1ZP2MA
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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 drug α,''N''-dimethyltryptamine (α,''N''-DMT or ''N''-methyl-α-methyltryptamine (''N''-methyl-αMT)) in which the indole ring has been replaced with an indolizine ring. 1ZP2MA has been found to be a potent dopamine releasing agent, with an of 62nM. It is the α-methyl and ''N''-desmethyl analogue of (2-(indolizin-1-yl)ethyl)dimethylamine (TACT908; the indolizine analogue of dimethyltryptamine (DMT)). 1ZP2MA and 2ZEDMA were patented by Tactogen in 2023. See also * 1Z2MAP1O * α-Methylisotryptamine (isoAMT) * BK-NM-AMT * 3-APBT 3-APBT (former developmental code name SKF-6678), also known as 3-(2-aminopropyl)benzo �hiophene, is a monoamine releasing agent and serotonin receptor agonist of the benzothiophene group. It is an analogue o ...
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Monoamine Releasing Agent
A monoamine releasing agent (MRA), or simply monoamine releaser, is a drug that induces the release of one or more monoamine neurotransmitters from the presynaptic neuron into the synapse, leading to an increase in the extracellular concentrations of the neurotransmitters and hence enhanced signaling by those neurotransmitters. The monoamine neurotransmitters include serotonin, norepinephrine, and dopamine; MRAs can induce the release of one or more of these neurotransmitters. MRAs work by reversing the direction of the monoamine transporters (MATs), including the serotonin transporter (SERT), norepinephrine transporter (NET), and/or dopamine transporter (DAT), causing them to promote efflux of non-vesicular cytoplasmic monoamine neurotransmitter rather than reuptake of synaptic monoamine neurotransmitter. Many, but not all MRAs, also reverse the direction of the vesicular monoamine transporter 2 (VMAT2), thereby additionally resulting in efflux of vesicular monoamine neuro ...
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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 ''N'',''N''-dimethyltryptamine (DMT) in which the indole ring has been replaced with an indolizine ring. The drug acts as a serotonin 5-HT1B and 5-HT2A receptor agonist. Its at the serotonin 5-HT2A receptor is 52nM ( ≈ 30% of that of serotonin) and its at the serotonin 5-HT1B receptor is 143nM. TACT908 is said to be a non-hallucinogenic serotonin 5-HT2A receptor agonist. It showed little or no activity at 45other screened targets, including the serotonin 5-HT1A, 5-HT2B, and 5-HT3 receptors as well as the monoamine transporters (MATs). Other serotonin receptors besides the preceding, such as the serotonin 5-HT2C receptor, were not assessed. The drug was a weak monoamine oxidase inhibitor (MAOI), specifically of monoamine oxidase A ...
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Indolizine
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. Examples of some simple fully synthetic substituted indolizines include 2ZEDMA, 1ZP2MA, 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 {{heterocyclic-stub ...
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3-APBT
3-APBT (former developmental code name SKF-6678), also known as 3-(2-aminopropyl)benzo �hiophene, is a monoamine releasing agent and serotonin receptor agonist of the benzothiophene group. It is an analogue of α-methyltryptamine (AMT) in which the indole ring has been replaced with a benzothiophene ring. The drug acts as a potent and well-balanced serotonin–norepinephrine–dopamine releasing agent (SNDRA). It is also a full agonist of the serotonin 5-HT2 receptors, including of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors. 3-APBT produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents. It does not stimulate locomotor activity in rodents, suggesting that it does not possess stimulant-type effects. The drug has been reported be a weak monoamine oxidase inhibitor (MAOI), specifically of monoamine oxidase A (MAO-A) ( = 16,200nM). 3-APBT was developed by Smith, Kline & French (SKF) as a potential pharmaceutical drug in the late 1950s. ...
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Tactogen
Tactogen is a public benefit corporation and start-up pharmaceutical company based in Palo Alto, California that is developing novel MDMA-like entactogens and psychedelics as medicines. Its stated goal is to develop new MDMA-like drugs with improved effectiveness, tolerability, and safety, as well as gentleness and accessibility, for treatment of psychiatric disorders and other conditions. Tactogen was co-founded by neuroscientist Matthew J. Baggott and Luke Pustejovsky in 2020. Baggott is the chief executive officer (CEO) while Pustejovsky is the chief operating officer (COO). Drug candidates Tactogen has patented various novel entactogen-like compounds from different chemical families. These include benzofurans like 5-MAPB, 5-MBPB, and BK-5-MAPB, benzothiophenes like 5-MAPBT, α-alkyltryptamines like BK-NM-AMT and BK-5F-NM-AMT, indolizines like 2ZEDMA, 1ZP2MA, and Z2MAP1O, 2-aminoindanes like "BFAI", and non-racemic mixtures of enantiomers. It also has several dru ...
