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| 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide Basic information |
| Product Name: | 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide | | Synonyms: | 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide;DC_AC50
(DC-AC50;DC_AC50;5H-Cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide, 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-;DC_AC50 >=98% (HPLC) | | CAS: | 497061-48-0 | | MF: | C17H12BrF2N3OS | | MW: | 424.26 | | EINECS: | | Product Categories: | | Mol File: | 497061-48-0.mol |
| 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide Chemical Properties |
| Boiling point | 485.1±45.0 °C(Predicted) | | density | 1.759±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Soluble in DMSO | | form | powder | | pka | 8.80±0.70(Predicted) | | color | white to light brown |
| 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide Usage And Synthesis |
| Biological Activity | dc_ac50 is a selective inhibitor of human copper-trafficking proteins atox1 and ccs with kd values of ～6.8 μm and ～8.2 μm [1].human copper-trafficking proteins atox1 and ccs are cytosolic copper chaperones that transfercopper to specific cellular destinations [1].dc_ac50 is a selective inhibitor of human copper-trafficking proteins atox1 and ccs. dc_ac50 is a self-fluorescing compound with excitations at 290 nm and 355 nm, and emission at 494 nm. in fret assay, dc_ac50 bound to atox1 and full-length ccs with kd values of ～6.8 μm and 8.2 μm. in fluorescence anisotropy (fa) assay, dc_ac50 bound to atox1, full-length ccs and ccs domain i with kd values of 6.4 μm, 7.9 μm and 12.2 μm. in human lung cancer h1299 cells, leukaemia cancer k562 cells, breast cancer mda-mb-231 cells and head and neck cancer 212ln cells, dc_ac50 dose-dependently inhibited cancer cell proliferation by targeting atox1 and ccs. dc_ac50 also induced reactive oxygen species (ros) accumulation, reduced cellular atp production and decreases lipid biosynthesis via amp-activated protein kinase (ampk) activation [1].in nude mice bearing lung cancer h1299 cells or leukaemia cancer k562 cells, dc_ac50 (100 mg/kg per day for 21 days) significantly decreased tumour size compared with vehicle control. in k562 mice model, dc_ac50 (10, 20 and 50 mg/kg per day) also induced a similar tumor-inhibition effects without any obvious toxicity or a change in body weight [1]. | | Biochem/physiol Actions | DC_AC50 is an inhibitor of copper trafficking proteins Atox1 and CCS, resulting in a disruption of cellular copper transport. Cancer cells rely more heavily on Atox1 and CCS than normal cells. DC_AC50 blockade of copper trafficking induces cellular oxidative stress, affecting cancer cells more strongly than normal cells, and leading to the inhibition of cancer cell proliferation. | | references | [1]. wang j, luo c, shan cl, et al. inhibition of human copper trafficking by a small molecule significantly attenuates cancer cell proliferation. nature chemistry, 2015, published online 09 november 2015. |
| 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide Preparation Products And Raw materials |
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