Name: Tetrahydropapaverine hydrochloride
SKU: 6429-04-5

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Basic Information

Molecular Structure:
CAS No.:	6429-04-5
Name:	Tetrahydropapaverine hydrochloride
Article Data:	4

Formula:	C₂₀H₂₅NO₄.HCl
Molecular Weight:	379.884
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;
EINECS:	229-213-9
Density:	1.12g/cm3
Melting Point:	213°C～215°C
Boiling Point:	475.8 °C at 760 mmHg
Flash Point:	202.7 °C
Solubility:	Soluble in water
Appearance:	White crystal powder
Hazard Symbols:
Risk Codes:	22
Safety:	36
PSA:	48.95000
LogP:	4.28130

Synthetic route

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

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

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate at 0 - 20℃; for 0.166667h; Inert atmosphere;	89%

: 6957-27-3
3,4-dihydropapaverine

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

Conditions

Conditions	Yield
With sodium (S)-prolinate-borane In tetrahydrofuran for 240h; Ambient temperature;	78%
With sodium tetrahydroborate for 19h; Ambient temperature;	71%

: 13074-31-2
Tetrahydropapaverine

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

Conditions

Conditions	Yield
With hydrogenchloride In ethanol	66%

: 93-40-3
(3,4-Dimethoxyphenyl)acetic acid

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

Conditions

Conditions	Yield
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

: 139-76-4
N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide

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

Conditions

Conditions	Yield
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

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

palladium/barium sulfate: palladium/barium sulfate

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

Conditions

Conditions	Yield
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

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

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

Conditions

Conditions	Yield
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

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

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

Conditions

Conditions	Yield
With hydrogen bromide for 2.5h; Reflux;	95.1%

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

: 109-94-4
formic acid ethyl ester

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

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 40h; Bischler-Napieralski Reaction; Reflux;	94%

: 93-40-3
(3,4-Dimethoxyphenyl)acetic acid

: 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

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 17h;	89%

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Chemistry

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

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: T Toxic

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 .