Desethylibogamine

Desethylibogamine

Names
IUPAC name (6R,6aS,9R)-6,6a,7,8,9,10,12,13-Octahydro-5H-6,9-methanopyrido[1′,2′:1,2]azepino[4,5-b]indole
Other names 4-Desethylibogamine; 4-Deethylibogamine; Noribogamine
Identifiers
3D model (JSmol)	Interactive image
InChI InChI=1S/C17H20N2/c1-2-4-15-12(3-1)13-7-8-19-10-11-5-6-16(19)14(9-11)17(13)18-15/h1-4,11,14,16,18H,5-10H2/t11-,14-,16+/m1/s1 Key: HWGBLBYCKKHAOB-XFJVYGCCSA-N
SMILES c1ccc2c(c1)[nH]c1c2CCN2[C@@H]3[C@H]1C[C@H](C2)CC3
Properties
Chemical formula	C17H20N2
Molar mass	252.361 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Desethylibogamine, or 4-desethylibogamine, also known as noribogamine, is a chemical compound and parent structure of the iboga-type alkaloids such as ibogaine and ibogamine. ^{[1] [2]} It is the 4-desethyl analogue of ibogamine and features the ibogaine ring system with no other substitutions. ^{[1] [2]} The total synthesis of desethylibogamine was described in the mid-1960s. ^{[1] [2]}

See also

• Iboga-type alkaloid
• Noribogaminalog
• Azepinoindole (ibogalog)

References

1. Huffman, John W.; Rao, C. B. Sankara; Kamiya, Takashi (1967). "Synthesis of deethylibogamine" . The Journal of Organic Chemistry. 32 (3): 697–700. doi:10.1021/jo01278a042. ISSN   0022-3263. PMID   6042117 . Retrieved 27 May 2025.
2. Huffman, J. W.; Rao, C. B. S.; Kamiya, T. (1965). "The Synthesis of Desethylibogamine" . Journal of the American Chemical Society. 87 (10): 2288. Bibcode:1965JAChS..87.2288H. doi:10.1021/ja01088a036. ISSN   0002-7863 . Retrieved 27 May 2025.

External links

• Desethylibogamine - Isomer Design