(S)-7-METHOXY-1-METHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL

CAS NO.：101467-40-7
Empirical Formula: C11H15NO2
Molecular Weight: 193.24
MDL number: MFCD06797999
SAFETY DATA SHEET (SDS)
Update Date: 2022-12-21 16:56:50

What is (S)-7-METHOXY-1-METHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL?

Description

A further isoquinoline alkaloid which occurs in Salsola Richteri, the base is obtained in the form of a microcrystalline powder which is readily soluble in CHC1₃ or EtOH but only sparingly so in C₆H₆ or H₂0. The alkaloid is soluble in aqueous alkalies but insoluble in petroleum ether. The hydrochloride crystallizes as the sesquihydrate in colourless needles, m.p. 14l-152°C. The N-benzoyl derivative has m.p. 172-4° and the O,N-dibenzoyl compound, m.p. 166-8°C. Treatment with CH₂N₂ gives Salsolidine (q.v.). The structure, 1:2:3:4-tetrahydro6-hydroxy-7-methoxy-l-methylisoquinoline has been confirmed by synthesis.

The Uses of (S)-7-METHOXY-1-METHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL

Salsoline (cas# 89-31-6) was identified as an analyte component in Tibetan Medicine via HPLC-Q-TOF/MS.

References

Orekhov, Proskurnina., Ber., 66,841 (1933)
Orekhov, Proskurnina., ibid, 67,878 (1934)
Spath, Orekhov, Kuffner., ibid, 67, 1214 (1934)

Properties of (S)-7-METHOXY-1-METHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL

Melting point:	221°
alpha	D20 +34.5° (c = 1 in 0.1N HCl)
Boiling point:	336.7±42.0 °C(Predicted)
Density	1.106±0.06 g/cm3(Predicted)
pka	9.32±0.40(Predicted)