252870-53-4

252870-53-4 structure

Name: Ispronicline
Chemical Name: (E,2S)-N-methyl-5-(5-propan-2-yloxypyridin-3-yl)pent-4-en-2-amine
CAS Number: 252870-53-4
Molecular Formula: C₁₄H₂₂N₂O
Molecular Weight: 234.34
Catalog: Signaling Pathways Membrane Transporter/Ion Channel nAChR
Create Date: 2016-02-15 17:14:57
Modify Date: 2024-01-12 17:47:04
Ispronicline (TC-1734), an orally active, brain-selective α4β2 nicotine acetylcholine receptor (nAChR) partial agonist, has shown memory-enhancing properties in rodents and a good tolerability profile. Ispronicline binds to the α4β2 nAChR with high affinity (Ki=11 nM) and is highly selective to other nAChRs such as α7 nAChR and α3β4 nAChR[1][2].

Name	(E,2S)-N-methyl-5-(5-propan-2-yloxypyridin-3-yl)pent-4-en-2-amine
Synonyms	UNII-3E05NBH9V5 (2S)-(4E)-N-methyl-5-[5-isopropoxypyridin-3-yl]-4-penten-2-amine (2S)-(4E)-N-methyl-5-(5-isopropoxy-3-pyridinyl)-4-penten-2-amine (2S)-(4E)-N-methyl-5-[3-(5-isopropoxypyridin)yl]-4-penten-2-amine (2S)-(4E)-N-methyl-5-(5-isopropoxy-3-pyridyl)-4-penten-2-amine Ispronicline AZD-3480 RJR-1734 Ispronicline (INN/USAN)

Description	Ispronicline (TC-1734), an orally active, brain-selective α4β2 nicotine acetylcholine receptor (nAChR) partial agonist, has shown memory-enhancing properties in rodents and a good tolerability profile. Ispronicline binds to the α4β2 nAChR with high affinity (Ki=11 nM) and is highly selective to other nAChRs such as α7 nAChR and α3β4 nAChR[1][2].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR Signaling Pathways >> Neuronal Signaling >> nAChR Research Areas >> Neurological Disease
In Vivo	Ispronicline (10-20 mg/kg; s.c.) induces c-Fos expression in selective regions of the rat forebrain[1]. Ispronicline pharmacokinetics (half-life of 2 h in rats) contrasts with the long-lasting improvement of working memory (18 h to 2 d)[2]. Animal Model: Male Wistar rats weighting 180-200 g[1] Dosage: 10 and 30 mg/kg Administration: s.c. Result: Induced c-Fos in medial paraventricular nucleus of hypothalamus. Treatment with 30 mg/kg ispronicline, but not 10 mg/kg, increased the number of c-Fos immunoreactive cells significantly as compared to controls within the medial parvocellular part of paraventricular nucleus (PVN).
References	[1]. Julie Jacobsen, et al. The α4β2 nicotine acetylcholine receptor agonist ispronicline induces c-Fos expression in selective regions of the rat forebrain. Neurosci Lett. 2012 Apr 25;515(1):7-11.

Molecular Formula	C₁₄H₂₂N₂O
Molecular Weight	234.34
Exact Mass	234.17300
PSA	34.15000
LogP	3.27090
Storage condition	-20°C

252870-91-0

98-59-9

252870-53-4

Literature: Targacept, Inc. Patent: US6979695 B2, 2005 ;

252870-91-0

64-17-5

252870-53-4

Literature: Targacept, Inc. Patent: US6218383 B1, 2001 ;

312728-34-0

252870-53-4

Literature: TARGACEPT INC.; DULL, Gary Maurice; GENUS, John; RATILAINEN, Tommi; RYBERG, Per Olof; HELLSTROeM, Janna; WAHLSTROeM, Niklas; WAeNNMAN, Thomas Patent: WO2011/146009 A1, 2011 ; Location in patent: Page/Page column 25 ;

634902-49-1

252870-53-4

Literature: TARGACEPT INC.; DULL, Gary Maurice; GENUS, John; RATILAINEN, Tommi; RYBERG, Per Olof; HELLSTROeM, Janna; WAHLSTROeM, Niklas; WAeNNMAN, Thomas Patent: WO2011/146009 A1, 2011 ;

833453-00-2

252870-53-4

Literature: TARGACEPT INC.; DULL, Gary Maurice; GENUS, John; RATILAINEN, Tommi; RYBERG, Per Olof; HELLSTROeM, Janna; WAHLSTROeM, Niklas; WAeNNMAN, Thomas Patent: WO2011/146009 A1, 2011 ;

833453-02-4

252870-53-4

Literature: TARGACEPT INC.; DULL, Gary Maurice; GENUS, John; RATILAINEN, Tommi; RYBERG, Per Olof; HELLSTROeM, Janna; WAHLSTROeM, Niklas; WAeNNMAN, Thomas Patent: WO2011/146009 A1, 2011 ;

Precursor 6
252870-91-0 98-59-9 64-17-5 634902-49-1
833453-00-2 833453-02-4
DownStream 0