3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide
- CAS No.
- 497061-48-0
- Chemical Name:
- 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide
- Synonyms
- DC_AC50;DC_AC50 (DC-AC50;DC_AC50 >=98% (HPLC);3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide;5H-Cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide, 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-;DC_AC-50,resistance,DC_AC50,osteosarcoma,CCS,copper,chaperones,Atox1,inhibit,Apoptosis,Chemotherapy,Inhibitor
- CBNumber:
- CB92001813
- Molecular Formula:
- C17H12BrF2N3OS
- Molecular Weight:
- 424.26
- MDL Number:
- MFCD03081557
- MOL File:
- 497061-48-0.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H315-H319-H335 | |||||||||
Precautionary statements | P305+P351+P338 | |||||||||
NFPA 704 |
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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 price More Price(11)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | SML1640 | DC_AC50 ≥98% (HPLC) | 497061-48-0 | 5mg | $53.6 | 2024-03-01 | Buy |
Sigma-Aldrich | SML1640 | DC_AC50 ≥98% (HPLC) | 497061-48-0 | 25mg | $217.2 | 2024-03-01 | Buy |
Cayman Chemical | 19283 | DC_AC50 | 497061-48-0 | 5mg | $120 | 2024-03-01 | Buy |
Cayman Chemical | 19283 | DC_AC50 | 497061-48-0 | 25mg | $510 | 2024-03-01 | Buy |
Cayman Chemical | 19283 | DC_AC50 | 497061-48-0 | 1mg | $36 | 2024-03-01 | Buy |
3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide Chemical Properties,Uses,Production
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
Raw materials
Preparation Products
3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide Suppliers
Supplier | Tel | Country | ProdList | Advantage | |
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ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32956 | 60 |
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32161 | 58 |
Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30238 | 58 |
Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52924 | 58 |
Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51456 | 80 |
Henan CoreyChem Co., Ltd | 0371-86658258 | info@coreychem.com | China | 10453 | 58 |
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Beijing Jin Ming Biotechnology Co., Ltd. | 010-60605840 18892239720 | psaitong@jm-bio.com | China | 12306 | 58 |
DC Chemicals | 021-58447131 13564518121 | sales@dcchemicals.com | China | 9409 | 58 |
ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11218 | 58 |