Anhalonidine, also known as ''N''-desmethylpellotine, a naturally occurring
tetrahydroisoquinoline
Tetrahydroisoquinoline (TIQ or THIQ), also known as AMPH-CR, is an organic compound with the chemical formula C9H11N. Classified as a secondary amine, it is derived from isoquinoline by hydrogenation. It is a colorless viscous liquid that is mis ...
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 ...
which can be isolated from certain members of the
cactus
A cactus (: cacti, cactuses, or less commonly, cactus) is a member of the plant family Cactaceae (), a family of the order Caryophyllales comprising about 127 genera with some 1,750 known species. The word ''cactus'' derives, through Latin, ...
family, such as ''
Lophophora
''Lophophora'' () is a genus of spineless, button-like cacti. Its native range covers Texas through Mexico to southwestern Mexico. The species are extremely slow growing, sometimes taking up to thirty years to reach flowering age (at the size o ...
''.
It is structurally related to
mescaline
Mescaline, also known as mescalin or mezcalin, and in chemical terms 3,4,5-trimethoxyphenethylamine, is a natural product, naturally occurring psychedelic drug, psychedelic alkaloid, protoalkaloid of the substituted phenethylamine class, found ...
.
Anhalonidine produced no
hallucinogen
Hallucinogens, also known as psychedelics, entheogens, or historically as psychotomimetics, are a large and diverse class of psychoactive drugs that can produce altered states of consciousness characterized by major alterations in thought, mo ...
ic effects in humans at doses of up to 250mg.
However, it has been reported to have a
calming or
sedative
A sedative or tranquilliser is a substance that induces sedation by reducing irritability or Psychomotor agitation, excitement. They are central nervous system (CNS) Depressant, depressants and interact with brain activity, causing its decelera ...
effect instead, with about one-fourth the
potency
Potency may refer to:
* Potency (pharmacology), a measure of the activity of a drug in a biological system
* Virility
* Cell potency, a measure of the differentiation potential of stem cells
* In homeopathic dilutions, potency is a measure of ho ...
of
pellotine
Pellotine, also known as peyotline or ''N''-methylanhalonidine, is a tetrahydroisoquinoline alkaloid found in '' Lophophora'' species, in particular ''L. diffusa''. It is the second most common alkaloid found in ''Lophophora williamsii'' (peyo ...
and with marked
sedation
Sedation is the reduction of irritability or agitation by administration of sedative drugs, generally to facilitate a medical procedure or diagnostic procedure. Examples of drugs which can be used for sedation include isoflurane, diethyl ether, ...
occurring at doses of 100 to 250mg.
Anhalonidine has been found to act as a
potent inverse agonist
In pharmacology, an inverse agonist is a drug that binds to the same receptor as an agonist but induces a pharmacological response opposite to that of the agonist.
A neutral antagonist has no activity in the absence of an agonist or inverse agon ...
of the
serotonin
Serotonin (), also known as 5-hydroxytryptamine (5-HT), is a monoamine neurotransmitter with a wide range of functions in both the central nervous system (CNS) and also peripheral tissues. It is involved in mood, cognition, reward, learning, ...
5-HT7 receptor.
See also
*
Substituted tetrahydroisoquinoline
A substituted tetrahydroisoquinoline is a tetrahydroisoquinoline with one or more chemical substituents. Many simple tetrahydroisoquinoline alkaloids related to mescaline are known and occur naturally in cactus species such as peyote (''Lophophor ...
*
Anhalamine
*
Anhalidine
*
Anhalinine
Anhalinine, also known as ''O''-methylanhalamine or mescaline-CR, is a tetrahydroisoquinoline alkaloid found in ''Lophophora williamsii'' (peyote) and other cacti. It is structurally related to mescaline and is a cyclized phenethylamine analogue ...
*
Gigantine
*
Pellotine
Pellotine, also known as peyotline or ''N''-methylanhalonidine, is a tetrahydroisoquinoline alkaloid found in '' Lophophora'' species, in particular ''L. diffusa''. It is the second most common alkaloid found in ''Lophophora williamsii'' (peyo ...
References
External links
Anhalonidine - Isomer Design
5-HT7 antagonists
Hypnotics
Lophophora
Norsalsolinol ethers
Sedatives
Tetrahydroisoquinoline alkaloids
{{Alkaloid-stub