Zatebradine

Modify Date: 2025-08-27 07:54:52

Zatebradine Structure
Zatebradine structure
Common Name Zatebradine
CAS Number 85175-67-3 Molecular Weight 456.57400
Density 1.115g/cm3 Boiling Point 612.5ºC at 760 mmHg
Molecular Formula C26H36N2O5 Melting Point N/A
MSDS N/A Flash Point 324.3ºC

 Use of Zatebradine


Zatebradine(UL-FS49) is a potent HCN channels antagonist, which decreased the heartbeat in a reversible manner; 92% inhibition of the hHCN1-mediated current at 10 uM.IC50 value: 10 uM(92% 92% inhibition of the hHCN1) [1]Target: hHCN channel antagonistThe pharmacological properties of hHCN1-mediated currents resembled those of native hyperpolarization-activated currents (I(h)), that is, blockade by Cs(+) (99% at 5 mm), ZD 7288 (98% at 100 microm) and zatebradine (92% at 10 microm) [1]. When voltage-clamp pulse trains were applied, cilobradine induced a use-dependent blockade of If that was stronger and faster than that with zatebradine. Recovery from blockade during prolonged hyperpolarization was significantly faster with zatebradine [2]. The selective HCN blocker zatebradine reduced the activity of oriens-lacunosum moleculare interneurons in wild-type but not HCN2(-/-) mice and decreased the frequency of spontaneous inhibitory currents in postsynaptic CA1 pyramidal cells [3].

 Names

Name 3-[3-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one
Synonym More Synonyms

 Zatebradine Biological Activity

Description Zatebradine(UL-FS49) is a potent HCN channels antagonist, which decreased the heartbeat in a reversible manner; 92% inhibition of the hHCN1-mediated current at 10 uM.IC50 value: 10 uM(92% 92% inhibition of the hHCN1) [1]Target: hHCN channel antagonistThe pharmacological properties of hHCN1-mediated currents resembled those of native hyperpolarization-activated currents (I(h)), that is, blockade by Cs(+) (99% at 5 mm), ZD 7288 (98% at 100 microm) and zatebradine (92% at 10 microm) [1]. When voltage-clamp pulse trains were applied, cilobradine induced a use-dependent blockade of If that was stronger and faster than that with zatebradine. Recovery from blockade during prolonged hyperpolarization was significantly faster with zatebradine [2]. The selective HCN blocker zatebradine reduced the activity of oriens-lacunosum moleculare interneurons in wild-type but not HCN2(-/-) mice and decreased the frequency of spontaneous inhibitory currents in postsynaptic CA1 pyramidal cells [3].
Related Catalog
References

[1]. Gill CH, et al. Characterization of the human HCN1 channel and its inhibition by capsazepine. Br J Pharmacol. 2004 Oct;143(3):411-21.

[2]. Van Bogaert PP, et al. Use-dependent blockade of cardiac pacemaker current (If) by cilobradine and zatebradine. Eur J Pharmacol. 2003 Oct 8;478(2-3):161-71.

[3]. Matt L, et al. HCN2 channels in local inhibitory interneurons constrain LTP in the hippocampal direct perforant path. Cell Mol Life Sci. 2011 Jan;68(1):125-37.

 Chemical & Physical Properties

Density 1.115g/cm3
Boiling Point 612.5ºC at 760 mmHg
Molecular Formula C26H36N2O5
Molecular Weight 456.57400
Flash Point 324.3ºC
Exact Mass 456.26200
PSA 60.47000
LogP 3.15070
Index of Refraction 1.545
Storage condition 2-8℃

 Synthetic Route

 Synonyms

Zatebradinum [INN-Latin]
UL-FS-49
3-[3-[(3,4-Dimethoxy phenethyl)methylamino]-propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2H-3-benzazepin-2-one
Zatebradina
Zatebradine
Zatebradine [INN]
7,8-dimethoxy-3-<3-<<2-(3,4-dimethoxyphenyl)ethyl>-methylamino>propyl>-1,3,4,5-tetrahydro-2H-benzazepin-2-one
Zatebradina [INN-Spanish]
Zatebradinum
[14C]-Zatebradine
1-[7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(2-{3,4-dimethoxy-phenyl}ethyl)-amino]-propane
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