Product Name

  • Name

    Tetrahydropapaverine hydrochloride

  • EINECS 229-213-9
  • CAS No. 6429-04-5
  • Article Data4
  • CAS DataBase
  • Density 1.12g/cm3
  • Solubility Soluble in water
  • Melting Point 213°C~215°C
  • Formula C20H25NO4.HCl
  • Boiling Point 475.8 °C at 760 mmHg
  • Molecular Weight 379.884
  • Flash Point 202.7 °C
  • Transport Information
  • Appearance White crystal powder
  • Safety 36
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 6429-04-5 (Tetrahydropapaverine hydrochloride)
  • Hazard Symbols Toxic
  • Synonyms Isoquinoline,1,2,3,4-tetrahydro-6,7-dimethoxy-1-veratryl-, hydrochloride (6CI,7CI,8CI);(?à)-Norlaudanosine hydrochloride;(?à)-Tetrahydropapaverine hydrochloride;1,2,3,4-Tetrahydropapaverine hydrochloride;NSC 118072;NZ 54;Tetrahydropapaverine hydrochloride;
  • PSA 48.95000
  • LogP 4.28130

Synthetic route

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride
5884-22-0

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0 - 20℃; for 0.166667h; Inert atmosphere;89%
3,4-dihydropapaverine
6957-27-3

3,4-dihydropapaverine

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
With sodium (S)-prolinate-borane In tetrahydrofuran for 240h; Ambient temperature;78%
With sodium tetrahydroborate for 19h; Ambient temperature;71%
Tetrahydropapaverine
13074-31-2

Tetrahydropapaverine

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol66%
(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / 2 h / 190 - 210 °C
2: phosphoryl chloride / toluene / 3 h / Heating
3: 71 percent / sodium borohydride / 19 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 1 h / 180 °C
2: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere
3: sodium tetrahydroborate; methanol / 0.17 h / 0 - 20 °C / Inert atmosphere
View Scheme
N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide
139-76-4

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

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphoryl chloride / toluene / 3 h / Heating
2: 71 percent / sodium borohydride / 19 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere
2: sodium tetrahydroborate; methanol / 0.17 h / 0 - 20 °C / Inert atmosphere
View Scheme
2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

palladium/barium sulfate

palladium/barium sulfate

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / 2 h / 190 - 210 °C
2: phosphoryl chloride / toluene / 3 h / Heating
3: 71 percent / sodium borohydride / 19 h / Ambient temperature
View Scheme
2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1 h / 180 °C
2: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere
3: sodium tetrahydroborate; methanol / 0.17 h / 0 - 20 °C / Inert atmosphere
View Scheme
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

(+/-)-Tetrahydropapaveroline hydrobromide
16659-88-4

(+/-)-Tetrahydropapaveroline hydrobromide

Conditions
ConditionsYield
With hydrogen bromide for 2.5h; Reflux;95.1%
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

formic acid ethyl ester
109-94-4

formic acid ethyl ester

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde
50722-30-0

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

Conditions
ConditionsYield
With potassium carbonate In ethanol for 40h; Bischler-Napieralski Reaction; Reflux;94%
(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

1-(1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-2-(3,4-dimethoxyphenyl)ethanone

1-(1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-2-(3,4-dimethoxyphenyl)ethanone

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 17h;89%
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

(R)-tetrahydropapaverine hydrochloride
54417-53-7

(R)-tetrahydropapaverine hydrochloride

Conditions
ConditionsYield
With N-acetyl-D-leucine; (R)-N-acetylphenylalanin In water; toluene; acetonitrile at 4 - 70℃; for 24.92h; Reagent/catalyst;83.25%
formaldehyd
50-00-0

formaldehyd

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

2,3,10,11-tetramethoxy-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinoline
523-02-4, 4216-86-8, 6872-27-1, 13407-95-9

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

Conditions
ConditionsYield
In ethanol; water at 20℃; for 8h;80%
With acetic acid at 100℃; for 0.5h; Pictet-Spengler Synthesis;73%
In water Cyclization; Heating;
In water for 30h; Heating;8.2 g
1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride
5884-22-0

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0 - 20℃; for 0.166667h; Inert atmosphere;89%
3,4-dihydropapaverine
6957-27-3

3,4-dihydropapaverine

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
With sodium (S)-prolinate-borane In tetrahydrofuran for 240h; Ambient temperature;78%
With sodium tetrahydroborate for 19h; Ambient temperature;71%
Tetrahydropapaverine
13074-31-2

Tetrahydropapaverine

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol66%
(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / 2 h / 190 - 210 °C
2: phosphoryl chloride / toluene / 3 h / Heating
3: 71 percent / sodium borohydride / 19 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 1 h / 180 °C
2: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere
3: sodium tetrahydroborate; methanol / 0.17 h / 0 - 20 °C / Inert atmosphere
View Scheme
N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide
139-76-4

