Tetrahydropapaverine hydrochloride
- Product Name
- Tetrahydropapaverine hydrochloride
- CAS No.
- 6429-04-5
- Chemical Name
- Tetrahydropapaverine hydrochloride
- Synonyms
- TETRAHYDROALKALI HYDROCHLORIDE;TETRAHYDROPAPAVERINE HCL;Norlaudanosine Hydrochloride;1-(3,4-Dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride;Nsc118072;Norlaudanosine HCl;NorlaudanosineHydrochloride>DL-NORLAUDANOSINE HYDROCHLORIDE;AtracuriuM Besylate intermediate;rac-Nor Laudanosine Hydrochloride
- CBNumber
- CB1501216
- Molecular Formula
- C20H25NO4.HCl
- Formula Weight
- 379.8814
- MOL File
- 6429-04-5.mol
Tetrahydropapaverine hydrochloride Property
- Melting point:
- 216.0 to 220.0 °C
- storage temp.
- Sealed in dry,2-8°C
- Water Solubility
- Soluble in water
- solubility
- Chloroform (Slightly), DMSO (Slightly, Heated), Methanol (Slightly)
- form
- powder to crystal
- color
- White to Almost white
- 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
- SMILES
- C12C=C(C(OC)=CC=1CCNC2CC1=CC=C(OC)C(OC)=C1)OC.Cl
- CAS DataBase Reference
- 6429-04-5(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- S426016
- Product name
- DL-NORLAUDANOSINE HYDROCHLORIDE
- Purity
- Aldrich<sup>CPR</sup>
- Packaging
- 1 unit
- Price
- $185
- Updated
- 2025/07/31
- Product number
- S426016
- Product name
- DL-NORLAUDANOSINE HYDROCHLORIDE
- Purity
- AldrichCPR
- Packaging
- 50MG
- Price
- $179
- Updated
- 2024/03/01
- Product number
- N0918
- Product name
- Norlaudanosine Hydrochloride
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 5g
- Price
- $41
- Updated
- 2025/07/31
- Product number
- N0918
- Product name
- Norlaudanosine Hydrochloride
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 25g
- Price
- $165
- Updated
- 2025/07/31
- Product number
- 289841
- Product name
- Tetrahydropapaverine HCl
- Packaging
- 5g
- Price
- $340
- Updated
- 2021/12/16
Tetrahydropapaverine hydrochloride Chemical Properties,Usage,Production
Uses
Tetrahydropapaverine hydrochloride is an organic amine compound that can be used as atracuramide intermediate.
Biological Activity
Tetrahydropapaverine (Norlaudanosine), a TIQs, is an analogue of Salsolinol and Tetrahydropapaveroline, and has neurotoxic effects on dopamine neurons.
Synthesis
5884-22-0
6429-04-5
Crude 3,4-dihydroisoquinoline hydrochloride 12 (6.48 g) was suspended in methanol (50 mL) under argon protection and cooled to 0 °C. Sodium borohydride (0.8 g, 21 mmol) was slowly added to this suspension. The reaction mixture was stirred at room temperature for 10 minutes and then concentrated. Subsequently, brine (16 mL) and acetonitrile (30 mL) were added to the concentrate and the mixture was then partitioned between ethyl acetate (30 mL) and water (30 mL). The aqueous layer was extracted twice with a solvent mixture of ethyl acetate-acetonitrile (30 mL, 1:1). The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated to give a yellow oil. This oily substance was dissolved in methanol (10 mL), 5% hydrochloric acid solution in methanol (20 mL) was added and concentrated again. The residue was crystallized by the addition of ether, and the solid was collected by filtration and washed with ether to give finally 1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (6-HCl, 4.67 g, 89% yield, after a 3-step reaction) as a white solid with a melting point of 211-215 °C. The 1H NMR (DMSO-d6) data were as follows: δ 2.91 (1H, m), 3.16-3.24 (3H, m), 3.36 (1H, m), 3.56 (1H, m), 3.60 (3H, s), 3.80 (3H, s), 3.85 (6H, s), 4.73 (1H, m), 6.17 (1H, s), 6.58 ( 1H, s), 6.72 (1H, d, J = 8.0 Hz), 6.77-6.79 (2H, m), 9.77 (1H, br s), 10.35 (1H, br s). The 1H NMR (D2O) data were as follows: δ 3.01-3.05 (2H, m), 3.16-3.29 (2H, m), 3.41 (1H, m), 3.53 (1H, m), 3.60 (3H, s), 3.72 (3H, s), 3.83 (6H, s), 4.73 (1H, m), 6.36 (1H, s), 6.73 ( 1H, s), 6.83-6.89 (2H, m), 7.00 (1H, m).
References
[1] Heterocycles, 2014, vol. 8, # 2, p. 1311 - 1321
Tetrahydropapaverine hydrochloride Preparation Products And Raw materials
Raw materials
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View Lastest Price from Tetrahydropapaverine hydrochloride manufacturers
- Product
- Tetrahydropapaverine hydrochloride 6429-04-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.99%
- Supply Ability
- 20 tons
- Release date
- 2025-04-11
- Product
- Tetrahydropapaverine hydrochloride 6429-04-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-03-29
- Product
- Tetrahydropapaverine hydrochloride 6429-04-5
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 1000Tons
- Release date
- 2024-07-05