ChemicalBook--->CAS DataBase List--->133059-99-1

133059-99-1

133059-99-1 Structure

133059-99-1 Structure
IdentificationBack Directory
[Name]

ZD7288
[CAS]

133059-99-1
[Synonyms]

ICI D2788
ICI D7288
N-ethyl-1,2-dimethyl-6-methylimino-N-phenyl-pyrimidin-4-amine hydrochl oride
N-ethyl-1,6-dihydro-1,2-dimethyl-6-(methylimino)-N-phenyl-4-Pyrimidinamine hydrochloride
N-Ethyl-1,6-dihydro-1,2-diMethyl-6-(MethyliMino)- N-phenyl-4-pyriMidinaMine Monohydrochloride
[Molecular Formula]

C15H21ClN4
[MOL File]

133059-99-1.mol
Chemical PropertiesBack Directory
[storage temp. ]

Desiccate at +4°C
[solubility ]

Soluble in DMSO
[form ]

crystalline solid
[color ]

White to off-white
[Water Solubility ]

water: 100mM
[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
[InChIKey]

DUWKUHWHTPRMAP-UHFFFAOYSA-N
[SMILES]

Cl.[n]1([c](cc(nc1C)N(CC)c2ccccc2)=NC)C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

ZD 7288 is a selective Ih channel inhibitor. ZD 7288 is an sino-atrial node function modulator; blocks the hyperpolarization activated cation current If. ZD 7288 blocks Ih in central neurons. ZD 7288 increases NMDA-evoked noradrenalin release in rat brain in vitro.
[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 .
[in vivo]

Application of ZD7288 0.1 μM at 5 minutes before high-frequency stimulation significantly decreases the amplitude of field excitatory postsynaptic potentials (fEPSPs), and this inhibitory effect is maintained throughout the recording period. Application of 0.1 μM ZD7288 30 minutes after high-frequency stimulation almost completely reverses the established long-term potentiation (LTP). Following application of ZD7288 (0.1 μM) 5 minutes before high-frequency stimulation, glutamate content is reduced to 74.9±8.0% (P<0.05, vs. normal saline group). Furthermore, application of 0.1 μM ZD7288 30 minutes after high-frequency stimulation markedly decreases the glutamate content to 77.0%±9.4% (P<0.05, vs. normal saline group)[1].

[storage]

Desiccate at +4°C
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

ZD7288(133059-99-1)1HNMR
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