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

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphoryl chloride / toluene / 3 h / Heating
2: 71 percent / sodium borohydride / 19 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere
2: sodium tetrahydroborate; methanol / 0.17 h / 0 - 20 °C / Inert atmosphere
View Scheme
2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

palladium/barium sulfate

palladium/barium sulfate

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / 2 h / 190 - 210 °C
2: phosphoryl chloride / toluene / 3 h / Heating
3: 71 percent / sodium borohydride / 19 h / Ambient temperature
View Scheme
2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1 h / 180 °C
2: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere
3: sodium tetrahydroborate; methanol / 0.17 h / 0 - 20 °C / Inert atmosphere
View Scheme
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

(+/-)-Tetrahydropapaveroline hydrobromide
16659-88-4

(+/-)-Tetrahydropapaveroline hydrobromide

Conditions
ConditionsYield
With hydrogen bromide for 2.5h; Reflux;95.1%
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

formic acid ethyl ester
109-94-4

formic acid ethyl ester

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde
50722-30-0

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

Conditions
ConditionsYield
With potassium carbonate In ethanol for 40h; Bischler-Napieralski Reaction; Reflux;94%
(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

1-(1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-2-(3,4-dimethoxyphenyl)ethanone

1-(1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-2-(3,4-dimethoxyphenyl)ethanone

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 17h;89%
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

(R)-tetrahydropapaverine hydrochloride
54417-53-7

(R)-tetrahydropapaverine hydrochloride

Conditions
ConditionsYield
With N-acetyl-D-leucine; (R)-N-acetylphenylalanin In water; toluene; acetonitrile at 4 - 70℃; for 24.92h; Reagent/catalyst;83.25%
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

mesitylene-2-carboxylic acid chloride
938-18-1

mesitylene-2-carboxylic acid chloride

(1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)(mesityl)methanone

(1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)(mesityl)methanone

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;83%
formaldehyd
50-00-0

formaldehyd

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

2,3,10,11-tetramethoxy-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinoline
523-02-4, 4216-86-8, 6872-27-1, 13407-95-9

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

Conditions
ConditionsYield
In ethanol; water at 20℃; for 8h;80%
With acetic acid at 100℃; for 0.5h; Pictet-Spengler Synthesis;73%
In water Cyclization; Heating;
In water for 30h; Heating;8.2 g
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Glyoxilic acid
298-12-4

Glyoxilic acid

2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-8-carboxylic acid

2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-8-carboxylic acid

Conditions
ConditionsYield
for 1h; Heating;80%
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

1,7-heptanediol dipropenoate
61804-12-4

1,7-heptanediol dipropenoate

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 7-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-heptyl ester; compound with oxalic acid
81165-43-7

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

Conditions
ConditionsYield
In benzene for 48h; Heating;76%
hexamethylene glycol diacrylate
13048-33-4

hexamethylene glycol diacrylate

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 6-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-hexyl ester; compound with oxalic acid
81182-08-3

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

Conditions
ConditionsYield
In benzene for 48h; Heating;67%
1,6-hexanediol diacrylate
10526-04-2

1,6-hexanediol diacrylate

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 8-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-octyl ester; compound with oxalic acid
81165-44-8

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 8-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-octyl ester; compound with oxalic acid

Conditions
ConditionsYield
In benzene for 48h; Heating;60%
diethyleneglycol(diacrylate)
4074-88-8

diethyleneglycol(diacrylate)

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 2-(2-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-ethoxy)-ethyl ester; compound with oxalic acid
81165-45-9

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

Conditions
ConditionsYield
In benzene for 48h; Heating;57%
pentamethylene 1,5-diacrylate
36840-85-4

pentamethylene 1,5-diacrylate

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

pentamethylene bis(1-(3,4-dimethoxybenzyl)-3,4-dihydro-6,7-dimethoxy-1H-isoquinoline-2-propionate) dioxalate
64228-78-0, 64493-10-3, 83285-74-9, 96687-52-4, 96687-53-5, 110817-20-4

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

Conditions
ConditionsYield
In benzene for 48h; Heating;51%
2-propenoic acid 1,3-propanediyl ester
24493-53-6

2-propenoic acid 1,3-propanediyl ester

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

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
81165-42-6

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

Conditions
ConditionsYield
In benzene for 48h; Heating;50%
1,4-Butanediol diacrylate
1070-70-8

1,4-Butanediol diacrylate

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

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
81182-07-2

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

Conditions
ConditionsYield
In benzene for 48h; Heating;48%
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

3-methyl-1,5-pentanediol dipropenoate
64194-22-5

3-methyl-1,5-pentanediol dipropenoate

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 5-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-3-methyl-pentyl ester; compound with oxalic acid
81165-48-2

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 5-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-3-methyl-pentyl ester; compound with oxalic acid

Conditions
ConditionsYield
In benzene for 48h; Heating;38%
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Acrylic acid 2-[4-(2-acryloyloxy-ethyl)-phenyl]-ethyl ester
36431-64-8

Acrylic acid 2-[4-(2-acryloyloxy-ethyl)-phenyl]-ethyl ester

3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 2-[4-(2-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-ethyl)-phenyl]-ethyl ester; compound with oxalic acid
81165-47-1

