R-tetrahydropapaverine HCl Chemical Properties

Boiling point:

475.8℃

Density 

1.32 at 22℃

vapor pressure 

0Pa at 25℃

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

color 

White to Off-White

InChI

InChI=1/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/t16-;/s3

InChIKey

VMPLLPIDRGXFTQ-LSQUZMQTNA-N

SMILES

C(C1C=CC(OC)=C(OC)C=1)[C@H]1NCCC2=CC(OC)=C(OC)C=C12.Cl |&1:11,r|

LogP

-0.63 at 25℃

CAS DataBase Reference

54417-53-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-52/53

Safety Statements 

22-61

R-tetrahydropapaverine HCl Usage And Synthesis

Application

R-tetrahydropapaverine HCl is a useful research chemical.

Synthesis

The general procedure for the synthesis of the target compound using 1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride as raw material was as follows: 20 g of 1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride was dissolved in 400 mL of distilled water, and stirred until completely dissolved. Subsequently, ammonia was added to the solution to adjust the pH, and after observing that no white oily material precipitated, 400 mL of toluene was added and mixed with thorough stirring. The organic phase (toluene layer) and the aqueous phase were separated to ensure that there was no residual raw material in the aqueous phase. The organic phase was dried with anhydrous sodium sulfate to obtain 17.3 g of racemate. The racemate was dissolved in 173 mL of acetonitrile and heated to 70 °C. 3.93 g of the splitting agent N-acetyl-D-leucine was slowly added and the reaction was stirred for 20 minutes. Next, 0.522 g of the splitting agent N-acetyl-D-phenylalanine was added and the reaction was continued with stirring for 35 minutes. Upon completion of the reaction, it was slowly cooled to room temperature and subsequently stored in a refrigerator at 4°C for 24 hours to promote crystallization. Upon completion of crystallization, the solid product was collected by filtration. The product was converted to hydrochloride form, treated by adding appropriate amount of hydrochloric acid and dried to give 8.325 g of 1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride in R-configuration. The total yield was 83.25% and the purity was 97.6%.

References

[1] Patent: CN107056700, 2017, A. Location in patent: Paragraph 0040-0043; 0046; 0058

R-tetrahydropapaverine HCl(54417-53-7)Related Product Information

• (1R,1'R,2S,2'S)-2,2'-[1,5-pentanediylbis[oxy(3-oxo-3,1-propanediyl)]]bis[1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-Isoquinolinium Benzenesulfonate
• BOLDINE DIMETHYL ETHER
• Tetrahydrofuran
• Tetramethylammonium hydroxide pentahydrate
• Papaverine hydrochloride
• 1-[(3,4-Dimethoxyphenyl)methyl]-3,4-dihydro-6,7-dimethoxyisoquinoline
• cis-1,2,3,6-Tetrahydrophthalic anhydride
• Tetrahydrothiophene
• Atracurium besylate
• PHENYL P-TOLYL SULFONE
• AtracuriuM IMpurity A1 (trans-Monoquatenary)
• Atracurium Impurity 34 Iodide
• Atracurium Impurity 12 Iodide (Mixture of Diastereomers)
• Atracurium Impurity 24
• Atracurium Impurity 1
• Atracurium Impurity 32
• Atracurium Impurity 19
• 1,5-pentanediyl bis[1-[(3,4-dimethoxyphenyl)methyl]-3,4-dihydro-6,7-dimethoxy-1H-isoquinoline-2-propionate]