ZD7288 | CAS#133059-99-1| HCN Channel Blocker

ZD7288
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 532997

CAS#: 133059-99-1

Description: ZD7288 is a sino-atrial node function modulator. It blocks the hyperpolarization activated cation current If (HCN channel). ZD7288 blocks Ih in central neurons and increases NMDA-evoked noradrenalin release in rat brain in vitro.

Chemical Structure

ZD7288

CAS# 133059-99-1

Instruction

Theoretical Analysis

MedKoo Cat#: 532997
Name: ZD7288
CAS#: 133059-99-1
Chemical Formula: C15H20N4
Exact Mass: 256.17
Molecular Weight: 256.350
Elemental Analysis: C, 70.28; H, 7.86; N, 21.86

Price and Availability

Size	Price	Availability
5mg	USD 275	2 Weeks
10mg	USD 450	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: ZD7288; ZD-7288; ZD 7288.

IUPAC/Chemical Name: N-ethyl-1,2-dimethyl-6-methylimino-N-phenylpyrimidin-4-amine

InChi Key: JABSKGQQWUDVRU-PEZBUJJGSA-N

InChi Code: InChI=1S/C15H20N4/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/b16-14-

SMILES Code: C/N=C1C=C(N(CC)C2=CC=CC=C2)N=C(C)N/1C

Appearance: White to off-white solid powder.

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 256.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: He W, Xu X, Lv Q, Guo L. Low dose ZD7288 attenuates the ischemia/reperfusion-induced impairment of long-term potentiation induction at hippocampal Schaffer collateral-CA1 synapses. Cell Mol Neurobiol. 2014 May;34(4):611-7. PubMed PMID: 24659082.

2: Zhang XX, Min XC, Xu XL, Zheng M, Guo LJ. ZD7288, a selective hyperpolarization-activated cyclic nucleotide-gated channel blocker, inhibits hippocampal synaptic plasticity. Neural Regen Res. 2016 May;11(5):779-86. doi: 10.4103/1673-5374.182705. PubMed PMID: 27335562; PubMed Central PMCID: PMC4904469.

3: Wu X, Liao L, Liu X, Luo F, Yang T, Li C. Is ZD7288 a selective blocker of hyperpolarization-activated cyclic nucleotide-gated channel currents? Channels (Austin). 2012 Nov-Dec;6(6):438-42. doi: 10.4161/chan.22209. Epub 2012 Sep 18. PubMed PMID: 22989944; PubMed Central PMCID: PMC3536728.

4: Guli X, Tokay T, Rohde M, Bender RA, Köhling R, Kirschstein T. ZD7288 enhances long-term depression at early postnatal medial perforant path-granule cell synapses. Neural Plast. 2012;2012:237913. doi: 10.1155/2012/237913. Epub 2012 Jun 26. PubMed PMID: 22792490; PubMed Central PMCID: PMC3390110.

5: Cai C, Meng X, He J, Wu H, Zou F. Effects of ZD7288 on firing pattern of thermosensitive neurons isolated from hypothalamus. Neurosci Lett. 2012 Jan 11;506(2):336-41. doi: 10.1016/j.neulet.2011.11.041. Epub 2011 Dec 2. PubMed PMID: 22155616.

6: Han SY, Bolter CP. Effects of tertiapin-Q and ZD7288 on changes in sinoatrial pacemaker rhythm during vagal stimulation. Auton Neurosci. 2015 Dec;193:117-26. doi: 10.1016/j.autneu.2015.10.002. Epub 2015 Oct 24. PubMed PMID: 26549880.

7: Yeung M, Dickson CT, Treit D. Intrahippocampal infusion of the Ih blocker ZD7288 slows evoked theta rhythm and produces anxiolytic-like effects in the elevated plus maze. Hippocampus. 2013 Apr;23(4):278-86. doi: 10.1002/hipo.22086. Epub 2012 Dec 28. PubMed PMID: 23280856.

