ChemicalBook > CAS DataBase List > 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide

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
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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 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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1640
Product name
DC_AC50
Purity
≥98% (HPLC)
Packaging
5mg
Price
$53.6
Updated
2024/03/01
Sigma-Aldrich
Product number
SML1640
Product name
DC_AC50
Purity
≥98% (HPLC)
Packaging
25mg
Price
$217.2
Updated
2024/03/01
Cayman Chemical
Product number
19283
Product name
DC_AC50
Packaging
5mg
Price
$120
Updated
2024/03/01
Cayman Chemical
Product number
19283
Product name
DC_AC50
Packaging
25mg
Price
$510
Updated
2024/03/01
Cayman Chemical
Product number
19283
Product name
DC_AC50
Packaging
1mg
Price
$36
Updated
2024/03/01
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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 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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3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide Suppliers

Sigma-Aldrich
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021-61415566 800-8193336
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Henan CoreyChem Co., Ltd
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Shanghai Rechem science Co., Ltd.
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Career Henan Chemica Co
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497061-48-0, 3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamideRelated Search:


  • 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)
  • DC_AC-50,resistance,DC_AC50,osteosarcoma,CCS,copper,chaperones,Atox1,inhibit,Apoptosis,Chemotherapy,Inhibitor
  • 497061-48-0
  • C17H12BrF2N3OS