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Merck
CN

SML2305

BPK-29

≥98% (HPLC)

Synonym(s):

2-Chloro-N-[hexahydro-1-[4-(4-morpholinyl)benzoyl]-1H-azepin-4-yl]-N-(phenylmethyl)-acetamide, N-Benzyl-2-chloro-N-[1-(4-morpholin-4-yl-benzoyl)-azepan-4-yl]-acetamide

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About This Item

Empirical Formula (Hill Notation):
C26H32ClN3O3
CAS Number:
2143467-62-1
Molecular Weight:
470.00
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

BPK-29, ≥98% (HPLC)

InChI

1S/C26H32ClN3O3/c27-19-25(31)30(20-21-5-2-1-3-6-21)24-7-4-13-29(14-12-24)26(32)22-8-10-23(11-9-22)28-15-17-33-18-16-28/h1-3,5-6,8-11,24H,4,7,12-20H2

InChI key

ZKWKNYRAPOSUDO-UHFFFAOYSA-N

SMILES string

O=C(CCl)N(C1CCN(C(C2=CC=C(N3CCOCC3)C=C2)=O)CCC1)CC4=CC=CC=C4

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Biochem/physiol Actions

BPK-29 is a potent and selective NR0B1 ligand that covalently binds to NR0B1 Cys 274. BPK-29 inhibits the NR0B1-SNW1 interaction. It inhibits the anchorage-independent growth of KEAP1-mutant cancer cells.
BPK-29 is a small molecule inhibitor that blocks the nuclear factor erythroid 2–related factor 2 (NRF2) pathway. It targets the cysteine 274 residue in the nuclear receptor subfamily 0 group B member 1 (NR0B1) and disrupts protein-protein interactions in non-small-cell lung cancer (NSCLC) cell proteomes.
potent and selective NR0B1 ligand that covalently binds to NR0B1 Cys 274

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000048602
0000048603
0000040997

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Novel Biology and Druggable Targets via Chemoproteomics.
Alan Saghatelian
Biochemistry, 56(50), 6515-6516 (2017-12-08)
Liron Bar-Peled et al.
Cell, 171(3), 696-709 (2017-10-03)
The transcription factor NRF2 is a master regulator of the cellular antioxidant response, and it is often genetically activated in non-small-cell lung cancers (NSCLCs) by, for instance, mutations in the negative regulator KEAP1. While direct pharmacological inhibition of NRF2 has

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