Benzoxepin
Benzoxepin (BOX) is an oxygen-containing bicyclic molecule consisting of an oxepin ring and a benzene ring. There are three isomers, varying in where the oxygen is positioned in the oxepin heterocycle relative where the benzene is fused to it. Natural occurrence 1-Benzoxepin, with the oxygen closest to the benzene, is found in the skeleton of several fungal metabolites. 2-Benzoxepin skeletons are likewise found in fungal metabolites. 3-Benzoxepin, with the oxygen furthest from the benzene, is the core of natural products such as perilloxin from ''Perilla frutescens'' (variant Acuta) and tenual and tenucarb from '' Asphodeline tenuior''. : Derivatives Certain substituted benzoxepins, like TFMBOX, are serotonergic psychedelic Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic halluc ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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TFMBOX
TFMBOX is a putative serotonergic psychedelic of the phenethylamine and benzoxepin ("BOX") families. It is the cyclized phenethylamine analogue of DOTFM and 2C-TFM in which the α carbon has been connected to the 2-methoxy group via an ethyl chain to form a benzoxepin ring system. The drug was assessed at and showed affinity for the serotonin 5-HT2A and 5-HT1A receptors, with Ki values of 340nM and 1,300nM, respectively. Its affinity for the serotonin 5-HT2A receptor was about 15-fold lower than that of DOB and DOI, whereas its affinity for the serotonin 5-HT1A receptor was the same as that of DOI and was about half that of DOB. TFMBOX also very weakly inhibited the reuptake of serotonin ( = 9,900nM), but did not affect dopamine or norepinephrine reuptake ( = >50,000–100,000nM). The drug fully substituted for LSD in rodent drug discrimination tests, albeit with about one-third of the potency of DOB and 2C-B. TFMBOX was first described in the scientific literature by N ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Tenual
Tenual is a natural product derived from '' Asphodeline tenuior''. It is a 3-benzoxepin derivative with methoxy, methyl, hydroxymethyl The hydroxymethyl group is a substituent with the structural formula . It consists of a methylene bridge ( unit) bonded to a hydroxyl group (). This makes the hydroxymethyl group an alcohol. It has the identical chemical formula with the methoxy g ..., and carbaldehyde side chains. References {{Reflist Benzoxepines Hydroxymethyl compounds Methoxy compounds Aromatic aldehydes ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Benzazepine
Benzazepines are heterocyclic chemical compounds consisting of a benzene ring fused to an azepine ring. Examples include: File:Benazepril structure.svg, Benazepril File:Fenoldopam.svg, Fenoldopam File:GSK-189,254.svg, GSK-189,254 File:Ivabradine 2.svg, Ivabradine File:Semagacestat structure.svg, Semagacestat File:Varenicline.svg, Varenicline File:Trepipam.svg, Trepipam File:SKF38393.svg, SKF-38,393 See also * Benzodiazepine * Dibenzazepine Dibenzazepine (iminostilbene) is a chemical compound with two benzene functional group, rings fused to an azepine ring (chemistry), ring. Many pharmaceuticals, such as carbamazepine, oxcarbazepine, and depramine, are based on a dibenzazepine struc ... References {{Heterocyclic-stub ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Asphodeline Tenuior
''Asphodeline tenuior'', the thin asphodeline, is a species of plant in the family Asphodelaceae, subfamily Asphodeloideae.Stevens, P.F. (2001 onwards)"Asphodeloideae" ''Angiosperm Phylogeny Website''. Retrieved 2016-06-10. It is native to the Caucasus (southern Russia, Georgia, Armenia, Azerbaijan), as well as from eastern Turkey and northwestern Iran. Within Russia, it is known from eastern Krasnodar Krai, Karachay-Cherkessia, Stavropol Krai and western Kabardino-Balkaria. It can be found on stony slopes and scree on limestone and sandstone, from elevations of 500–1,000 m. It is threatened by habitat loss and degradation, due to lime pits, slope terracing and cattle pasturing. ;Subspecies and varieties # ''Asphodeline tenuior'' var. ''puberulenta'' Tuzlaci - eastern Turkey # ''Asphodeline tenuior'' subsp. ''tenuiflora'' (K.Koch) Tuzlaci - Turkey, Iran, south Caucasus # ''Asphodeline tenuior'' subsp. ''tenuior'' - north and south Caucasus Tenual and tenucarb are two na ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Perilla
''Perilla'' is a genus consisting of one major Asiatic crop species '' Perilla frutescens'' and a few wild species in nature belonging to the mint family, Lamiaceae. The genus encompasses several distinct varieties of Asian herb, seed, and vegetable crop, including '' P. frutescens'' (deulkkae) and ''P. frutescens'' var. ''crispa'' (shiso). The genus name ''Perilla'' is also a frequently employed common name ("perilla"), applicable to all varieties. Perilla varieties are cross-fertile and intra-specific hybridization occurs naturally. Some varieties are considered invasive. Taxa and synonyms The classification of ''Perilla'' is confused, partly because botanists struggled with distinguishing the two distinct cultigens as different species or variations. Until a few decades ago, ''P. frutescens'' var. ''crispa'' was regarded as a species in its own right, distinct from ''P. frutescens'', although it was well established that these types readily cross-pollinate. An early e ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Natural Product
A natural product is a natural compound or substance produced by a living organism—that is, found in nature. In the broadest sense, natural products include any substance produced by life. Natural products can also be prepared by chemical synthesis (both semisynthesis and total synthesis and have played a central role in the development of the field of organic chemistry by providing challenging synthetic targets). The term ''natural product'' has also been extended for commercial purposes to refer to cosmetics, dietary supplements, and foods produced from natural sources without added artificial ingredients. Within the field of organic chemistry, the definition of natural products is usually restricted to organic compounds isolated from natural sources that are produced by the pathways of primary or secondary metabolism. Within the field of medicinal chemistry, the definition is often further restricted to secondary metabolites. Secondary metabolites (or specialized meta ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Bicyclic Molecule
A bicyclic molecule () is a molecule that features two joined rings. Bicyclic structures occur widely, for example in many biologically important molecules like α-thujene and camphor. A bicyclic compound can be carbocyclic (all of the ring atoms are carbons), or heterocyclic (the rings' atoms consist of at least two elements), like DABCO. Moreover, the two rings can both be aliphatic (''e.g.'' decalin and norbornane), or can be aromatic (''e.g.'' naphthalene), or a combination of aliphatic and aromatic (''e.g.'' tetralin). Three modes of ring junction are possible for a bicyclic compound: * In spiro compounds, the two rings share only one single atom, the spiro atom, which is usually a quaternary carbon. An example of a spirocyclic compound is the photochromic switch spiropyran. * In fused/condensed bicyclic compounds, two rings share two adjacent atoms. In other words, the rings share one covalent bond, ''i.e.'' the bridgehead atoms are directly connected (''e.g ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |