85175-67-3

85175-67-3 structure

Name: Zatebradine
Chemical Name: 3-[3-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one
CAS Number: 85175-67-3
Molecular Formula: C₂₆H₃₆N₂O₅
Molecular Weight: 456.57400
Catalog: Signaling Pathways Membrane Transporter/Ion Channel HCN Channel
Create Date: 2018-08-29 13:01:38
Modify Date: 2024-01-10 18:03:56
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].

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

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	Signaling Pathways >> Membrane Transporter/Ion Channel >> HCN Channel Research Areas >> Cardiovascular Disease
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.

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℃

Precursor 10
85175-60-6 50-00-0 85175-76-4 36770-74-8
20925-64-8 93-40-3 73942-87-7 85175-59-3
73954-34-4 10313-60-7
DownStream 0