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Indole



         


An indole is an organic molecular structure, consisting of the bicyclic of benzene and a pyrrole. Indoles are found in many organisms, and many indoles are biologically active.


Indole

Indole is a precursor of the widely-occurring amino acid tryptophan. Some alkaloids are indoles, including the hallucinogenic tryptamines psilocybin, DMT, and LSD. The structure is also found in many naturally-occurring human neurotransmitters, such as serotonin.

An indole could be described as the union of a 6-membered benzene ring with a five-membered pyrrole ring. The pyrrole has one nitrogen atom present.

Although the Nitrogen atom on the pyrrole has a lone pair, it will not readily accept protons: it is a secondary amine, and moreover the lone pair is delocalised into the aromatic system.

The name indole is derived from indigo, a blue pigment obtained from some plant species. The indigo molecule comprises two indole units joined together.






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