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Z3777

Sigma-Aldrich

ZD7288 hydrate

≥98% (HPLC)

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)
MDL number:
MFCD16879001
UNSPSC Code:
12352200
PubChem Substance ID:
329831610
NACRES:
NA.77

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

SMILES string

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

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+;;

InChI key

NCEDDDWQLCMZQG-UPONXUSQSA-N

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.
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
The anticonvulsant lamotrigine enhances Ih in layer 2/3 neocortical pyramidal neurons of patients with pharmacoresistant epilepsy
Lehnhoff J, et al.
Neuropharmacology, 144, 58-69 (2019)
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
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
Barbara Beiderbeck et al.
Nature communications, 9(1), 1771-1771 (2018-05-04)
The integration of excitatory and inhibitory synaptic inputs is fundamental to neuronal processing. In the mammalian auditory brainstem, neurons compare excitatory and inhibitory inputs from the ipsilateral and contralateral ear, respectively, for sound localization. However, the temporal precision and functional
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Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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