CAS Number99755-59-6
Synonyms(S)-ROTIGOTINE; Rotigotine hydrochloride; Rotigotine; (6S)-6-{Propyl[2-(2-thienyl)ethyl]amino}-5,6,7,8-tetrahydro-1-naphthalenol; (6S)-6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol; (-)-Rotigotine; (S)-5,6,7,8-TETRAHYDRO-6-(PROPYL(2-(2-THIENYL)ETHYL)AMINO)-1-NAPHTHOL; Neupro
Molecular FormulaC19H25O1N1S1
Molecular Weight315.48
Purity98.00%
Density1.2±0.1 g/cm3
Boiling Point470.1±45.0 °C at 760 mmHg
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 99755-59-6 |
| Catalog No. | 2A-9049664 |
| Chinese Name | 罗替高汀 |
| Synonyms | (S)-ROTIGOTINE; Rotigotine hydrochloride; Rotigotine; (6S)-6-{Propyl[2-(2-thienyl)ethyl]amino}-5,6,7,8-tetrahydro-1-naphthalenol; (6S)-6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol; (-)-Rotigotine; (S)-5,6,7,8-TETRAHYDRO-6-(PROPYL(2-(2-THIENYL)ETHYL)AMINO)-1-NAPHTHOL; Neupro |
| Molecular Formula | C19H25O1N1S1 |
| Molecular Weight | 315.48 |
| Purity | 98.00 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 470.1±45.0 °C at 760 mmHg |
| Storage Condition | room temp |
| Application | Rotigotine is a pure dopamine receptor agonist, a partial agonist of 5-HT1A receptor, and an antagonist of α2B-adrenergic receptor, with Ki values of 0.71 nM (dopamine D3 receptor), 4-15 nM (D2, D5, |
| HTC | 2934999090 |
| PubChem ID | 12014593 |
| MDL Number | MFCD00870193 |
| SMILES | CCCN(CCc1cccs1)C1CCc2c(O)cccc2C1 |
| InChI | InChI=1S/C19H25NOS/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21/h3-7,13,16,21H,2,8-12,14H2,1H3 |
| InChI Key | KFQYTPMOWPVWEJ-INIZCTEOSA-N |
| MSDS | msds/49664_1_99755_59_6.pdf |
| Use of | 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. Properties Articles27 Synonym More Synonyms Rotigotine Biological Activity Description 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. Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor Research Areas >> Neurological Disease Ki: 0.71 nM (dopamine D3 receptor), 4-15 nM (D2, D5, D4 receptors), 83 nM (dopamine D1 receptor)[1][2], 176 nM (α1A), 273 nM (α1B), 338 nM (α2A), 27 nM (α2B), 30 nM (5-HT1A), 86 nM (5-HT7)[2] 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]. 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. Chemical & Physical Properties Molecular Formula C19H25NOS Exact Mass 315.165680 PSA 51.71000 Index of Refraction 1.611 InChIKey KFQYTPMOWPVWEJ-INIZCTEOSA-N Storage condition room temp Safety Information Signal Word Warning Hazard Statements H302 Hazard Codes Xn Risk Phrases 22 RIDADR NONH for all modes of transport HS Code 2934999090 Synthetic Route (S)-2-(N-n-prop... 1222074-05-6 Rotigotine 99755-59-6 Rotigotine Hydr... 125572-93-2 Rotigotine 99755-59-6 Literature: EP2476676 A1, ; Page/Page column 9 ; 2-(thiophen-2-y... 1222074-06-7 (-)-(6-PROPYLAM... 101470-23-9 Rotigotine 99755-59-6 Precursor & DownStream Precursor 9 CAS#:1222074-05-6 (S)-2-(N-n-prop... CAS#:125572-93-2 Rotigotine Hydr... CAS#:1222074-06-7 2-(thiophen-2-y... CAS#:101470-23-9 (-)-(6-PROPYLAM... DownStream 1 CAS#:125572-93-2 Rotigotine Hydr... |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: 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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