Decahydroisoquinoline Explained

Decahydroisoquinoline is a nitrogen-containing heterocycle with the chemical formula . It is the saturated form of isoquinoline.

Decahydroisoquinoline can be formed by the hydrogenation of isoquinoline or tetrahydroisoquinoline.^[1]

Isomers

There are four stereoisomers of decahydroisoquinoline which differ by the configuration of the two carbon atoms at the ring fusion:

Occurrence

The decahydroisoquinoline occurs naturally in some alkaloids, including gephyrotoxins and pumiliotoxin C which are found in amphibian skins.^[2]

A variety of pharmaceutical drugs include a decahydroisoquinoline ring system within their structure, including ciprefadol,^[3] dasolampanel,^[4] nelfinavir,^[5] saquinavir,^[6] and tezampanel.^[7]

Notes and References

1. 10.1016/S0166-9834(00)80901-X . Selective hydrogenation of neat isoquinoline . 1988 . Okazaki . Hiroshi . Soeda . Mahito . Ikefuji . Yoshio . Tamura . Ryuji . Applied Catalysis . 43 . 71–84 .
2. Book: 10.1016/S0735-8210(99)80024-7 . Alkaloids from Amphibian Skins . Alkaloids: Chemical and Biological Perspectives . 1999 . Daly . John W. . Martin Garraffo . H. . Spande . Thomas F. . 13 . 1–161 . 9780080434032 .
3. Web site: Ciprefadol . .
4. Web site: Dasolampanel . .
5. Web site: Nelfinavir . .
6. Web site: Saquinavir . .
7. Web site: Tezampanel . .