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Merck
CN

PZ0353

UK-59811 hydrochloride

≥98% (HPLC)

Synonym(s):

4-(2-Bromophenyl)-2-[[2-(dimethylamino)ethoxy]methyl]-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester hydrochloride, UK59811 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H29BrN2O5 · HCl
CAS Number:
102672-02-6
Molecular Weight:
517.84
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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InChI

1S/C22H29BrN2O5/c1-6-30-22(27)20-17(13-29-12-11-25(3)4)24-14(2)18(21(26)28-5)19(20)15-9-7-8-10-16(15)23/h7-10,19,24H,6,11-13H2,1-5H3

InChI key

XCBGSNNUPRHJGR-UHFFFAOYSA-N

SMILES string

CCOC(C1=C(COCCN(C)C)NC(C)=C(C(OC)=O)C1C2=C(Br)C=CC=C2)=O

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

UK-59811 is a 1,4-dihydropyridine calcium channel blocker. It has been used in a crystallographic and functional analysis of drug binding to the bacterial homotetrameric model voltage-gated calcium channel CaVAb, comparing 1,4-dihydropyridine binding to phenylalkylamine binding. UK-59811 inhibited CaVAb with an IC50 value of 194 nM, binding at the outer, lipid-facing surface of the pore at the interface between two CaVAb subunits, while at concentrations above 1 μM, it also bound in the pore. It was contrasted with phenylalkylamine Br-verapamil which binds on the intracellular side of the selectivity filter in the central cavity of the pore, physically blocking the pore.

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000022619
0000022618
057M4713V

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Lin Tang et al.
Nature, 537(7618), 117-121 (2016-08-25)
Ca2+ antagonist drugs are widely used in therapy of cardiovascular disorders. Three chemical classes of drugs bind to three separate, but allosterically interacting, receptor sites on CaV1.2 channels, the most prominent voltage-gated Ca2+ (CaV) channel type in myocytes in cardiac

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