Indolizine is an
heterocyclic compound
A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic organic chemistry is the branch of organic chemistry dealing with the synthesis, proper ...
with the formula C
8H
7N). It is an uncommon
isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element (chemistry), element – but distinct arrangements of atoms in space. ''Isomerism'' refers to the exi ...
of
indole
Indole is an organic compound with the formula . Indole is classified as an aromatic heterocycle. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. Indoles are derivatives of indole ...
with the nitrogen located at a ring fusion position. The
saturated
Saturation, saturated, unsaturation or unsaturated may refer to:
Chemistry
*Saturated and unsaturated compounds, a classification of compounds related to their ability to resist addition reactions
**Degree of unsaturation
**Saturated fat or satur ...
analog
Analog or analogue may refer to:
Computing and electronics
* Analog signal, in which information is encoded in a continuous variable
** Analog device, an apparatus that operates on analog signals
*** Analog electronics, circuits which use analog ...
is
indolizidine
Indolizidine is a heterocyclic chemical compound that forms the central core of the indolizidine alkaloids such as swainsonine and castanospermine.
See also
* Indole
* Indolizine
* Tryptophan
* Tryptamine
Tryptamine is an indolamine metaboli ...
, which is the core of a variety of
alkaloid
Alkaloids are a broad class of natural product, naturally occurring organic compounds that contain at least one nitrogen atom. Some synthetic compounds of similar structure may also be termed alkaloids.
Alkaloids are produced by a large varie ...
s such as
swainsonine
Swainsonine is an indolizidine alkaloid. It is a potent inhibitor of Golgi alpha-mannosidase II, an immunomodulator, and a potential chemotherapy drug. As a toxin in locoweed (likely its primary toxin) it also is a significant cause of econo ...
.
Examples of some simple fully synthetic substituted indolizines include
2ZEDMA
TACT908, also known as -(indolizin-1-yl)ethylimethylamine (2ZEDMA), is a serotonin receptor agonist which is under development for the treatment of cluster headaches. It is an positional isomer of the famous tryptamine serotonergic psychedelic ...
,
1ZP2MA
1ZP2MA, also known as -(indolizin-1-yl)propan-2-ylmethyl)amine or as 1-(indolizin-1-yl)-''N''-methylpropan-2-amine, is a monoamine releasing agent and an indolizine derivative. It is the analogue and positional isomer of the stimulant-like dru ...
, and
1Z2MAP1O
1Z2MAP1O, also known as 1-(indolizin-3-yl)-2-(methylamino)propan-1-one, is a monoamine releasing agent and serotonin receptor receptor modulator, modulator of the indolizine class. It is an structural analog, analogue of BK-NM-AMT (β-keto-''N''- ...
.
References
External links
Chemical synthesis of indolizines
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