4118-36-9

Basic information

• Product Name: 6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline
• Synonyms: 6,7-DIMETHOXY-1-PHENYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE;1,2,3,4-tetrahydro-6,7-diMethoxy-1-phenylisoquinoline
• CAS NO: 4118-36-9
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.34
• EINECS: 258-913-7
• Mol File: 4118-36-9.mol
• Article Data: 43

Chemical Properties

• Melting Point: 127-128℃
• Boiling Point: 400.9°Cat760mmHg
• Flash Point: 167.1°C
• Appearance: /
• Density: 1.101
• Vapor Pressure: 1.23E-06mmHg at 25°C
• Refractive Index: 1.564
• PKA: 8.26±0.40(Predicted)
• CAS DataBase Reference: 6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline(4118-36-9)
• EPA Substance Registry System: 6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline(4118-36-9)

Safety Data

• Hazardous Substances Data: 4118-36-9(Hazardous Substances Data)

Usage

General Description

6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline is a chemical compound that belongs to the class of tetrahydroisoquinoline alkaloids. It is a heterocyclic compound containing a tetrahydroisoquinoline core structure with two methoxy groups and a phenyl group attached. 6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline has been reported to have various biological activities, including potential neuroprotective and analgesic properties. It has also been studied for its potential as a therapeutic agent in the treatment of neurodegenerative diseases and for its activity as a dopamine receptor agonist. The compound's structure and properties make it of interest for further research and potential applications in pharmaceutical and medicinal chemistry.

InChI:InChI=1/C17H19NO2/c1-19-15-10-13-8-9-18-17(12-6-4-3-5-7-12)14(13)11-16(15)20-2/h3-7,10-11,17-18H,8-9H2,1-2H3

Upstream product

• 100-52-7 benzaldehyde 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 20515-61-1 2-phenyl-4,4-dimethyloxazolidine 
• 10172-51-7 6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline 
• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 591-51-5 phenyllithium 
• 98-88-4 benzoyl chloride 
• 10133-74-1 N-phenylmethylene-2-(3,4-dimethoxyphenyl)ethylamine 
• 136905-00-5 (S)-(-)-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 1745-07-9 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 178032-64-9 (R)-(+)-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 10133-76-3 3,4-dihydro-6,7-dimethoxy-1-phenylisoquinoline hydrochloride 
• 24456-60-8 6,7-dimethoxy-1-(methylsulfanyl)-3,4-dihydroisoquinoline 
• 24456-59-5 6,7-dimethoxy-3,4-dihydroisoquinoline-1(2H)-thione 

Downstream Products

• 83407-60-7 1-Phenyl-2-(3-bromopropyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 189277-01-8 6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-oxide 
• 20412-85-5 2-benzyl-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 1147279-58-0 6,7-dimethoxy-1-phenyl-N-propyl-3,4-dihydroisoquinolin-2(1H)-carboxamide 
• 1147279-91-1 N-cyclopentyl-6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-carboxamide 
• 1147279-50-2 N-ethyl-1-phenyl-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-carboxamide 
• 749912-25-2 N-butyl-6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-carboxamide 
• 796097-51-3 N-tert-butyl-6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-carboxamide 
• 1161432-33-2 (R,S)-6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinoline-2(1H)-sulfonamide 
• 1310031-62-9 methyl 3-(benzyloxy)-6-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pent-1-ynyl)picolinate 
• 1310031-64-1 methyl 6-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinate 
• 1310031-66-3 6-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde 
• 1310031-58-3 6-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime 
• 1310031-61-8 methyl 3-(benzyloxy)-6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)but-1-ynyl)picolinate 

Relevant articles and documents

Enantioselective addition of organolithium reagents to 3,4-dihydroisoquinoline in the presence of (-)-sparteine as an external ligand. Application for the synthesis of isoquinoline alkaloids

Three isoquinoline alkaloids, (-)-salsolidine 2, (+)-carnegine 6 and (-)-1-phenyl-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 7, were obtained in high yield and with 17-46% e.e. by the enantioselective additions of organolithium reagents to dihydroisoquinolines 1 and 5, in the presence of (-)-sparteine as a chiral ligand.

Development of Pd(OAc)2-catalyzed tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds: Concise synthesis of 1-aroylisoquinoline, oxoaporphine, and 8-oxyprotoberberine alkaloids

A catalytic tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds is developed. This tandem oxidation is applied to two-step total syntheses of papaveraldine and pulcheotine A. Additionally, the total synthesis of liriodenine is achieved in six steps from homopiperonyl alcohol and 2-bromophenylacetonitrile by applying this catalytic tandem oxidation. Moreover, the direct conversion of xylopinine to 8-oxypseudopalmatine in a 76% yield demonstrates the versatility of this catalytic reaction.

Probing Molecular Interactions between Human Carbonic Anhydrases (hCAs) and a Novel Class of Benzenesulfonamides

On the basis of X-ray crystallographic studies of the complex of hCA II with 4-(3,4-dihydro-1H-isoquinoline-2-carbonyl)benzenesulfonamide (3) (PDB code 4Z1J), a novel series of 4-(1-aryl-3,4-dihydro-1H-isoquinolin-2-carbonyl)benzenesulfonamides (23-33) wa