Rotigotine hydrochloride structure, CAS 125572-93-2

Rotigotine hydrochloride

CAS Number125572-93-2

Synonyms(6S)-6-(propyl-(2-thiophen-2-ylethyl)amino)tetralin-1-ol hydrochloride; Rotigotine hydrochloride; (6S)-6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol hydrochloride (1:1); (6S)-5,6,7,8-Tetrahydro-6-[propyl[2-(2-thienyl)ethyl]amino]-1-naphthalenol Hydrochloride Salt; (6S)-6-{Propyl[2-(2-thienyl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol hydrochloride (1:1); (2S)-5-HYDROXY-N-PROPYL-N-[2-(THIOPHEN-2-YL)ETHYL]-1,2,3,4-TETRAHYDRONAPHTHALEN-2-AMINIUM CHLORIDE; (S)-Rotigotine hydrochloride; rotigotine HCl; (6S)-5,6,7,8-Tetrahydro-6-[propyl[2-(2-thienyl)ethyl]amino]-1-naphthalenol hydrochloride; (-)-Rotigotine hydrochloride; (-)-5,6,7,8-Tetrahydro-6-(propyl(2-(2-thienyl)ethyl)amino)-1-naphthol hydrochloride; (6S)-6-[propyl(2-thiophen-2-ylethyl)amino]-5,6,7,8-tetrahydr

Molecular FormulaC19H26ClNOS

Molecular Weight351.93

Purity98.00%

Density

Boiling Point470.1ºC at 760 mmHg

Melting Point186.5-187.5ºC

Flash Point

AppearanceAlmost white to white crystalline powder

EINECS

MSDSChineseEnglish

Symbol

Signal Word

Cat. No.: 2A-9051686 Purity: 98.00%
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Quality Control of [ 125572-93-2 ] Purity: 98.00% SDS Specification MoL

Chemical & Physical Properties
CAS Number125572-93-2
Catalog No.2A-9051686
Chinese Name盐酸罗替戈汀
Synonyms(6S)-6-(propyl-(2-thiophen-2-ylethyl)amino)tetralin-1-ol hydrochloride; Rotigotine hydrochloride; (6S)-6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol hydrochloride (1:1); (6S)-5,6,7,8-Tetrahydro-6-[propyl[2-(2-thienyl)ethyl]amino]-1-naphthalenol Hydrochloride Salt; (6S)-6-{Propyl[2-(2-thienyl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol hydrochloride (1:1); (2S)-5-HYDROXY-N-PROPYL-N-[2-(THIOPHEN-2-YL)ETHYL]-1,2,3,4-TETRAHYDRONAPHTHALEN-2-AMINIUM CHLORIDE; (S)-Rotigotine hydrochloride; rotigotine HCl; (6S)-5,6,7,8-Tetrahydro-6-[propyl[2-(2-thienyl)ethyl]amino]-1-naphthalenol hydrochloride; (-)-Rotigotine hydrochloride; (-)-5,6,7,8-Tetrahydro-6-(propyl(2-(2-thienyl)ethyl)amino)-1-naphthol hydrochloride; (6S)-6-[propyl(2-thiophen-2-ylethyl)amino]-5,6,7,8-tetrahydr
Molecular FormulaC19H26ClNOS
Molecular Weight351.93
Purity98.00
Boiling Point470.1ºC at 760 mmHg
Melting Point186.5-187.5ºC
AppearanceAlmost white to white crystalline powder
Storage Condition2~8℃
ApplicationRotigotine Hydrochloride 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-
HTC2942000000
MDL NumberMFCD00906149
SMILESCl.CCCN(CCc1cccs1)[C@H]2CCc3c(O)cccc3C2
InChI1S/C19H25NOS.ClH/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;1H/t16-;/m0./s1
InChI KeyCEXBONHIOKGWNU-NTISSMGPSA-N
NACRES CodeNA.24
UNSPSC41116107
MSDSmsds/51686_1_125572_93_2.pdf
Use ofRotigotine Hydrochloride is a full agonist of dopamine receptor, a partial agonist of the 5-HT1A receptor, and an antagonist of the α2B-adrenergic receptor, with Ki 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 Name Rotigotine Hydrochloride Synonym More Synonyms Rotigotine Hydrochloride Biological Activity Description Rotigotine Hydrochloride is a full agonist of dopamine receptor, a partial agonist of the 5-HT1A receptor, and an antagonist of the α2B-adrenergic receptor, with Ki 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 (dopamine 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 Exact Mass 351.142365 PSA 51.71000 LogP 5.06770 InChIKey CEXBONHIOKGWNU-NTISSMGPSA-N Storage condition 2~8℃ Safety Information Hazard Codes Xi HS Code 2942000000 Synthetic Route N-Propyl-N-[(2S... 1232344-37-4 Rotigotine Hydr... 125572-93-2 Rotigotine 99755-59-6 Rotigotine Hydr... 125572-93-2 (S)-5-Methoxy-N... 1148154-91-9 Rotigotine Hydr... 125572-93-2 Precursor & DownStream Precursor 8 CAS#:99755-59-6 Rotigotine CAS#:1148154-91-9 (S)-5-Methoxy-N... CAS#:3880-88-4 5-methoxy-1,2,3... CAS#:101403-25-2 ((R)-5-METHOXY-... DownStream 1 CAS#:99755-59-6 Rotigotine
Transport InfoProduct Name: Rotigotine Hydrochloride
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