Synonym
5F-203; 5F 203; 5F203; NSC-703786
IUPAC/Chemical Name
4-(5-fluorobenzo[d]thiazol-2-yl)-2-methylaniline
InChi Key
IFWLHIIUGSEKKE-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H11FN2S/c1-8-6-9(2-4-11(8)16)14-17-12-7-10(15)3-5-13(12)18-14/h2-7H,16H2,1H3
SMILES Code
NC1=CC=C(C2=NC3=CC(F)=CC=C3S2)C=C1C
Appearance
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
258.31
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: McLean LS, Watkins CN, Campbell P, Zylstra D, Rowland L, Amis LH, Scott L,
Babb CE, Livingston WJ, Darwanto A, Davis WL Jr, Senthil M, Sowers LC, Brantley
E. Aryl Hydrocarbon Receptor Ligand 5F 203 Induces Oxidative Stress That
Triggers DNA Damage in Human Breast Cancer Cells. Chem Res Toxicol. 2015 May
18;28(5):855-71. doi: 10.1021/tx500485v. Epub 2015 Apr 1. PMID: 25781201; PMCID:
PMC4662255.
2: Breen AF, Scurr D, Cassioli ML, Wells G, Thomas NR, Zhang J, Turyanska L,
Bradshaw TD. Protein Encapsulation of Experimental Anticancer Agents 5F 203 and
Phortress: Towards Precision Drug Delivery. Int J Nanomedicine. 2019 Dec
5;14:9525-9534. doi: 10.2147/IJN.S226293. PMID: 31824148; PMCID: PMC6901036.
3: Luzzani GA, Callero MA, Kuruppu AI, Trapani V, Flumian C, Todaro L, Bradshaw
TD, Loaiza Perez AI. In Vitro Antitumor Effects of AHR Ligands Aminoflavone (AFP
464) and Benzothiazole (5F 203) in Human Renal Carcinoma Cells. J Cell Biochem.
2017 Dec;118(12):4526-4535. doi: 10.1002/jcb.26114. Epub 2017 Jun 12. PMID:
28471540.
4: Kang HJ, Kim HJ, Kwon SH, Kang BD, Eling TE, Lee SH, Bae I. BRCA1 modulates
sensitivity to 5F-203 by regulating xenobiotic stress-inducible protein levels
and EROD activity. Cancer Chemother Pharmacol. 2008 Sep;62(4):689-97. doi:
10.1007/s00280-007-0657-7. Epub 2007 Dec 12. PMID: 18074135.
5: Trapani V, Patel V, Leong CO, Ciolino HP, Yeh GC, Hose C, Trepel JB, Stevens
MF, Sausville EA, Loaiza-Pérez AI. DNA damage and cell cycle arrest induced by
2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F 203, NSC 703786) is
attenuated in aryl hydrocarbon receptor deficient MCF-7 cells. Br J Cancer. 2003
Feb 24;88(4):599-605. doi: 10.1038/sj.bjc.6600722. PMID: 12592376; PMCID:
PMC2377159.