Synonym
Cefsulodin monobactam; Cefsulodin monobaktam
IUPAC/Chemical Name
1-Azetidinesulfonic acid, 2-oxo-3-((phenylsulfoacetyl)amino)-, (R-(R*,S*))-
InChi Key
POSHFKDGEUNGMD-BDAKNGLRSA-N
InChi Code
InChI=1S/C11H12N2O8S2/c14-10(12-8-6-13(11(8)15)23(19,20)21)9(22(16,17)18)7-4-2-1-3-5-7/h1-5,8-9H,6H2,(H,12,14)(H,16,17,18)(H,19,20,21)/t8-,9+/m1/s1
SMILES Code
O=S(N1C([C@H](NC([C@H](C2=CC=CC=C2)S(=O)(O)=O)=O)C1)=O)(O)=O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
364.34
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.
| 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: Wright DB. Cefsulodin. Drug Intell Clin Pharm. 1986 Nov;20(11):845-9. doi: 10.1177/106002808602001104. PMID: 3536385.
2: Smith BR. Cefsulodin and ceftazidime, two antipseudomonal cephalosporins. Clin Pharm. 1984 Jul-Aug;3(4):373-85. PMID: 6380902.
3: Neu HC, Scully BE. Activity of cefsulodin and other agents against Pseudomonas aeruginosa. Rev Infect Dis. 1984 Sep-Oct;6 Suppl 3:S667-77. doi: 10.1093/clinids/6.supplement_3.s667. PMID: 6443768.
4: Hewinson RG, Cartwright SJ, Slack MP, Whipp RD, Woodward MJ, Nichols WW. Permeability to cefsulodin of the outer membrane of Pseudomonas aeruginosa and discrimination between beta-lactamase-mediated trapping and hydrolysis as mechanisms of resistance. Eur J Biochem. 1989 Feb 15;179(3):667-75. doi: 10.1111/j.1432-1033.1989.tb14599.x. PMID: 2493375.
5: Kondo M, Tsuchiya K. Effect of combination of cefsulodin and beta-lactam antibiotics against Serratia marcescens. J Antibiot (Tokyo). 1981 Oct;34(10):1327-33. doi: 10.7164/antibiotics.34.1327. PMID: 7031032.
6: 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.
7: 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.
8: 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.
9: Mogabgab WJ. Treatment of skin and soft-tissue infections with cefsulodin. Rev Infect Dis. 1984 Sep-Oct;6 Suppl 3:S721-7. doi: 10.1093/clinids/6.supplement_3.s721. PMID: 6400534.
10: Montgomerie JZ, Morrow JW, Canawati HN, Gilmore DS, Graham IE, Ibraham MZ. Cefsulodin in treatment of Pseudomonas urinary tract infection in patients with spinal cord injury. Comparison with aminoglycosides. Urology. 1986 Nov;28(5):446-50. doi: 10.1016/0090-4295(86)90087-7. PMID: 3787915.