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

Conditions
ConditionsYield
In benzene for 48h; Heating;35%
hydrogenchloride
7647-01-0

hydrogenchloride

diethyl acetal
105-57-7

diethyl acetal

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

A

(8R,13aR)-2,3,10,11-tetramethoxy-8-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline
6899-65-6

(8R,13aR)-2,3,10,11-tetramethoxy-8-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline

B

β-coralydine

β-coralydine

hydrogenchloride
7647-01-0

hydrogenchloride

Dimethoxymethane
109-87-5

Dimethoxymethane

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

norcoralydine

norcoralydine

hydrogenchloride
7647-01-0

hydrogenchloride

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

A

methylene chloride
74-87-3

methylene chloride

B

Py-tetrahydro-papaveroline

Py-tetrahydro-papaveroline

Conditions
ConditionsYield
at 170 - 175℃;
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 8.2 g / H2O / 30 h / Heating
2: 122 mg / acetone; CHCl3 / 1 h / 20 °C
View Scheme
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

(+/-)-2,3,10,11-tetrademethylpseudotetrahydropalmatine hydrobromide

(+/-)-2,3,10,11-tetrademethylpseudotetrahydropalmatine hydrobromide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 8.2 g / H2O / 30 h / Heating
2: 1.85 g / HBr / 7 h / Heating
View Scheme
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

2,3,10,11-tetramethoxy-7-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinolinium; iodide

2,3,10,11-tetramethoxy-7-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinolinium; iodide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 8.2 g / H2O / 30 h / Heating
2: acetone; CHCl3 / 1 h / 20 °C
View Scheme
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

C22H25(2)H3NO4(1+)*I(1-)

C22H25(2)H3NO4(1+)*I(1-)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 8.2 g / H2O / 30 h / Heating
2: 71 mg / acetone; CHCl3 / 2.5 h / 20 °C
View Scheme
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

C22H25(2)H3NO4(1+)*I(1-)

C22H25(2)H3NO4(1+)*I(1-)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 8.2 g / H2O / 30 h / Heating
2: 290 mg / acetone; CHCl3 / 2.5 h / 20 °C
View Scheme
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

pseudopalmatine
19716-66-6

pseudopalmatine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: H2O / Heating
2.1: 55 percent / mCPBA / CHCl3 / 20 °C
3.1: TFAA / CH2Cl2 / -30 - 20 °C
3.2: NaOAc / CH2Cl2; H2O / 0.5 h / 20 °C
View Scheme
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: H2O / Heating
2.1: 55 percent / mCPBA / CHCl3 / 20 °C
3.1: TFAA / CH2Cl2 / -30 - 20 °C
3.2: 49 percent / NaOAc / CH2Cl2; H2O / 0.5 h / 20 °C
4.1: 80 percent / methylmagnesium iodide / diethyl ether / 2 h / Heating
View Scheme
1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
6429-04-5

1,2,3,4-tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride

7,14-dehydroxylopinine
332951-52-7

7,14-dehydroxylopinine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: H2O / Heating
2: 55 percent / mCPBA / CHCl3 / 20 °C
3: 50 percent Spectr. / acetyl chloride / 2 h / 25 °C
View Scheme

Tetrahydropapaverine hydrochloride Chemical Properties

Product Name: Isoquinoline,1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-,hydrochloride (1:1) (CAS NO.6429-04-5)

Molecular Formula: C20H25NO4.HCl
Molecular Weight: 379.8814g/mol
Mol File: 6429-04-5.mol
EINECS: 229-213-9
Boiling point: 475.8 °C at 760 mmHg
Flash Point:  202.7 °C 
Enthalpy of Vaporization: 73.93 kJ/mol
Vapour Pressure: 3.23E-09 mmHg at 25°C
H-Bond Donor: 2
H-Bond Acceptor: 5
Structure Descriptors of Isoquinoline,1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-,hydrochloride (1:1) (CAS NO.6429-04-5):
  IUPAC Name: 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride
  Canonical SMILES: COC1=C(C=C(C=C1)CC2C3=CC(=C(C=C3CCN2)OC)OC)OC.Cl
  InChI: InChI=1S/C20H25NO4.ClH/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16;/h5-6,10-12,16,21H,7-9H2,1-4H3;1H 
  InChIKey: VMPLLPIDRGXFTQ-UHFFFAOYSA-N
Classification Code: Drug / Therapeutic Agent

Tetrahydropapaverine hydrochloride Safety Profile

Safety Information of Isoquinoline,1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-,hydrochloride (1:1) (CAS NO.6429-04-5):
Hazard Codes: TToxic

Tetrahydropapaverine hydrochloride Specification

 Isoquinoline,1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-,hydrochloride (1:1) , its CAS NO. is 6429-04-5, the synonyms are 1,2,3,4-Tetrahydro-6,7-dimethoxy-1-veratryl-isoquinoline hydrochloride ; Papaverine, 1,2,3,4-tetrahydro-, hydrochloride ; Tetrahydropapaverine 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 .

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