castillo FJ. Comparación de dos métodos para la recuperación de Aeromonas spp. de heces a partir de agar CIN (Cefsulodina-Irgasan-Novobiocina) [Comparasion of two methods for recovery of Aeromonas spp. in feces from agar CIN (Cefsulodin-Irgasan-Novobiocin)]. Rev Esp Quimioter. 2010 Dec;23(4):217-8. Spanish. PMID: 21191564. 5: Endo R, Yamane N, Tamayose MH, Uchibori KK, Nakasone I. [A simple disk diffusion test to identify beta-lactamase-negative, ampicillin-resistant Haemophilus influenzae--application of cephalexin, cefsulodin and cefaclor disks]. Rinsho Byori. 2010 Oct;58(10):963-71. Japanese. PMID: 21077285. 6: Logue CM, Sherwood JS, Doetkott C. Growth studies of plasmid bearing and plasmid cured Yersinia enterocolitica GER O:3 in the presence of cefsulodin, irgasan and novobiocin at 25 and 37 degrees C. J Appl Microbiol. 2006 Jun;100(6):1299-306. doi: 10.1111/j.1365-2672.2006.02861.x. PMID: 16696677. 7: Tsai TH, Cheng FC, Chen YF, Chen CF. On-line microdialysis coupled with microbore liquid chromatography with ultraviolet detection for continuous monitoring of free cefsulodin in rat blood. J Chromatogr A. 2001 Apr 20;914(1-2):83-7. doi: 10.1016/s0021-9673(00)01205-x. PMID: 11358235. 8: Hornitzky MA, Bettelheim KA, Djordjevic SP. The detection of Shiga toxin- producing Escherichia coli in diagnostic bovine faecal samples using vancomycin- cefixime-cefsulodin blood agar and PCR. FEMS Microbiol Lett. 2001 Apr 20;198(1):17-22. doi: 10.1111/j.1574-6968.2001.tb10613.x. PMID: 11325548. 9: Lehmacher A, Meier H, Aleksic S, Bockemühl J. Detection of hemolysin variants of Shiga toxin-producing Escherichia coli by PCR and culture on vancomycin- cefixime-cefsulodin blood agar. Appl Environ Microbiol. 1998 Jul;64(7):2449-53. doi: 10.1128/AEM.64.7.2449-2453.1998. PMID: 9647814; PMCID: PMC106410. 10: Smith A, Baker M. Cefsulodin chocolate blood agar: a selective medium for the recovery of Haemophilus influenzae from the respiratory secretions of patients with cystic fibrosis. J Med Microbiol. 1997 Oct;46(10):883-5. doi: 10.1099/00222615-46-10-883. PMID: 9364146. 11: Nerli B, Farruggia B, Picó G. A comparative study of the binding characteristics of ceftriaxone, cefoperazone and cefsulodin to human serum albumin. Biochem Mol Biol Int. 1996 Nov;40(4):823-31. doi: 10.1080/15216549600201433. PMID: 8950041. 12: Alonso JL, Amoros I, Alonso MA. Differential susceptibility of aeromonads and coliforms to cefsulodin. Appl Environ Microbiol. 1996 Oct;62(10):3914. doi: 10.1128/AEM.62.10.3914-3914.1996. Erratum for: Appl Environ Microbiol. 62:1885. PMID: 16535434; PMCID: PMC1388972. 13: Alonso JL, Amoros I, Alonso MA. Differential susceptibility of aeromonads and coliforms to cefsulodin. Appl Environ Microbiol. 1996 Jun;62(6):1885-8. doi: 10.1128/AEM.62.6.1885-1888.1996. Erratum in: Appl Environ Microbiol 1996 Oct;62(10):3914. PMID: 8787387; PMCID: PMC167967. 14: Ishibashi K, Yamaguchi O, Shiraiwa Y, Ogihara M, Shigeta S. Combination therapy of Pseudomonas aeruginosa pyelonephritis in neutropenic mice with human antilipopolysaccharide monoclonal antibody and cefsulodin. J Urol. 1996 Jun;155(6):2094-7. PMID: 8618343. 15: Murillo JA, Lemus JM, García LF. Simultaneous determination of the binary mixtures of cefsulodin and clavulanic acid by using first-derivative spectrophotometry. J Pharm Biomed Anal. 1995 May;13(6):769-76. doi: 10.1016/0731-7085(95)01281-o. PMID: 7669831. 16: Reina J, Serra A, Borrell N. Eficacia del medio cefsulodina-irgasan- novobiocina agar en el aislamiento de Aeromonas mesófilas en las heces [Efficacy of cefsulodin -irgasan-novobiocin agar media in the isolation of Aeromonas mesophiles from feces]. Enferm Infecc Microbiol Clin. 1993 Feb;11(2):114-6. Spanish. PMID: 8481436. 17: Gorski RJ, Plasz AC, Elrod L Jr, Yoder J, White LB. Determination of cefsulodin, cefmenoxime, and cefadroxil as residues on surfaces. Pharm Res. 1991 Dec;8(12):1525-7. doi: 10.1023/a:1015850517994. PMID: 1808618. 18: Baltch AL, Bassey C, Hammer MC, Smith RP, Conroy JV, Michelsen PB. Synergy with cefsulodin or piperacillin and three aminoglycosides or aztreonam against aminoglycoside resistant strains of Pseudomonas aeruginosa. J Antimicrob Chemother. 1991 Jun;27(6):801-8. doi: 10.1093/jac/27.6.801. PMID: 1938686. 19: Jacoby GH, Young KD. Cell cycle-independent lysis of Escherichia coli by cefsulodin, an inhibitor of penicillin-binding proteins 1a and 1b. J Bacteriol. 1991 Jan;173(1):1-5. doi: 10.1128/jb.173.1.1-5.1991. PMID: 1987110; PMCID: PMC207148. 20: Qadri SM, Billington O, Cunha BA. In vitro activity of cefsulodin against multi-resistant isolates of Pseudomonas aeruginosa. Drugs Exp Clin Res. 1991;17(4):213-6. PMID: 1794295.