133059-99-1

Basic information

• Product Name: ZD7288
• Synonyms: N-ethyl-1,2-dimethyl-6-methylimino-N-phenyl-pyrimidin-4-amine hydrochl oride;ICI D2788;N-ethyl-1,6-dihydro-1,2-dimethyl-6-(methylimino)-N-phenyl-4-Pyrimidinamine hydrochloride;ICI D7288;N-Ethyl-1,6-dihydro-1,2-diMethyl-6-(MethyliMino)- N-phenyl-4-pyriMidinaMine Monohydrochloride
• CAS NO: 133059-99-1
• Molecular Formula: C15H21ClN4
• Molecular Weight: 292.807
• Product Categories: Ion Channels;Amines;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 133059-99-1.mol

Chemical Properties

• Boiling Point: 359.9°Cat760mmHg
• Flash Point: 171.4°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 2.31E-05mmHg at 25°C
• Storage Temp.: Desiccate at +4°C
• Solubility: Soluble in DMSO
• CAS DataBase Reference: ZD7288(CAS DataBase Reference)
• NIST Chemistry Reference: ZD7288(133059-99-1)
• EPA Substance Registry System: ZD7288(133059-99-1)

Safety Data

• Hazardous Substances Data: 133059-99-1(Hazardous Substances Data)

Usage

Uses

Used in Cardiology:
ZD7288 is used as a sino-atrial node function modulator for its ability to block the hyperpolarization-activated cation current If. This application is particularly relevant in the study and treatment of cardiac arrhythmias and other heart-related conditions.
Used in Neuroscience:
ZD7288 is used as a central neuron modulator for its ability to block Ih in central neurons. This application is significant in the research and understanding of neuronal functions and the development of potential treatments for neurological disorders.
Used in Neurotransmitter Release Studies:
ZD7288 is used as a modulator of NMDA-evoked noradrenalin release in rat brain in vitro. This application is valuable in the study of neurotransmitter release mechanisms and the development of therapies for conditions related to neurotransmitter imbalances.

Biological Activity

Sino-atrial node function modulator; blocks the hyperpolarization activated cation current I f . Blocks I h in central neurons. Increases NMDA-evoked noradrenalin release in rat brain in vitro .

references

[1]. chen y, lin c, tang y, et al. zd 7288, an hcn channel blocker, attenuates chronic visceral pain in irritable bowel syndrome-like rats. world j gastroenterol, 2014, 20(8): 2091-2097.[2]. sánchez-alonso jl, halliwell jv, colino a. zd 7288 inhibits t-type calcium current in rat hippocampal pyramidal cells. neurosci lett, 2008, 439(3): 275-280. [3]. larkman pm, kelly js. modulation of the hyperpolarisation-activated current, ih, in rat facial motoneurones in vitro by zd-7288. neuropharmacology, 2001, 40(8): 1058-1072.[4]. gasparini s, difrancesco d. action of the hyperpolarization-activated current (ih) blocker zd 7288 in hippocampal ca1 neurons. pflugers arch, 1997, 435(1): 99-106.

InChI:InChI=1/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/b16-14+;

Related news

A bradycardiac agent ZD7288 (cas 133059-99-1) blocks the hyperpolarization-activated current (Ih) in retinal rod photoreceptors09/10/2019

Recently it has been reported that “If channel blockers”, which block the hyperpolarization-activated inward current (If) in heart sino atrial node cells, also block the hyperpolarization-activated inward current (Ih) in other tissues. Here we compared the effects of one of these agents, ZD728...detailed

ZD7288 (cas 133059-99-1) inhibits exocytosis in an HCN-independent manner and downstream of voltage-gated calcium influx in pituitary lactotrophs☆09/09/2019

Pituitary lactotrophs fire action potentials spontaneously and the associated voltage-gated calcium influx is sufficient to maintain high prolactin release. Here we studied the role of hyperpolarization-activated cation channels in pacemaking activity, calcium signaling, and prolactin secretion ...detailed

The H current blocker ZD7288 (cas 133059-99-1) decreases epileptiform hyperexcitability in the rat neocortex by depressing synaptic transmission09/07/2019

Neurons respond to intracellular injection of hyperpolarizing current pulses by generating depolarizing sags contributed by a cation current termed Ih. Ih modulates neuron excitability and rhythmicity. It is, however, unclear whether the net effect of changing Ih leads to facilitation or depress...detailed

ZD7288 (cas 133059-99-1) inhibits low-threshold Ca2+ channel activity and regulates sperm function09/06/2019

In this study, ZD7288, a blocker of hyperpolarization-activated and cyclic nucleotide-gated (HCN) channels, has been found to inhibit the mouse sperm acrosome reaction (AR). HCN channels have not yet been either recorded or implicated in mouse sperm AR, but low-threshold (T-type) Ca2+ channels h...detailed

Effects of ZD7288 (cas 133059-99-1) on firing pattern of thermosensitive neurons isolated from hypothalamus09/05/2019

The role of the hyperpolarization-activated current (Ih) mediated by HCN channels in temperature sensing by the hypothalamus was addressed. In warm-sensitive neurons (WSNs), exposure to ZD7288, an inhibitor of Ih mediated by hyperpolarization-activated cyclic nucleotide-gated (HCN) channels, dec...detailed

Effects of tertiapin-Q and ZD7288 (cas 133059-99-1) on changes in sinoatrial pacemaker rhythm during vagal stimulation09/04/2019

Heart rate slowing produced by cardiac parasympathetic (vagal) stimulation is thought to be the result of modulation of the acetylcholine-activated K+ current (IK,ACh) and the pacemaker current (If) in sinoatrial (SAN) pacemaker cells. However, the contribution of these and other ion currents to...detailed

Research reportHCN channel antagonist ZD7288 (cas 133059-99-1) ameliorates neuropathic pain and associated depression09/02/2019

Chronic neuropathic pain has demonstrated that coexisting psychiatric disorders are associated with disability and poorer treatment outcomes. Hyperpolarization-activated cyclic nucleotide-gated (HCN, Ih) channels play a major role in pain via hyperexcitability and facilitation of ectopic firing ...detailed