WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H414172
CAS#: 943326-71-4 (bromide)
Description: Exeporfinium, also known as XF-73, is an anti-microbial which works via weakening bacteria cell walls. Exeporfinium chloride is a potential treatment for methicillin-resistant Staphylococcus aureus (MRSA) and possibly Clostridium difficile. Exeporfinium chloride has completed a phase I clinical trial for nasal decolonisation of MRSA—being tested against 5 bacterial strains. It seems unlikely to cause MRSA to develop resistance to it. Structurally it is a dicationic porphyrin.
Hodoodo Cat#: H414172
Name: Exeporfinium bromide
CAS#: 943326-71-4 (bromide)
Chemical Formula: C44H50Br2N6O2
Exact Mass: 694.40
Molecular Weight: 854.730
Elemental Analysis: C, 61.83; H, 5.90; Br, 18.70; N, 9.83; O, 3.74
Related CAS #: 756818-36-7 (cation) 718638-68-7 (Cl) 943326-71-4 (bromide)
Synonym: XF-73; XF 73; XF73; Exeporfinium bromide
IUPAC/Chemical Name: 3,3'-((porphyrin-5,15-diylbis(4,1-phenylene))bis(oxy))bis(N,N,N-trimethylpropan-1-aminium) dibromide
InChi Key: OOOQIWWDNZLZQQ-XRFOENPRSA-L
InChi Code: InChI=1S/C44H50N6O2.2BrH/c1-49(2,3)25-7-27-51-37-17-9-31(10-18-37)43-39-21-13-33(45-39)29-35-15-23-41(47-35)44(42-24-16-36(48-42)30-34-14-22-40(43)46-34)32-11-19-38(20-12-32)52-28-8-26-50(4,5)6;;/h9-24,29-30,45,48H,7-8,25-28H2,1-6H3;2*1H/q+2;;/p-2/b33-29-,34-30-,35-29-,36-30-,43-39-,43-40-,44-41-,44-42-;;
SMILES Code: C[N+](C)(C)CCCOC1=CC=C(/C2=C3C=CC(/C=C4C=C/C(N/4)=C(C5=CC=C(OCCC[N+](C)(C)C)C=C5)/C(C=C/6)=NC6=C/C7=CC=C2N7)=N\3)C=C1.[Br-].[Br-]
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: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
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:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 854.73 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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Gonzales FP, Felgenträger A, Bäumler W, Maisch T. Fungicidal photodynamic effect of a twofold positively charged porphyrin against Candida albicans planktonic cells and biofilms. Future Microbiol. 2013 Jun;8(6):785-97. doi: 10.2217/fmb.13.44. PubMed PMID: 23701333.
2: Farrell DJ, Robbins M, Rhys-Williams W, Love WG. Investigation of the potential for mutational resistance to XF-73, retapamulin, mupirocin, fusidic acid, daptomycin, and vancomycin in methicillin-resistant Staphylococcus aureus isolates during a 55-passage study. Antimicrob Agents Chemother. 2011 Mar;55(3):1177-81. doi: 10.1128/AAC.01285-10. Epub 2010 Dec 13. PubMed PMID: 21149626; PubMed Central PMCID: PMC3067113.
3: Walker K. Interscience Conference on Antimicrobial Agents and Chemotherapy - 50th Annual Meeting - Research on Promising New Agents: Part 1. IDrugs. 2010 Nov;13(11):743-5. PubMed PMID: 21046515.
4: Schmitz J, Holzgrabe U. [XF-73 - a new antibacterial lead compound]. Pharm Unserer Zeit. 2010 Sep;39(5):335-6. doi: 10.1002/pauz.201090075. German. PubMed PMID: 20818680.
5: Farrell DJ, Robbins M, Rhys-Williams W, Love WG. In vitro activity of XF-73, a novel antibacterial agent, against antibiotic-sensitive and -resistant Gram-positive and Gram-negative bacterial species. Int J Antimicrob Agents. 2010 Jun;35(6):531-6. doi: 10.1016/j.ijantimicag.2010.02.008. Epub 2010 Mar 25. PubMed PMID: 20346634.
6: Ooi N, Miller K, Randall C, Rhys-Williams W, Love W, Chopra I. XF-70 and XF-73, novel antibacterial agents active against slow-growing and non-dividing cultures of Staphylococcus aureus including biofilms. J Antimicrob Chemother. 2010 Jan;65(1):72-8. doi: 10.1093/jac/dkp409. Epub . PubMed PMID: 19889790.
7: Ooi N, Miller K, Hobbs J, Rhys-Williams W, Love W, Chopra I. XF-73, a novel antistaphylococcal membrane-active agent with rapid bactericidal activity. J Antimicrob Chemother. 2009 Oct;64(4):735-40. doi: 10.1093/jac/dkp299. Epub 2009 Aug 18. PubMed PMID: 19689976.