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: 2025-08-27 09:42:21
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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]. |
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| Related Catalog | |
| 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 |
| Molecular Formula | C14H22N2O |
|---|---|
| Molecular Weight | 234.34 |
| Exact Mass | 234.17300 |
| PSA | 34.15000 |
| LogP | 3.27090 |
| Storage condition | -20°C |
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252870-53-4 |
| Literature: Targacept, Inc. Patent: US6979695 B2, 2005 ; |
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252870-53-4 |
| Literature: Targacept, Inc. Patent: US6218383 B1, 2001 ; |
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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 ; |
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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 ; |
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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 ; |
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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 | |
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| DownStream 0 | |