Synthesis of 3H-labelled DL-tetrahydropalmatine methane sulfonate ( 12-3H )

✍ Scribed by Chiyuki Yamato; Takeshi Fujita; Tohru Takahashi

• Publisher: John Wiley and Sons
• Year: 1972
• Tongue: French
• Weight: 96 KB
• Volume: 8
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2590080315

✦ Synopsis

Tetrahydropalmatine (2,3,9,1O-tetramethoxy-5,6,13,13a-tetrahydro-8H-dibenzo-[a,gl-quinoliz~ne) (TIiP) has been found to have analgetic and sedative effect sulfonate (THP-W), which is soluble in water, i s i n t e r e s t i n g i n a p p l i c a t i o n a s a t r a n q u i l i z e r .

') . Tetrahydropalmatine methane

In order to obtain detailed knowledge of the biotransformation of THP-!.IS in animals, radioactive THP-CIS was required.

The present paper is concerned with the synthesis of 3H-labelled TIIP-PIS .

THP was hrominated with bromine in acetic acid. The i.r.

and n.m.r. spectra of the brominated THP was identical with t h a t of 2,3,3,10-tetramethoxy-12-bromo-5,6,13,13a-tetrahydro-8H-dibenzo-Ia,gl-quinolizine (THP-Br) reported by Kametani and Ihara(3) ;