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Merck
CN

Z3777

ZD7288 hydrate

≥98% (HPLC), cation channel Ih blocker, powder

Synonym(s):

4-(N-Ethyl-N-phenylamino)-1,2 dimethyl-6-(methylamino) pyrimidinium chloride, ICI-D7288, N-Ethyl-1,6-dihydro-1,2-dimethyl-6-(methylimino)-N-phenyl-4-pyrimidinamine hydrochloride, ZD 7288

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About This Item

Empirical Formula (Hill Notation):
C15H20N4 · HCl · xH2O
Molecular Weight:
292.81 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329831610
NACRES:
NA.77
MDL number:
MFCD16879001

Key Documents

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Product Name

ZD7288 hydrate, ≥98% (HPLC)

SMILES string

O.Cl.CCN(c1ccccc1)C2=CC(=N/C)\N(C)C(C)=N2

InChI key

NCEDDDWQLCMZQG-UPONXUSQSA-N

InChI

1S/C15H20N4.ClH.H2O/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;1H2/b16-14+;;

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 10 mg/mL, clear

originator

AstraZeneca

storage temp.

2-8°C

Quality Level

100

Related Categories

Application

ZD7288 hydrate has been used as Ih blocker to study its effect on
neocortical tissue. It has been used as hyperpolarization-activated and cyclic nucleotide-gated (HCN)-channel blocker to test the involvement of HCN channels in the phototransduction pathway.

Biochem/physiol Actions

Selective blocker of cation channel Ih; If blocker and sino-atrial node function modulator, blocks hyperpolarization-activated and cyclic nucleotide-gated (HCN) channels.
Selective blocker of cation channel Ih; If blocker and sino-atrial node function modulator, blocks hyperpolarization-activated and cyclic nucleotide-gated (HCN) channels.
ZD7288 can block hippocampal synaptic plasticity.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Cyclic Nucleotide-Gated (CNG) and Hyperpolarization Activated Cyclic Nucleotide-Gated (HCN) Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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
0000290997
0000290997
0000470180
0000470178
0000470178

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Yingchao Xue et al.
Stem cells translational medicine, 8(2), 112-123 (2018-11-06)
Proneural transcription factors (TFs) drive highly efficient differentiation of pluripotent stem cells to lineage-specific neurons. However, current strategies mainly rely on genome-integrating viruses. Here, we used synthetic mRNAs coding two proneural TFs (Atoh1 and Ngn2) to differentiate induced pluripotent stem
Marcin Siwiec et al.
Neuropharmacology, 177, 108248-108248 (2020-08-01)
Accumulating evidence suggests a widespread role of serotonin 5-HT7 receptors (5-HT7Rs) in the physiology of cognitive and affective processing. However, we still lack insights into 5-HT7R electrophysiology. Studies analyzing the 5-HT7R-mediated changes in CA1 pyramidal neuron activity revealed that 5-HT7R
ZD7288, a selective hyperpolarization-activated cyclic nucleotide-gated channel blocker, inhibits hippocampal synaptic plasticity
Zhang XX, et al.
Neural Regeneration Research, 11(5), 779-779 (2016)
Janna Lehnhoff et al.
Neuropharmacology, 144, 58-69 (2018-10-14)
Alterations of the hyperpolarization activated nonselective cation current (Ih) are associated with epileptogenesis. Accordingly, the second-generation antiepileptic drug lamotrigine (LTG) enhances Ih in rodent hippocampus. We directly evaluated here whether LTG fails to enhance Ih in neocortical slices from patients
Cyclic-Nucleotide-and HCN-Channel-Mediated Phototransduction in Intrinsically Photosensitive Retinal Ganglion Cells
Jiang Z, et al.
Cell, 175(3), 652-664 (2018)
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