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BK-NM-AMT
BK-NM-AMT, or βk-NM-αMT, also known as β-keto-''N''-methyl-αMT or α,''N''-dimethyl-β-ketotryptamine, as well as 3-indoylmethcathinone, is a serotonin–dopamine releasing agent (SDRA) and putative entactogen of the tryptamine, α-alkyltryptamine, and β-ketotryptamine families. Along with certain other tryptamines, such as α-ethyltryptamine (αET), 5-chloro-αMT and 5-fluoro-αET, it is one of the few SDRAs known. The drug is the ''N''-methyl and β- keto analogue of α-methyltryptamine (αMT). It is a cathinone-like tryptamine and can be thought of as the tryptamine or indole analogue of the phenethylamine methcathinone. The values of BK-NM-AMT for monoamine release are 41.3nM for serotonin and 92.8nM for dopamine in rat brain synaptosomes, whereas it only induced 55% release of norepinephrine at a concentration of 10μM. Several 5-halogenated derivatives of BK-NM-AMT have also been described. These include BK-5F-NM-AMT, BK-5Cl-NM-AMT, and BK-5Br-NM-AMT. Like BK ...
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α-Methylisotryptamine
α-Methylisotryptamine (isoAMT or α-Me-isoT) is a synthetic compound belonging to the tryptamine class, known for its psychoactive properties. As a structural analog of α-methyltryptamine (αMT), isoAMT exhibits entactogenic and psychedelic effects. Pharmacology α-Methylisotryptamine is a monoamine releasing agent and serotonin receptor agonist of the isotryptamine group. It is the isotryptamine homologue (chemistry), homologue of α-methyltryptamine (αMT), which is a more well-known serotonergic psychedelic, entactogen, and stimulant of the substituted tryptamine, tryptamine family with similar pharmacology, pharmacological biological activity, actions. Like αMT, α-methylisotryptamine is a monoamine releasing agent. As the (–)-enantiomer, it specifically acts as a preferential serotonin–norepinephrine releasing agent, serotonin and norepinephrine releasing agent (SNRA), with values of 177nM for serotonin release, 81nM for norepinephrine release, and 1,062nM for do ...
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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''-methyl-α-methyltryptamine) in which the indole ring (chemistry), ring has been replaced with an indolizine ring. 1Z2MAP1O has been found to be a serotonin releasing agent, serotonin and dopamine releasing agent as well as a weak serotonin 5-HT1B receptor, 5-HT1B receptor agonist and serotonin 5-HT2B receptor, 5-HT2B receptor receptor antagonist, antagonist. Conversely, its activity as a norepinephrine releasing agent was not reported, and it was inactive at the remaining sites of the 47screened biological target, targets. The drug's values for induction of monoamine release were 109nM for serotonin and 227nM for dopamine in Chinese hamster ovary cell, Chinese hamster ovary (CHO) cell (biology), cells expressing the human monoamine transp ...
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Desmethyl
In chemical nomenclature, nor- is a prefix to name a structural analog that can be Derivative (chemistry), derived from a parent compound by the removal of one carbon atom along with the accompanying hydrogen atoms. The nor-compound can be derived by removal of a , , or CH group, or of a C atom. The "nor-" prefix also includes the elimination of a methylene bridge in a Cyclic compound, cyclic parent compound, followed by ring contraction. (The prefix "homo-" which indicates the next higher member in a homologous series, is usually limited to noncyclic carbons). ''"Since that time the meaning of the prefix has been generalized to denote the replacement of one or more methyl groups by H, or the disappearance of CH2 from a carbon chain"''. At present, the meaning is restricted to denote the removal of only one group from the parent structure, rather than the completely demethylated form of the parent compound. In literature, "nor" is sometimes called the "next lower homologue", al ...
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Secondary Amines
In chemistry, amines (, ) are organic compounds that contain carbon-nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of electrons. Amines can also exist as hetero cyclic compounds. Aniline is the simplest aromatic amine, consisting of a benzene ring bonded to an amino group. Amines are classified into three types: primary (1°), secondary (2°), and tertiary (3°) amines. Primary amines (1°) contain one alkyl or aryl substituent and have the general formula RNH2. Secondary amines (2°) have two alkyl or aryl groups attached to the nitrogen atom, with the general formula R2NH. Tertiary amines (3°) contain three substituent groups bonded to the nitrogen atom, and are represented by the formula R3N. The functional group present in primary amines is called the amino group. Classification of amines Amines can be classified according to the nature and number o ...
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Patent
A patent is a type of intellectual property that gives its owner the legal right to exclude others from making, using, or selling an invention for a limited period of time in exchange for publishing an sufficiency of disclosure, enabling disclosure of the invention."A patent is not the grant of a right to make or use or sell. It does not, directly or indirectly, imply any such right. It grants only the right to exclude others. The supposition that a right to make is created by the patent grant is obviously inconsistent with the established distinctions between generic and specific patents, and with the well-known fact that a very considerable portion of the patents granted are in a field covered by a former relatively generic or basic patent, are tributary to such earlier patent, and cannot be practiced unless by license thereunder." – ''Herman v. Youngstown Car Mfg. Co.'', 191 F. 579, 584–85, 112 CCA 185 (6th Cir. 1911) In most countries, patent rights fall under private la ...
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