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SML2328

Sigma-Aldrich

BD064

≥98% (HPLC)

Synonym(s):

B-[5-[[[1-[3-(4-Ethoxyphenyl)-3,4-dihydro-4-oxopyrido[2,3-d]pyrimidin-2-yl]ethyl][2-[4-fluoro-3-(trifluoromethyl)phenyl]acetyl]amino]methyl]-2-fluorophenyl]boronic acid

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5 MG
¥11,560
25 MG
¥64,430

¥11,560

Estimated to ship onApril 17, 2025

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5 MG
¥11,560
25 MG
¥64,430

About This Item

Empirical Formula (Hill Notation):
C33H28BF5N4O5
CAS Number:
1630085-92-5
Molecular Weight:
666.40
UNSPSC Code:
12352200
NACRES:
NA.77

¥11,560

Estimated to ship onApril 17, 2025

New, lower price on this item!
Request a Bulk Order

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C1N(C2=CC=C(OCC)C=C2)C(C(N(C(CC3=CC=C(F)C(C(F)(F)F)=C3)=O)CC4=CC(B(O)O)=C(F)C=C4)C)=NC5=NC=CC=C51

Biochem/physiol Actions

BD064 is a probe-dependent and biased negative allosteric modulator (NAM) of the chemokine receptor CXCR3 signaling that preferentially inhibits CXCL11-mediated ?-arrestin 2 recruitment over G protein activation.
biased negative allosteric modulator of the chemokine receptor CXCR3 signaling that preferentially inhibits CXCL11-mediated β-arrestin 2 recruitment

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML2328-5MG:
SML2328-BULK:
SML2328-25MG:
SML2328-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000061330
0000061331
0000052792

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Viachaslau Bernat et al.
ChemMedChem, 10(3), 566-574 (2015-02-07)
Over the last decade, functional selectivity (or ligand bias) has evolved from being a peculiar phenomenon to being recognized as an essential feature of synthetic ligands that target G protein-coupled receptors (GPCRs). The CXC chemokine receptor 3 (CXCR3) is an outstanding platform
Regine Brox et al.
Molecular pharmacology, 93(4), 309-322 (2018-01-19)
Our recent explorations of allosteric modulators with improved properties resulted in the identification of two biased negative allosteric modulators, BD103 (N-1-{[3-(4-ethoxyphenyl)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimi-din2yl]ethyl}-4-(4-fluorobutoxy)-N-[(1-methylpiperidin-4-yl)methyl}]butanamide) and BD064 (5-[(N-{1-[3-(4-ethoxyphenyl)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidin-2-yl]ethyl-2-[4-fluoro-3-(trifluoromethyl)phenyl]acetamido)methyl]-2-fluorophenyl}boronic acid), that exhibited probe-dependent inhibition of CXC-motif chemokine receptor CXCR3 signaling. With the intention to elucidate
Viachaslau Bernat et al.
ACS chemical biology, 9(11), 2664-2677 (2014-09-19)
The chemokine receptor CXCR3 is a G protein-coupled receptor, which conveys extracellular signals into cells by changing its conformation upon agonist binding. To facilitate the mechanistic understanding of allosteric modulation of CXCR3, we combined computational modeling with the synthesis of

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