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);DC_AC50, 10 mM in DMSO;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
InChI: 1S/C17H12BrF2N3OS/c18-10-5-8(19)6-11(20)14(10)23-16(24)15-13(21)9-4-7-2-1-3-12(7)22-17(9)25-15/h4-6H,1-3,21H2,(H,23,24)
InChIKey: DFNOJNBNTVQPCA-UHFFFAOYSA-N
SMILES: NC1=C(C(NC2=C(Br)C=C(F)C=C2F)=O)SC3=NC4=C(CCC4)C=C31

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Safety

WGK Germany: WGK 3
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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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: $148
Updated: 2026/04/30

Sigma-Aldrich

Product number: SML1640
Product name: DC_AC50
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $599
Updated: 2026/04/30

Cayman Chemical

Product number: 19283
Product name: DC_AC50
Purity: ≥98%
Packaging: 1mg
Price: $40
Updated: 2026/04/30

Cayman Chemical

Product number: 19283
Product name: DC_AC50
Purity: ≥98%
Packaging: 5mg
Price: $132
Updated: 2026/04/30

Cayman Chemical

Product number: 19283
Product name: DC_AC50
Purity: ≥98%
Packaging: 10mg
Price: $246
Updated: 2026/04/30

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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

Uses

DC_AC50 is a dual inhibitor of Atox1 and CCS (copper chaperones). Inhibiting intracellular copper chaperones as a means of reducing/preventing acquired chemotherapy resistance[1].

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

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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

DC_AC50, 10 mM in DMSO

497061-48-0

C17H12BrF2N3OS