93598-34-6

Basic information

• Product Name: 1-Isoquinolinemethanol, 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-
• CAS NO: 93598-34-6
• Molecular Formula: C13H19NO3
• Molecular Weight: 237.299
• Mol File: 93598-34-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-Isoquinolinemethanol, 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Isoquinolinemethanol, 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-(93598-34-6)
• EPA Substance Registry System: 1-Isoquinolinemethanol, 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-(93598-34-6)

Safety Data

• Hazardous Substances Data: 93598-34-6(Hazardous Substances Data)

Upstream product

• 485-80-3 S-adenosyl-L-methionine 
• 486-99-7 (6,7-dimethoxy-1,2,3,4-tetrahydro-1-isoquinolyl)methanol 
• 88387-98-8 [2-(3,4-Dimethoxy-phenyl)-ethylcarbamoyloxy]-acetic acid ethyl ester 
• 2107-70-2 3,4-methoxycinnamic acid 
• 109776-09-2 1-(2,4-dioxapentyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-2-carbonitrile 
• 109776-10-5 1-(2,4-dioxapentyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 93598-31-3 8,9-dimethoxy-1,5,6,10b-tetrahydro-3H-oxazolo<4,3-a>isoquinoline 
• 52210-49-8 1-chloromethyl-6,7-dimethoxy-3,4-dihydroisoquinoline hydrogen chloride 
• 50-00-0 formaldehyd 
• 109776-11-6 1-(2,4-dioxapentyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 104058-34-6 (+/-)-8,9-dimethoxy-3-oxo-1,5,6,10b-tetrahydro-3H-oxazolo<4,3-a>isoquinoline 
• 21997-97-7 3-(3,4-dimethoxy-phenyl)-propionyl azide 

Relevant articles and documents

Structure and Biocatalytic Scope of Coclaurine N-Methyltransferase

Benzylisoquinoline alkaloids (BIAs) are a structurally diverse family of plant secondary metabolites, which have been exploited to develop analgesics, antibiotics, antitumor agents, and other therapeutic agents. Biosynthesis of BIAs proceeds via a common pathway from tyrosine to (S)-reticulene at which point the pathway diverges. Coclaurine N-methyltransferase (CNMT) is a key enzyme in the pathway to (S)-reticulene, installing the N-methyl substituent that is essential for the bioactivity of many BIAs. In this paper, we describe the first crystal structure of CNMT which, along with mutagenesis studies, defines the enzymes active site architecture. The specificity of CNMT was also explored with a range of natural and synthetic substrates as well as co-factor analogues. Knowledge from this study could be used to generate improved CNMT variants required to produce BIAs or synthetic derivatives.

Reduction and carboxylation of 1-chloromethyl-6,7-dimethoxy-3,4-dihydroisoquinolinLum salts. An easy entry to 1-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline alkaloids

At 25°C, the NaBH4/MeOH reduction of the title isoquinolinium salts gave the aziridine exclusively. At a low temperature (0°C) in the presence of CO2/K2CO3, the 2-oxazolidinone was obtained in almost quantitative yield. Controlled hydrolysis of the borane complex derived from the isoquinolinium salts also gave the cyclic carbamate. (±)-Calycotomine and its N-Me derivative were obtained in high yields.

Photosolvolysis of bridgehead quaternary ammonium salts. II. Synthesis of some 2,5-benzoxazonine derivatives and attempted synthesis of the 1,2,4,5,6,7-hexahydro-3,5-benzoxazonine system

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