1-(3,4-Dimethoxybenzyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinolinium chloride

Base Information

• Chemical Name: 1-(3,4-Dimethoxybenzyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinolinium chloride
• CAS No.: 6429-04-5
• Molecular Formula: C20H25NO4.HCl
• Molecular Weight: 379.884
• Hs Code.: 29334900
• European Community (EC) Number: 229-213-9
• Mol file: 6429-04-5.mol

Synonyms:EINECS 229-213-9;NSC 118072;Papaverine, 1,2,3,4-tetrahydro-, hydrochloride;1,2,3,4-Tetrahydro-6,7-dimethoxy-1-veratryl-isoquinoline hydrochloride;1-(3,4-Dimethoxybenzyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinolinium chloride;ISOQUINOLINE, 1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-1-VERATRYL-, HYDROCHLORIDE;Tetrahrdropapaverine Hydrochloride;LS-85954;A24916;1-(3,4-Dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride;Tetrahydropapaverine hydrochloride

Chemical Property of 1-(3,4-Dimethoxybenzyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinolinium chloride

Chemical Property:

• Appearance/Colour: White crystal powder
• Vapor Pressure: 3.23E-09mmHg at 25°C
• Melting Point: 213°C～215°C
• Refractive Index: 1.549
• Boiling Point: 475.8 °C at 760 mmHg
• Flash Point: 202.7 °C
• PSA: 48.95000
• Density: 1.12g/cm3
• LogP: 4.28130
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 379.1550360
• Heavy Atom Count: 26
• Complexity: 407

Purity/Quality:

99.9% ^*data from raw suppliers

Tetrahydropapaverine HCl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC2C3=CC(=C(C=C3CC[NH2+]2)OC)OC)OC.[Cl-]
• Uses: Tetrahydropapaverine hydrochloride is an organic amine compound that can be used as atracuramide intermediate.

Technology Process of 1-(3,4-Dimethoxybenzyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinolinium chloride

There total 7 articles about 1-(3,4-Dimethoxybenzyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinolinium chloride 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: 89.0%

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3.4-dihydroisoquinoline hydrochloride (5884-22-0) → 1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride (6429-04-5,66820-84-6)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.3987/COM-13-S(S)101

Reference yield: 78.0%

3,4-dihydropapaverine (6957-27-3) → 1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride (6429-04-5,66820-84-6)

Guidance literature:

With sodium (S)-prolinate-borane; In tetrahydrofuran; for 240h; Ambient temperature;

Reference yield: 66.0%

Tetrahydropapaverine (13074-31-2) → 1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride (6429-04-5,66820-84-6)

Guidance literature:

With hydrogenchloride; In ethanol;

DOI:10.1007/BF00758315

upstream raw materials:

3,4-dihydropapaverine

Tetrahydropapaverine

(3,4-Dimethoxyphenyl)acetic acid

N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide

Downstream raw materials:

2,3,10,11-tetramethoxy-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinoline

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 4-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-butyl ester; compound with oxalic acid

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 3-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-propyl ester; compound with oxalic acid

pentamethylene bis(1-(3,4-dimethoxybenzyl)-3,4-dihydro-6,7-dimethoxy-1H-isoquinoline-2-propionate) dioxalate

Refernces

• 1、 Sladkov, V. I.,Sazonova, N. M.,Grekova, G. S.,Kalistratov, S. G.,Sokolova, A. S.,et al.. "SYNTHESIS AND ANTITUMOR ACTIVITY OF 2,3,10,11-TETRAMETHOXY-5,6,7,8,13,13a-HEXAHYDROPROTOBERBERINES AND THEIR B-SECO ANALOGS". . p. 47 - 50. Retrieved 2007/10/02.
• 2、 Stenlake,Waigh,Dewar,et al.. "Biodegradable neuromuscular blocking agents. Part 4. Atracurium besylate and related polyalkylene di-esters". . p. 515 - 524. Retrieved 2007/10/02.