Introduction：Basic information about CAS 92206-54-7|(±)-Rotigotine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | (±)-Rotigotine |
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| CAS Number | 92206-54-7 | Molecular Weight | 315.47 |
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| Density | 1.2±0.1 g/cm3 | Boiling Point | 470.1±45.0 °C at 760 mmHg |
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| Molecular Formula | C19H25NOS | Melting Point | / |
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| MSDS | / | Flash Point | 238.1±28.7 °C |
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Names
| Name | 6-[propyl(2-thiophen-2-ylethyl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol |
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| Synonym | More Synonyms |
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(±)-Rotigotine BiologicalActivity
| Description | (Rac)-Rotigotine (N-0437) is a racemate of Rotigotine. Rotigotine is a full agonist of?dopamine receptor, a partial agonist of the?5-HT1A receptor, and an antagonist of the?α2B-adrenergic receptor, with?Kis of 0.71?nM, 4-15?nM, and 83?nM for the dopamine D3 receptor and D2, D5, D4 receptors, and dopamine D1 receptor. |
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| Related Catalog | Research Areas >>EndocrinologySignaling Pathways >>GPCR/G Protein >>Adrenergic ReceptorSignaling Pathways >>GPCR/G Protein >>Dopamine ReceptorSignaling Pathways >>Neuronal Signaling >>Dopamine ReceptorResearch Areas >>Neurological DiseaseSignaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT Receptor |
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| Target | Ki: Dopamine receptor; 5-HT receptor[1][2] |
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| In Vitro | Rotigotine has a 10-fold selectivity for D3 (pKi=9.2) receptors compared with D2, D4 and D5 (pKi=8.5-8.0) and a 100-fold selectivity compared with D1 receptors (pKi=7.2). In functional studies, Rotigotine behaves as full agonist at all dopamine receptors but notably the potency for stimulation of D1 receptors is similar to that for D2 and D3 receptors (pEC50?respectively: 9.0, 9.4-8.6, 9.7)[1]. Rotigotine (10 μM) decreases the number of THir neurons by 40% in primary mesencephalic cell culture. Rotigotine (0.01 μM) slightly protects dopaminergic neurons against MPP+?toxicity, significantly protects dopaminergic neurons against rotenone-induced cell death, and significantly inhibits ROS production by rotenone[4]. . |
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| References | [1]. Wood M, et al. Rotigotine is a potent agonist at dopamine D1 receptors as well as at dopamine D2 and D3 receptors. Br J Pharmacol. 2015 Feb;172(4):1124-35. [2]. Scheller D, et al. The in vitro receptor profile of rotigotine: a new agent for the treatment of Parkinson's disease. Naunyn Schmiedebergs Arch Pharmacol. 2009 Jan;379(1):73-86. [3]. Fenu S, et al. In vivo dopamine agonist properties of rotigotine: Role of D1 and D2 receptors. Eur J Pharmacol. 2016 Oct 5;788:183-91. [4]. Radad K, et al. Neuroprotective effect of rotigotine against complex I inhibitors, MPP+ and rotenone, in primary mesencephalic cell culture. Folia Neuropathol. 2014;52(2):179-86. |
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Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
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| Boiling Point | 470.1±45.0 °C at 760 mmHg |
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| Molecular Formula | C19H25NOS |
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| Molecular Weight | 315.47 |
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| Flash Point | 238.1±28.7 °C |
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| Exact Mass | 315.165680 |
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| PSA | 51.71000 |
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| LogP | 4.96 |
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| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
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| Index of Refraction | 1.611 |
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| InChIKey | KFQYTPMOWPVWEJ-UHFFFAOYSA-N |
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| SMILES | CCCN(CCc1cccs1)C1CCc2c(O)cccc2C1 |
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Safety Information
Customs
| HS Code | 2934999090 |
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| Summary | 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| 6-(Propyl(2-(2-thienyl)ethyl)amino)-5,6,7,8-tetrahydro-1-naphthalenol |
| 6-{Propyl[2-(2-thienyl)ethyl]amino}-5,6,7,8-tetrahydro-1-naphthalenol |
| 5-hydroxy-2-(N-n-propyl-N-2-ethylthienyl-amino)tetralin |
| 1-Naphthalenol, 5,6,7,8-tetrahydro-6-[propyl[2-(2-thienyl)ethyl]amino]- |
| 6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol |
| UNII:5QTR54Z0E1 |
| rotigotine transdermal patch |
| N-0437 |
| ent-Rotigotine |
| ROTIGOTINE, (±)- |
| 1-Naphthalenol, 5,6,7,8-tetrahydro-6-(propyl(2-(2-thienyl)ethyl)amino)- |
| (-)-5,6,7,8-tetrahydro-6-[propyl[2-(thien-2-yl)ethyl]-amino]-1-naphthol |
| 6-{Propyl[2-(2-thienyl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol |
| 2-(N-propyl-N-(2-thiofuranyl)-2'-ethylamino)-5-hydroxy-1,2,3,4-tetrahydronaphthalene |
| [3H]-N 0437 |
