Desethylibogamine
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Desethylibogamine
Desethylibogamine, or 4-desethylibogamine, also known as noribogamine, is a chemical compound and parent structure of the iboga-type alkaloids such as ibogaine and ibogamine. It is the 4-desethyl analogue of ibogamine and features the ibogaine ring system with no other substitutions. The total synthesis of desethylibogamine was described in the mid-1960s. See also * Iboga-type alkaloid * Noribogaminalog * Azepinoindole Azepinoindole is a tricyclic chemical compound related to tryptamine and having various alkaloid derivatives. The analogue of azepinoindole with the azepine ring fully hydrogenated, 1,2,3,4,5,6-hexahydroazepino 4,5-b/nowiki>indole">/nowiki>4,5- ... (ibogalog) References External links Desethylibogamine - Isomer Design Azepinoindoles Heterocyclic compounds with 5 rings {{Organic-compound-stub ...
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Noribogaminalog
Noribogaminalog, or ''N''-desmethylibogaminalog, also known as 1,2,3,4,5,6-hexahydroazepino ,5-bndole, is a chemical compound and parent structure of the ibogalog group of compounds. The ibogalogs that have been described include ibogaminalog, ibogainalog, noribogainalog, tabernanthalog, fluorogainalog, LS-22925, PNU-22394, and PHA-57378, among others. The ibogalogs, specifically ibogainalog and analogues, were first described in the scientific literature by 1968. See also * Azepinoindole * Iboga-type alkaloid * Desethylibogamine Desethylibogamine, or 4-desethylibogamine, also known as noribogamine, is a chemical compound and parent structure of the iboga-type alkaloids such as ibogaine and ibogamine. It is the 4-desethyl analogue of ibogamine and features the ibogaine r ... References External links Noribogaminalog - Isomer DesignIbogalogs, Drug Discovery, and the New Psychedelic Era - NeuWrite West Ibogalogs {{Organic-compound-stub ...
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Azepinoindole
Azepinoindole is a tricyclic chemical compound related to tryptamine and having various alkaloid derivatives. The analogue of azepinoindole with the azepine ring fully hydrogenated, 1,2,3,4,5,6-hexahydroazepino 4,5-b/nowiki>indole">/nowiki>4,5-b/nowiki>indole, is a parent compound of the iboga-type alkaloids such as ibogaine, ibogamine, and tabernanthine as well as their simplified ibogalog analogues ibogainalog, ibogaminalog, and tabernanthalog. See also * Desethylibogamine * Substituted β-carboline * PHA-57378 * PNU-22394 * PNU-181731 * Tryptoline Tryptoline, also known as tetrahydro-β-carboline and tetrahydronorharmane, is a natural organic derivative of β-carboline. It is an alkaloid chemically related to tryptamines. Derivatives of tryptoline have a variety of pharmacological propert ... References {{Chemical classes of psychoactive drugs Tricyclic compounds * ...
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Azepinoindoles
Azepinoindole is a tricyclic chemical compound related to tryptamine and having various alkaloid derivatives. The analogue of azepinoindole with the azepine ring fully hydrogenated, 1,2,3,4,5,6-hexahydroazepino 4,5-b/nowiki>indole">/nowiki>4,5-b/nowiki>indole, is a parent compound of the iboga-type alkaloids such as ibogaine, ibogamine, and tabernanthine as well as their simplified ibogalog analogues ibogainalog, ibogaminalog, and tabernanthalog. See also * Desethylibogamine * Substituted β-carboline * PHA-57378 * PNU-22394 * PNU-181731 * Tryptoline Tryptoline, also known as tetrahydro-β-carboline and tetrahydronorharmane, is a natural organic derivative of β-carboline. It is an alkaloid chemically related to tryptamines. Derivatives of tryptoline have a variety of pharmacological propert ... References {{Chemical classes of psychoactive drugs Tricyclic compounds * ...
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Chemical Compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element is therefore not a compound. A compound can be transformed into a different substance by a chemical reaction, which may involve interactions with other substances. In this process, bonds between atoms may be broken or new bonds formed or both. There are four major types of compounds, distinguished by how the constituent atoms are bonded together. Molecular compounds are held together by covalent bonds; ionic compounds are held together by ionic bonds; intermetallic compounds are held together by metallic bonds; coordination complexes are held together by coordinate covalent bonds. Non-stoichiometric compounds form a disputed marginal case. A chemical formula specifies the number of atoms of each element in a compound molecule, usin ...
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Parent Structure
In chemistry, a parent structure is the structure of an unadorned ion or molecule from which derivatives can be visualized. Parent structures underpin systematic nomenclature and facilitate classification. Fundamental parent structures have one or no functional groups and often have various types of symmetry. Benzene () is a chemical itself consisting of a hexagonal ring of carbon atoms with a hydrogen atom attached to each, and is the parent of many derivatives that have substituent atoms or groups replacing one or more of the hydrogens. Some parents are rare or nonexistent themselves, as in the case of porphine, though many simple and complex derivatives are known. File:Benzene circle.png, Benzene is the parent. File:Toluene-vec.svg, Toluene is a derivative of benzene. File:Porphyrin.svg, Porphine is the parent of porphyrins. File:PPIXtransH.png, Protoporphyrin IX is a natural derivative of the parent porphine. File:H2octaethylporphyrin.png, Octaethylporphyrin is a ...
