92206-54-7
92206-54-7 structure
- Name: (±)-Rotigotine
- Chemical Name: 6-[propyl(2-thiophen-2-ylethyl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol
- CAS Number: 92206-54-7
- Molecular Formula: C19H25NOS
- Molecular Weight: 315.47
- Catalog: Signaling Pathways GPCR/G Protein 5-HT Receptor
- Create Date: 2018-10-01 18:55:19
- Modify Date: 2025-08-26 21:06:06
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(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.
| Name | 6-[propyl(2-thiophen-2-ylethyl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol |
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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 |
| 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 | |
| Target |
Ki: Dopamine receptor; 5-HT receptor[1][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 |
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 470.1±45.0 °C at 760 mmHg |
| Molecular Formula | C19H25NOS |
| Molecular Weight | 315.47 |
| Flash Point | 238.1±28.7 °C |
| Exact Mass | 315.165680 |
| PSA | 51.71000 |
| LogP | 4.96 |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.611 |
| HS Code | 2934999090 |
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92206-54-7 |
| Literature: SHAN DONG LUYE PHARMACEUTICAL CO., LTD.; Meng, Qingguo; Yang, Mina; Wang, Tao; Wang, Qilin; Li, Jun; Ruan, Zheng Patent: US2014/121380 A1, 2014 ; Location in patent: Paragraph 0059 ; |
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92206-54-7 |
| Literature: Journal of medicinal chemistry, , vol. 39, # 21 p. 4233 - 4237 |
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92206-54-7 |
| Literature: Journal of medicinal chemistry, , vol. 39, # 21 p. 4233 - 4237 |
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92206-54-7 |
| Literature: Journal of medicinal chemistry, , vol. 39, # 21 p. 4233 - 4237 |
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92206-54-7 |
| Literature: Journal of medicinal chemistry, , vol. 39, # 21 p. 4233 - 4237 |
| Precursor 6 | |
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| DownStream 0 | |
| 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% |