8-Methoxyisoquinoline

Base Information

• Chemical Name: 8-Methoxyisoquinoline
• CAS No.: 1723-70-2
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• European Community (EC) Number: 691-800-4
• DSSTox Substance ID: DTXSID10474778
• Nikkaji Number: J3.153.701K
• Wikidata: Q72490147
• Mol file: 1723-70-2.mol

Synonyms:8-methoxyisoquinoline;1723-70-2;8-methoxy-isoquinoline;MFCD09258766;ISOQUINOLINE, 8-METHOXY-;SCHEMBL1491286;DTXSID10474778;HHZGHKIHHIKUHK-UHFFFAOYSA-N;AKOS006346258;AB49764;AC-9602;PS-6084;SY026448;A3800;CS-0150288;FT-0654789;EN300-101079;J-010812

Chemical Property of 8-Methoxyisoquinoline

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 48-51 °C(Solv: ethyl ether (60-29-7); pentane (109-66-0))
• Refractive Index: 1.611
• Boiling Point: 295.593 °C at 760 mmHg
• PKA: 5.55±0.23(Predicted)
• Flash Point: 108.428 °C
• PSA: 22.12000
• Density: 1.131 g/cm³
• LogP: 2.24340
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

8-Methoxyisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C=NC=C2
• Uses: 8-?Methoxyisoquinoline is a reagent used in the synthesis and binding studies for SK Channel blockers related to N-methyllaudanosine and N-methylnoscapine.

Technology Process of 8-Methoxyisoquinoline

There total 15 articles about 8-Methoxyisoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

8-methoxy-1,2,3,4-tetrahydroisoquinoline (34146-68-4) → 8-methoxyisoquinoline (1723-70-2)

Guidance literature:

palladium on activated charcoal; In 1,3,5-trimethyl-benzene; at 190 - 200 ℃; for 0.5h;

Reference yield: 70.0%

ortho-anisaldehyde (135-02-4) + 2,2-dimethoxyethylamine (22483-09-6) → 8-methoxyisoquinoline (1723-70-2)

Guidance literature:

ortho-anisaldehyde; 2,2-dimethoxyethylamine; In benzene; for 5h; Heating / reflux;

With chloroformic acid ethyl ester; In tetrahydrofuran; at -10 - 20 ℃; for 0.0833333h;

With sodium hydroxide; titanium tetrachloride; phosphorous acid trimethyl ester; more than 3 stages;

Reference yield: 65.0%

[[(2,2-Dimethoxy-ethyl)-ethoxycarbonyl-amino]-(2-methoxy-phenyl)-methyl]-phosphonic acid dimethyl ester (344578-07-0) → 8-methoxyisoquinoline (1723-70-2)

Guidance literature:

With titanium tetrachloride; In dichloromethane; for 36h; Heating;

DOI:10.1021/jo00167a043

upstream raw materials:

8-methoxy-1,2,3,4-tetrahydroisoquinoline

[[(2,2-Dimethoxy-ethyl)-ethoxycarbonyl-amino]-(2-methoxy-phenyl)-methyl]-phosphonic acid dimethyl ester

(2,2-Dimethoxy-ethyl)-[1-(2-methoxy-phenyl)-meth-(E)-ylidene]-amine

ortho-anisaldehyde

Downstream raw materials:

isoquinolin-8-ol

1-Benzoyl-8-methoxy-2-methylisoquinolinium iodide

3,3-Dimethyl-2a,3,4,5-tetrahydro-2H-furo<2,3,4-i,k>isoquinolinium iodide

1-(α-Bromobenzyl)-8-hydroxy-2-methyl-1,2,3,4-tetrahydroisoquinoline hydrobromide

Refernces

• 1、 -. "AZACYCLIC COMPOUNDS AS INHIBITORS OF SENSORY NEURONE SPECIFIC CHANNELS". Page 51-52. . Retrieved 2010/02/10.
• 2、 Hirao, Ken-Ichi,Tsuchiya, Ryuta,Yano, Yasuhiro,Tsue, Hirohito. "Preparation of optically active 8,8′-disubstituted 1,1′-biisoquinoline". . p. 415 - 422. Retrieved 2007/10/02.