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.
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
This product is not in stock, which may be available by custom synthesis.
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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
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).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 314.44 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: 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.
