58349-17-0

Basic information

• Product Name: (S)-2-Amino-5-methoxytetralin Hydrochloride
• Synonyms: RT-1;(S)-2-AMINO-5-METHOXYTETRAHYDRONAPHTHALENE HCL;(S)-2-Amino-5-methoxytetrahydronaphthalene hydrochloride;(S)-2-Amino-5-methoxytetralin hydrochloride;4-tetrahydro-5-Methoxy-;(S)-5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-aMine hydrochloride;2-NaphthalenaMine, 1,2,3,4-tetrahydro-5-Methoxy-, hydrochloride, (2S)-;(2S)-5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine hydrochloride
• CAS NO: 58349-17-0
• Molecular Formula: C11H15NO.HCl
• Molecular Weight: 213.7
• Mol File: 58349-17-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 262-265 °C
• Boiling Point: 283.85℃[at 101 325 Pa]
• Appearance: /
• Storage Temp.: -196°C
• Water Solubility: 39.6g/L at 20℃
• CAS DataBase Reference: (S)-2-Amino-5-methoxytetralin Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-Amino-5-methoxytetralin Hydrochloride(58349-17-0)
• EPA Substance Registry System: (S)-2-Amino-5-methoxytetralin Hydrochloride(58349-17-0)

Safety Data

• Hazardous Substances Data: 58349-17-0(Hazardous Substances Data)

Usage

Description

(S)-2-Amino-5-methoxytetralin Hydrochloride is a chiral compound that serves as an intermediate in the synthesis of Rotigotine (R700700), a non-ergot dopamine agonist drug. It is characterized by its specific stereochemistry, with the amino group located on the second carbon and the methoxy group on the fifth carbon of the tetralin ring. (S)-2-Amino-5-methoxytetralin Hydrochloride plays a crucial role in the development of pharmaceuticals for the treatment of neurological disorders.

Uses

Used in Pharmaceutical Industry:
(S)-2-Amino-5-methoxytetralin Hydrochloride is used as an intermediate in the synthesis of Rotigotine, a non-ergot dopamine agonist drug. It is utilized for the treatment of Parkinson's disease, a neurodegenerative disorder characterized by the progressive loss of dopaminergic neurons in the brain. Rotigotine helps alleviate the symptoms of Parkinson's disease by stimulating the dopamine receptors and improving motor function.
Additionally, due to its role as an intermediate in the synthesis of Rotigotine, (S)-2-Amino-5-methoxytetralin Hydrochloride may also contribute to the development of other pharmaceuticals that target the dopaminergic system for the treatment of various neurological and psychiatric disorders.

InChI:InChI=1/C11H15NO.ClH/c1-13-11-4-2-3-8-7-9(12)5-6-10(8)11;/h2-4,9H,5-7,12H2,1H3;1H/t9-;/m0./s1

Upstream product

• 93-09-4 naphthalene-2-carboxylate 
• 117745-72-9 methyl 5-methoxy-1,2,3,4-tetrahydro-2-naphthoate 
• 53568-17-5 5-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid 
• 5043-31-2 5-Methoxy-2-naphthoic acid 
• 1013-83-8 5-bromonaphthalene-2-carboxylic acid 
• 67878-76-6 5-bromo-2-naphthalenecarboxylic acid methyl ester 
• 1309876-80-9 benzyl 5-methoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate 
• 32940-15-1 5-methoxy-2-tetralone 
• 80270-84-4 5-Methoxy-3,4-dihydro-1H-naphthalen-2-one O-methyl-oxime 

Relevant articles and documents

Alternative and straightforward synthesis of dopaminergic 5-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine

5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine was synthesized from 2-naphthoic acid in six steps with an overall yield of 27%. Following the reaction sequence, bromination, esterification, substitution with NaOMe in the presence of CuI, the Birch reducti