8: He W, Cheng Z, Fu G, Xu X, Lu Q, Guo L. ZD7288-induced suppression of long-term potentiation was attenuated by exogenous NMDA at the Schaffer collateral-CA1 synapse in the rat in vivo. Eur J Pharmacol. 2010 Apr 10;631(1-3):10-6. doi: 10.1016/j.ejphar.2009.12.038. Epub 2010 Jan 11. PubMed PMID: 20064502.

9: Matsuda Y, Saito N, Yamamoto K, Niitsu T, Kogure S. Effects of the Ih blockers CsCl and ZD7288 on inherited epilepsy in Mongolian gerbils. Exp Anim. 2008 Jul;57(4):377-84. PubMed PMID: 18633160.

10: Briggs I, BoSmith RE, Heapy CG. Effects of Zeneca ZD7288 in comparison with alinidine and UL-FS 49 on guinea pig sinoatrial node and ventricular action potentials. J Cardiovasc Pharmacol. 1994 Sep;24(3):380-7. PubMed PMID: 7528293.

11: Omelyanenko A, Sekyrova P, Andäng M. ZD7288, a blocker of the HCN channel family, increases doubling time of mouse embryonic stem cells and modulates differentiation outcomes in a context-dependent manner. Springerplus. 2016 Jan 16;5:41. doi: 10.1186/s40064-016-1678-7. eCollection 2016. PubMed PMID: 26835223; PubMed Central PMCID: PMC4715829.

12: Matsuda Y, Ang FY, Nakajima K, Kogure S. Effects of hyperpolarization-activated channel blocker ZD7288 on polar excitations of frog sciatic nerve. J Physiol Sci. 2008 Apr;58(2):99-104. doi: 10.2170/physiolsci.RP014707. Epub 2008 Feb 21. PubMed PMID: 18284714.

13: Satoh TO, Yamada M. A bradycardiac agent ZD7288 blocks the hyperpolarization-activated current (I(h)) in retinal rod photoreceptors. Neuropharmacology. 2000 Apr 27;39(7):1284-91. PubMed PMID: 10760370.

14: Leitch SP, Sears CE, Brown HF, Paterson DJ. Effects of high potassium and the bradycardic agents ZD7288 and cesium on heart rate of rabbits and guinea pigs. J Cardiovasc Pharmacol. 1995 Feb;25(2):300-6. PubMed PMID: 7752656.

15: Chen C. ZD7288 inhibits postsynaptic glutamate receptor-mediated responses at hippocampal perforant path-granule cell synapses. Eur J Neurosci. 2004 Feb;19(3):643-9. PubMed PMID: 14984414.

16: Zheng M, Guo LJ, Xu XL, Hu HZ, Zong XG. ZD7288 inhibits the synaptic transmission in the pathway from perforant pathway fibers to CA3 region in rat hippocampus. Yao Xue Xue Bao. 2006 Jun;41(6):565-71. PubMed PMID: 16927834.

17: Rouse W, Stafford PJ, Johnson IR. The haemodynamic actions of ZENECA ZD7288, a novel sino-atrial node function modulator, in the exercising beagle: a comparison with zatebradine and propranolol. Br J Pharmacol. 1994 Nov;113(3):1071-7. PubMed PMID: 7858851; PubMed Central PMCID: PMC1510440.

18: Inaba Y, Biagini G, Avoli M. The H current blocker ZD7288 decreases epileptiform hyperexcitability in the rat neocortex by depressing synaptic transmission. Neuropharmacology. 2006 Sep;51(3):681-91. Epub 2006 Jun 27. PubMed PMID: 16806308.

19: Felix R, Sandoval A, Sánchez D, Gómora JC, De la Vega-Beltrán JL, Treviño CL, Darszon A. ZD7288 inhibits low-threshold Ca(2+) channel activity and regulates sperm function. Biochem Biophys Res Commun. 2003 Nov 7;311(1):187-92. PubMed PMID: 14575712.

20: Cissé RS, Krebs-Kraft DL, Parent MB. Septal infusions of the hyperpolarization-activated cyclic nucleotide-gated channel (HCN-channel) blocker ZD7288 impair spontaneous alternation but not inhibitory avoidance. Behav Neurosci. 2008 Jun;122(3):549-56. doi: 10.1037/0735-7044.122.3.549. PubMed PMID: 18513125.

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