CT-5252
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CT-5252 is a
tryptamine Tryptamine is an indolamine metabolite of the essential amino acid tryptophan. The chemical structure is defined by an indole—a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the firs ...
-like less-rigid analogue of
lysergic acid diethylamide Lysergic acid diethylamide, commonly known as LSD (from German ; often referred to as acid or lucy), is a Semisynthesis, semisynthetic, Hallucinogen, hallucinogenic compound derived from ergot, known for its powerful psychological effects and ...
(LSD). It is a 10,11-secoergoline; that is, an
ergoline Ergoline is a core structure in many alkaloids and their synthetic derivatives. Ergoline alkaloids were first characterized in ergot. Some of these are implicated in the condition of ergotism, which can take a convulsive form or a gangrenous for ...
in which the
covalent bond A covalent bond is a chemical bond that involves the sharing of electrons to form electron pairs between atoms. These electron pairs are known as shared pairs or bonding pairs. The stable balance of attractive and repulsive forces between atom ...
between the 10 and 11 positions of the ergoline
ring system A ring system is a disc or torus orbiting an astronomical object that is composed of solid material such as dust, meteoroids, planetoids, moonlets, or stellar objects. Ring systems are best known as planetary rings, common components of sate ...
has been broken to unconstrain the
structure A structure is an arrangement and organization of interrelated elements in a material object or system, or the object or system so organized. Material structures include man-made objects such as buildings and machines and natural objects such as ...
. The drug produces specific LSD-like behavioral changes in
guinea pig The guinea pig or domestic guinea pig (''Cavia porcellus''), also known as the cavy or domestic cavy ( ), is a species of rodent belonging to the genus ''Cavia'', family Caviidae. Animal fancy, Breeders tend to use the name "cavy" for the ani ...
s but with only about 1/48th 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 LSD. It also causes
seizure A seizure is a sudden, brief disruption of brain activity caused by abnormal, excessive, or synchronous neuronal firing. Depending on the regions of the brain involved, seizures can lead to changes in movement, sensation, behavior, awareness, o ...
s at slightly higher doses than those that cause LSD-like effects. CT-5252 was first described in the
scientific literature Scientific literature encompasses a vast body of academic papers that spans various disciplines within the natural and social sciences. It primarily consists of academic papers that present original empirical research and theoretical ...
in 1969. The analogue of CT-5252 with an ''N'',''N''-diethyl-carboxamide
moiety Moiety may refer to: __NOTOC__ Anthropology * Moiety (kinship), either of two groups into which a society is divided ** A division of society in the Iroquois societal structure in North America ** An Australian Aboriginal kinship group ** Native Ha ...
on the
tetrahydropyridine Tetrahydropyridines (or piperideines) are heterocycles with the formula . Three isomers exist, which differ by the location of the double bond. None of the parent species occur widely, so they are mainly of theoretical interest. Although the pa ...
ring (The) Ring(s) may refer to: * Ring (jewellery), a round band, usually made of metal, worn as ornamental jewelry * To make a sound with a bell, and the sound made by a bell Arts, entertainment, and media Film and TV * ''The Ring'' (franchise), a ...
instead of the
carboxylate In organic chemistry, a carboxylate is the conjugate base of a carboxylic acid, (or ). It is an anion, an ion with negative charge. Carboxylate salts are salts that have the general formula , where M is a metal and ''n'' is 1, 2,... ...
group A group is a number of persons or things that are located, gathered, or classed together. Groups of people * Cultural group, a group whose members share the same cultural identity * Ethnic group, a group whose members share the same ethnic iden ...
(i.e., more analogous to LSD) has also been assessed and described.


See also

*
Partial lysergamide Partial or simplified ergolines and lysergamides are analogues of ergolines and lysergamides like LSD in which one or more atoms or bonds, for instance within the ergoline ring system, have been removed. Additional substitutions may also be ad ...
* ''N''-DEAOP-NMT *
RU-27849 RU-27849 is a serotonin receptor modulator. It can be regarded as a conformationally restricted tricyclic derivative of tryptamine or a structurally simplified derivative of LSD. This molecule was developed during structure–activity relationsh ...
*
RU-28306 RU-28306 is a synthetic indole alkaloid derivative which acts as a serotonin receptor agonist, with selectivity for 5-HT1 and 5-HT2 subtypes. It can be regarded as a conformationally restricted tricyclic derivative of DMT or a structurally simp ...
*
NDTDI NDTDI, also known as 8,10-seco-LSD, is a tricyclic tryptamine derivative which is thought to act as a serotonin receptor agonist, though its pharmacology has not been studied in detail. It is a structurally simplified analogue of the psychedeli ...
*
DEIMDHPCA DEIMDHPCA, also known as 3,5-seco-LSD, is an indole chemical derivative, derivative and a "partial" or simplified ergoline which is closely related to the highly potency (pharmacology), potent serotonergic psychedelic lysergic acid diethylamide ( ...


References


External links


CT-5252 - Isomer Design
Acetate esters Bromoarenes N,N-Dialkyltryptamines 5-Halotryptamines Indoles Methyl esters Partial ergolines Psychedelic drugs 10,11-Secoergolines Tetrahydropyridines {{Psychoactive-stub