3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide
- Product Name
- 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
- Formula Weight
- 424.26
- 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 Property
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- SML1640
- Product name
- DC_AC50
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $53.6
- Updated
- 2024/03/01
- Product number
- SML1640
- Product name
- DC_AC50
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $217.2
- Updated
- 2024/03/01
- Product number
- 19283
- Product name
- DC_AC50
- Packaging
- 5mg
- Price
- $120
- Updated
- 2024/03/01
- Product number
- 19283
- Product name
- DC_AC50
- Packaging
- 25mg
- Price
- $510
- Updated
- 2024/03/01
- Product number
- 19283
- Product name
- DC_AC50
- Packaging
- 1mg
- Price
- $36
- Updated
- 2024/03/01
3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide Chemical Properties,Usage,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
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