Azepinoindole

In the next article, we will explore the impact of Azepinoindole on modern society. Azepinoindole has been a topic of interest and debate for years, and its relevance in various aspects of everyday life cannot be ignored. From its impact on the economy to its influence on popular culture, Azepinoindole has played a crucial role in shaping the world we live in. Throughout this article, we will critically examine different aspects of Azepinoindole and its influence on our daily lives, offering a complete and detailed vision of its importance in the contemporary world.

Azepinoindole
Identifiers
3D model (JSmol)
  • InChI=1S/C12H14N2/c1-2-4-11-9(3-1)10-5-7-13-8-6-12(10)14-11/h1-3,13H,4-8H2
    Key: WCBKHRWOLLLQSM-UHFFFAOYSA-N
  • C1CNCCC2=C1N=C3CC=CC=C23
Properties
C12H14N2
Molar mass 186.258 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).

Azepinoindole is a tricyclic chemical compound related to tryptamine and having various alkaloid derivatives.[1][2] The analogue of azepinoindole with the azepine ring fully hydrogenated, 1,2,3,4,5,6-hexahydroazepinoindole, is a parent compound of the iboga-type alkaloids such as ibogaine, ibogamine, and tabernanthine as well as their simplified "ibogalog" analogues ibogainalog, ibogaminalog, and tabernanthalog.[1][3][4]

Chemical structures of selected azepinoindole derivatives

See also

References

  1. ^ a b Lavaud C, Massiot G (2017). "The Iboga Alkaloids". Prog Chem Org Nat Prod. Progress in the Chemistry of Organic Natural Products. 105: 89–136. doi:10.1007/978-3-319-49712-9_2. ISBN 978-3-319-49711-2. PMID 28194562.
  2. ^ Lindsay AC, Kim SH, Sperry J (July 2018). "Non-monoterpenoid azepinoindole alkaloids". Nat Prod Rep. 35 (12): 1347–1382. doi:10.1039/c8np00047f. PMID 30024006.
  3. ^ Tae HS, Ortells MO, Tekarli BJ, Manetti D, Romanelli MN, McIntosh JM, Adams DJ, Arias HR (July 2023). "DM506 (3-Methyl-1,2,3,4,5,6-hexahydroazepinoindole fumarate), a Novel Derivative of Ibogamine, Inhibits α7 and α9α10 Nicotinic Acetylcholine Receptors by Different Allosteric Mechanisms". ACS Chem Neurosci. 14 (14): 2537–2547. doi:10.1021/acschemneuro.3c00212. PMID 37386821.
  4. ^ Hester JB, Tang AH, Keasling HH, Veldkamp W (January 1968). "Azepinoindoles. I. Hexahydroazepinoindoles". J Med Chem. 11 (1): 101–106. doi:10.1021/jm00307a023. PMID 5637151.