![N-[2-[4-(2-METHOXYPHENYL)-1-PIPERAZINYL]ETHYL]-N-2-PYRIDINYL-CYCLOHEXANECARBOXAMIDE MALEATE structure, CAS 634908-75-1](/structures/180000/169333_2_634908_75_1.png)
CAS Number634908-75-1
SynonymsN-[2-[4-(2-Methoxyphenyl)-1-piperazinyl]ethyl]-N-2-pyridinylcyclohexanecarboxamide maleate salt; N-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-N-2-pyridinylcyclohexanecarboxamide maleate; WAY-100635; WAY-100635 (maleate salt)
Molecular FormulaC29H38N4O6
Molecular Weight538.635
Purity98.00%
Boiling Point594.8ºC at 760 mmHg
Appearancewhite solid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 634908-75-1 |
| Catalog No. | 2A-1169240 |
| Chinese Name | N-[2-[4-(2-甲氧基苯基)-1-哌嗪基]乙基]-N-2-吡啶基环己烷甲酰胺 |
| Synonyms | N-[2-[4-(2-Methoxyphenyl)-1-piperazinyl]ethyl]-N-2-pyridinylcyclohexanecarboxamide maleate salt; N-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-N-2-pyridinylcyclohexanecarboxamide maleate; WAY-100635; WAY-100635 (maleate salt) |
| Molecular Formula | C29H38N4O6 |
| Molecular Weight | 538.635 |
| Purity | 98.00 |
| Boiling Point | 594.8ºC at 760 mmHg |
| Appearance | white solid |
| Storage Condition | -20°C |
| Application | WAY-100635 maleate is a 5-HT receptor antagonist with an IC50 of 0.95nM. |
| PubChem ID | 17405783 |
| SMILES | COc1ccccc1N1CCN(CCN(C(=O)C2CCCCC2)c2ccccn2)CC1.O=C(O)C=CC(=O)O |
| InChI | InChI=1S/C25H34N4O2.C4H4O4/c1-31-23-12-6-5-11-22(23)28-18-15-27(16-19-28)17-20-29(24-13-7-8-14-26-24)25(30)21-9-3-2-4-10-21;5-3(6)1-2-4(7)8/h5-8,11-14,21H,2-4,9-10,15-20H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1- |
| InChI Key | XIGAHNVCEFUYOV-WLHGVMLRSA-N |
| Hazard Symbols | transportation |
| Bioactivity | WAY-100635 maleate is a potent and selective 5-hydroxytryptamine1A antagonist with an IC50 of 0.95 ± 0.12 nM for 5-HT.IC50 Value: 0.95 nMTarget: 5-HT Receptorin vitro: WAY 100635 has an IC50 of 1.35 nM and is > 100-fold selective for the 5-HT1A site relative to a range of other CNS receptors. The Bmax of [3H]WAY 100635 specific binding is consistently 50-60% greater than that of the agonist radioligand, [3H]8-OH-DPAT. Mn2+, but not guanine nucleotides, inhibits [3H]WAY 100635-specific binding. WAY 100635 has no 5-HT1A receptor agonist actions, but dose-dependently blocks the effects of agonists at both the postsynaptic 5-HT1A receptor in the CA1 region of the hippocampus, and the somatodendritic 5-HT1A receptor locates on dorsal raphe 5-HT neurones. [3H]WAY 100635 has a Kd of approximately 2.5 nM. In the isolated guinea-pig ileum WAY 100635 is a potent and, at high concentrations, an insurmountable antagonist of the 5-HT1A receptor agonist action of 5-carboxamidotryptamine, with an apparent pA2 value (at 0.3 nM) of 9.71. in vivo: WAY 100635 blocks the inhibitory action of 8-OH-DPAT on dorsal raphe neuronal firing in the anaesthetised rat at doses which has no inhibitory action per se. In behavioural models, WAY 100635 itself induces no overt behavioural changes but potently antagonises the behavioural syndrome induced by 8-OH-DPAT in the rat and guinea-pig (minimum effective dose = 0.003 mg/kg s.c. and ID50 = 0.01 mg/kg s.c., respectively). WAY 100635 also blocks the hypothermia induced by 8-OH-DPAT in the mouse and rat with ID50 values of 0.01 mg/kg s.c. Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Research Areas >> Neurological Disease References [1]. Choi JY, Kim CH, Jeon TJ, Kim BS, Yi CH, Woo KS, Seo YB, Han SJ, Kim KM, Yi DI, Lee M, Kim DG, Kim JY, Lee KC, Choi TH, An G, Ryu YH.Effective microPET imaging of brain 5-HT(1A) receptors in rats with [(18) F]MeFWAY by suppression of radioligand defluorin [2]. Mannucci C, Navarra M, Calzavara E, Caputi AP, Calapai G.Serotonin involvement in Rhodiola rosea attenuation of nicotine withdrawal signs in rats.Phytomedicine. 2012 Aug 23. [3]. Katsidoni V, Anagnostou I, Panagis G.Cannabidiol inhibits the reward-facilitating effect of morphine: involvement of 5-HT(1A) receptors in the dorsal raphe nucleus.Addict Biol. 2012 Aug 2. [4]. Paquette MA, Martinez AA, Macheda T, Meshul CK, Johnson SW, Berger SP, Giuffrida A.Anti-dyskinetic mechanisms of amantadine and dextromethorphan in the 6-OHDA rat model of Parkinson's disease: role of NMDA vs. 5-HT1A receptors.Eur J Neurosci. 2012 Aug 3. [5]. Al Hussainy, Rana; Design, Synthesis, Radiolabeling, and in Vitro and in Vivo Evaluation of Bridgehead Iodinated Analogues of N-{2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl}-N-(pyridin-2-yl)cyclohexanecarboxamide (WAY-100635) as Potential SPECT Ligands for Chemical & Physical Properties Boiling Point 594.8ºC at 760 mmHg Molecular Formula C29H38N4O6 Molecular Weight 538.635 Flash Point 313.5ºC Exact Mass 538.279114 PSA 123.51000 LogP 3.54040 InChIKey XIGAHNVCEFUYOV-WLHGVMLRSA-N SMILES COc1ccccc1N1CCN(CCN(C(=O)C2CCCCC2)c2ccccn2)CC1.O=C(O)C=CC(=O)O Storage condition -20°C |
| Use of | Properties Name (Z)-but-2-enedioic acid,N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-N-pyridin-2-ylcyclohexanecarboxamide Synonym More Synonyms WAY-100635 (maleate salt) Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Research Areas >> Neurological Disease References [1]. Choi JY, Kim CH, Jeon TJ, Kim BS, Yi CH, Woo KS, Seo YB, Han SJ, Kim KM, Yi DI, Lee M, Kim DG, Kim JY, Lee KC, Choi TH, An G, Ryu YH.Effective microPET imaging of brain 5-HT(1A) receptors in rats with [(18) F]MeFWAY by suppression of radioligand defluorin [2]. Mannucci C, Navarra M, Calzavara E, Caputi AP, Calapai G.Serotonin involvement in Rhodiola rosea attenuation of nicotine withdrawal signs in rats.Phytomedicine. 2012 Aug 23. [3]. Katsidoni V, Anagnostou I, Panagis G.Cannabidiol inhibits the reward-facilitating effect of morphine: involvement of 5-HT(1A) receptors in the dorsal raphe nucleus.Addict Biol. 2012 Aug 2. [4]. Paquette MA, Martinez AA, Macheda T, Meshul CK, Johnson SW, Berger SP, Giuffrida A.Anti-dyskinetic mechanisms of amantadine and dextromethorphan in the 6-OHDA rat model of Parkinson's disease: role of NMDA vs. 5-HT1A receptors.Eur J Neurosci. 2012 Aug 3. [5]. Al Hussainy, Rana; Design, Synthesis, Radiolabeling, and in Vitro and in Vivo Evaluation of Bridgehead Iodinated Analogues of N-{2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl}-N-(pyridin-2-yl)cyclohexanecarboxamide (WAY-100635) as Potential SPECT Ligands for Chemical & Physical Properties Molecular Formula C29H38N4O6 Exact Mass 538.279114 PSA 123.51000 LogP 3.54040 InChIKey XIGAHNVCEFUYOV-WLHGVMLRSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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