Indolizine

Indolizine
Names


Preferred IUPAC name Indolizine^[1]
Other names Pyrrocoline; Indolizin; Pyrrolo[1,2-a]pyridine
Identifiers
CAS Number	274-40-8 ^checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:35583 ^checkY
ChemSpider	8875 ^checkY
ECHA InfoCard	100.219.195 Edit this at Wikidata
PubChem CID	9230
UNII	B48FMH8YFQ ^checkY
CompTox Dashboard (EPA)	DTXSID50181818 Edit this at Wikidata
InChI InChI=1S/C8H7N/c1-2-6-9-7-3-5-8(9)4-1/h1-7H^checkY Key: HOBCFUWDNJPFHB-UHFFFAOYSA-N^checkY InChI=1/C8H7N/c1-2-6-9-7-3-5-8(9)4-1/h1-7H Key: HOBCFUWDNJPFHB-UHFFFAOYAH
SMILES c1ccc2ccccn12
Properties
Chemical formula	C₈H₇N
Molar mass	117.151 g·mol⁻¹
Appearance	White solid
Melting point	75 °C (167 °F; 348 K)
Boiling point	205 °C (401 °F; 478 K)
Basicity (pK_b)	10.1 ^[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). checkY verify (what is ^checkY☒N ?) Infobox references

Chemical compound

Indolizine is an heterocyclic compound with the formula C₈H₇N). It is an uncommon isomer of indole with the nitrogen located at a ring fusion position. The saturated analog is indolizidine, which is the core of a variety of alkaloids such as swainsonine.^[3]

Examples of some simple substituted indolizines include 2ZEDMA, 1ZP2MA, and 1Z2MAP1O.^[4]^[5]

References

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 213. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ Elattar, K.M.; Youssef, I.; Fadda, A.A. (4 May 2016). "Reactivity of indolizines in organic synthesis". Synthetic Communications Reviews. 46 (9): 719–744. doi:10.1080/00397911.2016.1166252. S2CID 100777050.
^ Julio Alvarez-Builla; Juan Jose Vaquero; José Barluenga, eds. (2011). Modern Heterocyclic Chemistry. Wiley-VCH.
^ WO application 2023081306A1, Baggott MJ, "Indolizine compounds for the treatment of mental disorders or mental enhancement", published 11 May 2023, assigned to Tactogen
^ WO patent 2023183613A2, Baggott MJ, "Indolizine compounds for the treatment of mental disorders or inflammation", published 2023 September 28, assigned to Tactogen