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

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
Last updated:2023-09-04 15:51:00

3-amino-N-(2-bromo-4,6-difluorophenyl)-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridine-2-carboxamide 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
pka 8.80±0.70(Predicted)
form powder
color white to light brown

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P305+P351+P338
NFPA 704
0
2 0

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
Product number Packaging Price Buy
SML1640 5mg $53.6 Buy
SML1640 25mg $217.2 Buy
19283 5mg $120 Buy
19283 25mg $510 Buy
19283 1mg $36 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

Global( 30)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Career Henan Chemica Co
+86-0371-86658258 15093356674; laboratory@coreychem.com China 30255 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Henan CoreyChem Co., Ltd 0371-86658258 info@coreychem.com China 10457 58
Shanghai Rechem science Co., Ltd. 21-31433387 15618786686 sales@rechemscience.com China 2972 58
Beijing Jin Ming Biotechnology Co., Ltd. 010-60605840 18892239720 psaitong@jm-bio.com China 12308 58
DC Chemicals 021-58447131 13564518121 sales@dcchemicals.com China 9414 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
ShangHai ChuanQian Chemcial Technique Centre 15869524721 3525679403@qq.com China 4301 58

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

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