Fluorapacin

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

MedKoo CAT#: 205905

CAS#: 869811-23-4

Description: Fluorapacin, also known as b is(4-fluorobenzyl)trisulfide (BFBTS), is a synthetic molecule derived from a bioactive natural product, dibenzyltrisulfide, found in a subtropical shrub, Petiveria allieacea. BFBTS has potent anticancer activities to a broad spectrum of tumor cell lines with IC50 values from high nanomolar to low micromolar and showed equal anticancer potency between tumor cell lines overexpressing multidrug-resistant gene.


Price and Availability

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Fluorapacin is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 205905
Name: Fluorapacin
CAS#: 869811-23-4
Chemical Formula: C14H12F2S3
Exact Mass: 314.00692
Molecular Weight: 314.44
Elemental Analysis: C, 53.48; H, 3.85; F, 12.08; S, 30.59


Synonym: Fluorapacin. bis(4fluorobenzyl)trisulfide

IUPAC/Chemical Name: 1,3-bis(4-fluorobenzyl)trisulfane

InChi Key: XCOWUOOCXCXCNS-UHFFFAOYSA-N

InChi Code: InChI=1S/C14H12F2S3/c15-13-5-1-11(2-6-13)9-17-19-18-10-12-3-7-14(16)8-4-12/h1-8H,9-10H2

SMILES Code: FC1=CC=C(C=C1)CSSSCC2=CC=C(F)C=C2


Technical Data

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:
>5 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).

Harmonized System Code:
293490


Additional Information

  
 
 
 


References

1: Williams LA, Barton EN, Kraus W, Rösner H. Implications of dibenzyl trisulphide for disease treatment based on its mode of action. West Indian Med J. 2009 Nov;58(5):407-9. PubMed PMID: 20441056.

2: Xu W, Xi B, Wu J, An H, Zhu J, Abassi Y, Feinstein SC, Gaylord M, Geng B, Yan H, Fan W, Sui M, Wang X, Xu X. Natural product derivative Bis(4-fluorobenzyl)trisulfide inhibits tumor growth by modification of beta-tubulin at Cys 12 and suppression of microtubule dynamics. Mol Cancer Ther. 2009 Dec;8(12):3318-30. Epub . PubMed PMID: 19996274.

3: Pan H, Zhou H, Zeng S, Xu X, An H, Jiang H. Identification and simultaneous determination of p-FHA and p-FBA, two metabolites of anti-tumor agent--Fluorapacin in rat urine. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 May 15;877(14-15):1553-60. Epub 2009 Apr 1. PubMed PMID: 19376753.

4: Bao Y, Mo X, Xu X, He Y, Xu X, An H. Stability studies of anticancer agent bis(4-fluorobenzyl)trisulfide and synthesis of related substances. J Pharm Biomed Anal. 2008 Nov 4;48(3):664-71. Epub 2008 Jul 3. PubMed PMID: 18678459.

5: Gu L, Li L, Chen Z, Pan H, Jiang H, Zeng S, Xu X, An H. Determination of anti-tumor agent bis(p-fluorobenzyl)trisulfide and its degraded compound in rat blood using reversed phase high-performance liquid chromatography. J Chromatogr B Analyt Technol Biomed Life Sci. 2008 Jun 1;868(1-2):77-82. Epub 2008 Apr 25. PubMed PMID: 18479981.

6: An H, Hu X, Gu J, Chen L, Xu W, Mo X, Xu W, Wang X, Xu X. Crystal structure determination of new antimitotic agent bis(p-fluorobenzyl)trisulfide. AAPS PharmSciTech. 2008;9(2):551-6. Epub 2008 Apr 22. PubMed PMID: 18431647; PubMed Central PMCID: PMC2976933.

7: Luo SQ, Chen T, Sun DL, Xing YT, Jiang HD, Zeng S. [Determination of bis (p-fluorobenzyl) trisulfide and bis (p-fluoro-benzyl) disulfide in lungs of rat by HPLC]. Zhejiang Da Xue Xue Bao Yi Xue Ban. 2008 Mar;37(2):159-63. Chinese. PubMed PMID: 18422276.

8: Bao Y, He Y, Xu X, Mo X, Xu X, Wang X, An H. Quantitative determination of anti-tumor agent bis(4-fluorobenzyl)trisulfide, fluorapacin and its pharmaceutical preparation by high-performance liquid chromatography. J Pharm Biomed Anal. 2008 Jan 7;46(1):206-10. Epub 2007 Sep 25. PubMed PMID: 17964749.