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Merck

5.08510

ZD 7288

Synonym(s):

ZD 7288, 4-(N-ethyl-N-phenylamino)-1,2-dimethyl-6-(methylamino)pyrimidiniumchloride, Zeneca, HCN Channel Blocker, ZD 7288, ZD-7288, ZD7288

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About This Item

Empirical Formula (Hill Notation):
C15H21ClN4
CAS Number:
133059-99-1
Molecular Weight:
292.81
MDL number:
MFCD29919955
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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SMILES string

Cl.[n]1([c](cc(nc1C)N(CC)c2ccccc2)=NC)C

InChI

1S/C15H20N4.ClH/c1-5-19(13-9-7-6-8-10-13)15-11-14(16-3)18(4)12(2)17-15;/h6-11H,5H2,1-4H3;1H

InChI key

DUWKUHWHTPRMAP-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

water: 100 mM

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Primary Target
HCN channel

Disclaimer

Toxicity: Standard Handling (A)

General description

ZD7288 is a potent HCN blocker of hyperpolarization-activated cyclic nucleotide-gated channels (HCN channels) in heart and brain tissue. Recently shown to also block Na+ currents in DRG neurons and in HEK293 cells transfected with Na(v)1.4 plasmids. In voltage clamp experiments, it is shown to reduce Ih in a time- and concentration-dependent manner (IC50 = 2 mM). Suggested to behave as a lipophilic quaternary cation that can pass into the cell interior to block Ih channels in their closed state.

Other Notes

Pleasenote that the molecular weight for this compound is batch-specific due tovariable water content.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Xing Wu et al.
Channels (Austin, Tex.), 6(6), 438-442 (2012-09-20)
ZD7288 has been widely used as a tool in the study of hyperpolarization-activated cyclic nucleotide-gated channels (HCN channels), and to test the relationships between HCN channels and heart and brain function. ZD7288 is widely considered a selective blocker of HCN
N C Harris et al.
Journal of neurophysiology, 74(6), 2366-2378 (1995-12-01)
1. The effects of the novel bradycardic agent 4-(N-ethyl-N-phenylamino)-1,2-dimethyl-6-(methylamino) pyrimidinium chloride (ZD 7288) (Zeneca) were investigated on the hyperpolarization-activated cationic current (Ih) in guinea pig substantia nigra pars compacta neurons in vitro, using a single-microelectrode current-clamp/voltage-clamp technique. 2. Under current-clamp

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