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Iboga-type Alkaloid
Iboga-type alkaloids are a set of monoterpene indole alkaloids comprising naturally occurring compounds found in ''Tabernanthe'' and ''Tabernaemontana'', as well as synthetic structural analogs. Naturally occurring iboga-type alkaloids include ibogamine, ibogaine, tabernanthine, and other substituted ibogamines . Many iboga-type alkaloids display Biological activity, biological activities such as Cardiotoxicity, cardiac toxicity and Psychoactive drug, psychoactive effects, and some have been studied as potential treatments for drug addiction. Naturally-occurring (16R,20S)-Ibogaine Structural Formula V2.svg, Ibogaine (16R,20S)-Ibogamine Structural Formula V2.svg, Ibogamine (16R,20S)-Tabernanthine Structural Formula V2.svg, Tabernanthine (16S,20S)-Coronaridine Structural Formula V2.svg, Coronaridine Substituted ibogamines Catharanthine is an Saturated and unsaturated compounds, unsaturated analog of coronaridine. Oxidation products Similarly to other ring-constrained Su ...
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Ibogaine
Ibogaine is a psychoactive indole alkaloid derived from plants such as '' Tabernanthe iboga'', characterized by hallucinogenic and oneirogenic effects. Traditionally used by Central African foragers, it has undergone controversial research for the treatment of substance use disorders. Ibogaine exhibits complex pharmacology by interacting with multiple neurotransmitter systems, notably affecting opioid, serotonin, sigma, and NMDA receptors, while its metabolite noribogaine primarily acts as a serotonin reuptake inhibitor and κ-opioid receptor agonist. The psychoactivity of the root bark of the iboga tree, ''T. iboga'', one of the plants from which ibogaine is extracted, was first discovered by forager tribes in Central Africa, who passed the knowledge to the Bwiti tribe of Gabon. It was first documented in the 19th century for its spiritual use, later isolated and synthesized for its psychoactive properties, briefly marketed in Europe as a stimulant, and ultimately rese ...
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Ibogamine
Ibogamine is an anti-convulsant, anti-addictive, CNS stimulant alkaloid found in '' Tabernanthe iboga'' and Crepe Jasmine ('' Tabernaemontana divaricata''). Basic research related to how addiction affects the brain has used this chemical. Ibogamine persistently reduced the self-administration of cocaine and morphine in rats. The same study found that ibogamine (40 mg/kg) and coronaridine (40 mg/kg) did not produce "any tremor effects in rats that differ significantly from saline control". While the related alkaloids ibogaine (20–40 mg/kg), harmaline (10–40 mg/kg) and desethylcoronaridine (10–40 mg/kg) were "obviously tremorgenic". Chemistry Synthesis Ibogamine can be prepared from one-step demethoxycarbonylation process through coronaridine. Pharmacology Like ibogaine, it has seems to have similar pharmacology. It has effects on KOR, NMDAR, nAChR and serotonin sites. It also inhibits acetylcholinesterase and butyrylcholinesterase. S ...
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Structural Analog
A structural analog, also known as a chemical analog or simply an analog, is a chemical compound, compound having a chemical structure, structure similar to that of another compound, but differing from it in respect to a certain component. It can differ in one or more atoms, functional groups, or substructures, which are replaced with other atoms, groups, or substructures. A structural analog can be imagined to be formed, at least theoretically, from the other compound. Structural analogs are often isoelectronicity, isoelectronic. Despite a high chemical similarity, structural analogs are not necessarily functional analog (chemistry), functional analogs and can have very different physical, chemical, biochemical, or pharmacological properties. In drug discovery, either a large series of structural analogs of an initial lead compound are created and tested as part of a structure–activity relationship study or a database is virtual screening, screened for structural analogs of a ...
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Ring System (chemistry)
In chemistry, a ring is an ambiguous term referring either to a simple cycle of atoms and bonds in a molecule or to a connected set of atoms and bonds in which every atom and bond is a member of a cycle (also called a ring system). A ring system that is a simple cycle is called a monocycle or simple ring, and one that is not a simple cycle is called a polycycle or polycyclic ring system. A simple ring contains the same number of sigma bonds as atoms, and a polycyclic ring system contains more sigma bonds than atoms. A molecule containing one or more rings is called a cyclic compound, and a molecule containing two or more rings (either in the same or different ring systems) is termed a polycyclic compound. A molecule containing no rings is called an acyclic or open-chain compound. Homocyclic and heterocyclic rings A homocycle or homocyclic ring is a ring in which all atoms are of the same chemical element. A heterocycle or heterocyclic ring is a ring containing atoms of at least ...
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Chemical Substituent
In organic chemistry, a substituent is one or a group of atoms that replaces (one or more) atoms, thereby becoming a moiety in the resultant (new) molecule. The suffix ''-yl'' is used when naming organic compounds that contain a single bond replacing one hydrogen; ''-ylidene'' and ''-ylidyne'' are used with double bonds and triple bonds, respectively. In addition, when naming hydrocarbons that contain a substituent, positional numbers are used to indicate which carbon atom the substituent attaches to when such information is needed to distinguish between isomers. Substituents can be a combination of the inductive effect and the mesomeric effect. Such effects are also described as electron-rich and electron withdrawing. Additional steric effects result from the volume occupied by a substituent. The phrases ''most-substituted'' and ''least-substituted'' are frequently used to describe or compare molecules that are products of a chemical reaction. In this terminology, methane is ...
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Total Synthesis
Total synthesis, a specialized area within organic chemistry, focuses on constructing complex organic compounds, especially those found in nature, using laboratory methods. It often involves synthesizing natural products from basic, commercially available starting materials. Total synthesis targets can also be organometallic or inorganic. While total synthesis aims for complete construction from simple starting materials, modifying or partially synthesizing these compounds is known as semisynthesis. Natural product synthesis serves as a critical tool across various scientific fields. In organic chemistry, it tests new synthetic methods, validating and advancing innovative approaches. In medicinal chemistry, natural product synthesis is essential for creating bioactive compounds, driving progress in drug discovery and therapeutic development. Similarly, in chemical biology, it provides research tools for studying biological systems and processes. Additionally, synthesis aids natur ...
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