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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:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
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Product Name

ZD7288 hydrate, ≥98% (HPLC)

Quality Level

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

ZD7288 can block hippocampal synaptic plasticity.
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.

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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Articles

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.


Cyclic-Nucleotide-and HCN-Channel-Mediated Phototransduction in Intrinsically Photosensitive Retinal Ganglion Cells
Jiang Z, et al.
Cell, 175(3), 652-664 (2018)
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



Global Trade Item Number

SKUGTIN
Z3777-25MG04061832577845
Z3777-5MG04061837619649