493-48-1

Basic information

• Product Name: SALSOLIDINE
• Synonyms: SALSOLIDINE;(s)-salsolidine;1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-isoquinolin;2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-(s)-isoquinolin;6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydro-isoquinolin;salsolidin;Salsolindine;rac-1α*-Methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 493-48-1
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.27
• Mol File: 493-48-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 47.5-48.5 °C
• Boiling Point: 313.4°Cat760mmHg
• Flash Point: 127.1°C
• Appearance: /
• Density: 1.034g/cm³
• Vapor Pressure: 0.000496mmHg at 25°C
• Refractive Index: 1.509
• PKA: 9.08±0.40(Predicted)
• CAS DataBase Reference: SALSOLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: SALSOLIDINE(493-48-1)
• EPA Substance Registry System: SALSOLIDINE(493-48-1)

Safety Data

• Hazardous Substances Data: 493-48-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H17NO2/c1-8-10-7-12(15-3)11(14-2)6-9(10)4-5-13-8/h6-8,13H,4-5H2,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 525-72-4 (+/-)-salsolinol 
• 91-63-4 2-methylquinoline 
• 34989-82-7 3-methylbenzo[d]isothiazole-1,1-dioxide 
• 4721-98-6 6,7-dimethoxy-1-methyl-3,4-dihydroisoquinoline 
• 493-49-2 6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one 
• 6268-86-6 dimethoxy-6,7 methyl-1 dihydro-3,4 isoquinoleine chlorhydrate 
• 17199-29-0 (S)-Mandelic acid 
• 493-48-1 (6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline) 

Downstream Products

• 54212-86-1 2-(6,7-dimethoxy-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-ethanol 
• 525-72-4 (+/-)-salsolinol 
• 508236-97-3 5-(3,4-Dimethoxybenzylamino)-8-(6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-2-ylmethyl)-2-(2-furyl)[1,2,4]triazolo[1,5-c]pyrimidine 
• 879466-29-2 C₂₀H₂₅NO₂ 
• 490-53-9 (+/-)-carnegine 
• 138037-57-7 [1-(1-Benzyl-6,7-dimethoxy-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-meth-(E)-ylidene]-(2-methoxy-1,1-dimethyl-ethyl)-amine 
• 145160-08-3 α-(3,4-dimethoxyphenyl)-3,4-dihydro-6,7-dimethoxy-1-methyl-2(1H)-isoquinolineethanol 
• 145160-11-8 2-<2-(3,4-dimethoxyphenyl)-2-hydroxyethyl>-3,4-dihydro-6,7-dimethoxy-1(2H)-isoquinoline 
• 30562-54-0 2-<2-(3,4-dimethoxyphenyl)ethyl>-3,4-dihydro-6,7-dimethoxy-1(2H)-isoquinoline 
• 101041-13-8 2-Amino-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisochinolin-hydrochlorid 
• 101041-20-7 6,7-Dimethoxy-1-methyl-2-(4-nitrobenzylidenamino)-1,2,3,4-tetrahydroisochinolin 
• 28179-04-6 2-Benzylidenamino-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisochinolin 
• 38221-21-5 (S)-salsolinol hydrobromide 
• 110691-52-6 (1R)-2<<(R)-1-phenylethyl>carbamoyl>salsolidine 

Relevant articles and documents

Vancomycin-iridium (III) interaction: An unexplored route for enantioselective imine reduction

The chiral structure of antibiotic vancomycin (Van) was exploited as an innovative coordination sphere for the preparation of an IrCp* based hybrid catalysts. We found that Van is able to coordinate iridium (Ir(III)) and the complexation was demonstrated by several analytical techniques such as MALDI-TOF, UV, Circular dichroism (CD), Raman IR, and NMR. The hybrid system so obtained was employed in the Asymmetric Transfer Hydrogenation (ATH) of cyclic imines allowing to obtain a valuable 61% e.e. (R) in the asymmetric reduction of quinaldine 2. The catalytic system exhibited a saturation kinetics with a calculated efficiency of Kcat/KM = 0.688 h?1mM?1

A One-Pot Process for the Enantioselective Synthesis of Amines via Reductive Amination under Transfer Hydrogenation Conditions

(Equation presented) Cyclic amines may be prepared via a sequence of deprotection followed by intramolecular reductive amination of t-Boc-protected amino ketones under asymmetric transfer hydrogenation conditions. In cases where the corresponding imine reaction proceeds with high enantioselectivity, this is reflected in the one-step process.

METABOLISM OF SALSOLINOL BY TISSUE CULTURES OF SOME PAPAVERACEAE

(+/-)-Salsolinol, a substance possibly inducing Parkinsonism and alcoholism, was transformed into the 6- and 7-O-monomethylated salsolinols by various plant tissue cultures of Papaveraceae.Only 6-O-methylsalsolinol was further N-methylated to provide N-methylisosalsoline.Key Word Index - Corydalis ochotensis; C. opliocarpa; Macleaya cordata; Papaveraceae; tissue cultures; metabolism; isoquinoline alkaloid; salsolinol.