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Hexahydrocannabinol
Hexahydrocannabinol (HHC) is a phytocannabinoid that has been reported as a trace component of ''Cannabis sativa''. It can also be synthesized by hydrogenation of tetrahydrocannabinol (THC). The synthesis and bioactivity of HHC was first reported in 1940 by Roger Adams. HHC is a psychoactive substance with effects reportedly similar to those of THC. HHC vaporizers have been openly sold at head shops and convenience stores since at least the early 2020s in North America and Europe. Pharmacology HHC has 2 diastereomers that only differ by the orientation of the 9-methyl group, unlike D9-THC and D8-THC which have the double bond position next to the 9-methyl group that prevents this. The 9-methyl group orientation is believed to be important for cannabinoid binding affinity. Research has found 9R-HHC to have a binding affinity of 15nM ± 0.8nM at CB1 and 13nM ± 0.4nM at CB2, while 9S-HHC has a binding affinity of 176nM ± 3.3nM at CB1 and 105nM ± 26nM at CB2. The same study ...
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HHC-acetate
HHC-acetate (Hexahydrocannabinol-O-acetate, HHC-O) is a semi-synthetic cannabinoid derivative which has been marketed since around 2022. Synthesis and chemistry It is believed to be made in a three step process from cannabidiol extracted from industrial hemp by synthesis of Delta-8-THC from CBD, then hydrogenation of Delta-8-THC to Hexahydrocannabinol, then finally acetylation of HHC. Legality The legal status of hexahydrocannabinol and derivatives such as HHC-O varies between countries leading to widespread sale in some jurisdictions in Europe and the US, but in France HHC and HHC-O were banned in 2023, and HHC is already banned in several other countries. This molecule has also been banned in the Czech Republic. See also * Abeo-HHC acetate * Cannabidiol diacetate * THC-O-acetate * THCP-O-acetate * Hexahydrocannabiphorol Hexahydrocannabiphorol (HHCP, sometimes mistakenly referred to as ''hexahydroxycannabiphorol'') is a semi-synthetic cannabinoid derivative which ...
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Hexahydrocannabiphorol
Hexahydrocannabiphorol (HHCP, sometimes mistakenly referred to as ''hexahydroxycannabiphorol'') is a semi-synthetic cannabinoid derivative which has been marketed since around 2021. It is believed to be made from the hydrogenation of tetrahydrocannabiphorol (THCP). THCP is only reported as a trace component of cannabis in 2019. HHCP was studied by Roger Adams as early as 1942. Pharmacology HHC-P is a partial agonist of the CB1 receptors with an EC50 of 44.4nM for 9R-HHCP and 134nM for 9S-HHCP. Compared to Hexahydrocannabinol (HHC) with an EC50 of 101nM for 9R-HHC and 1,190nM for 9S-HHC In 2021, HHC-P was positively identified in multiple gray market cannabis products in the United States. Legality The legal status of hexahydrocannabinol and derivatives varies between countries, leading to widespread sale in some parts of Europe and the US. In France, HHCP was banned in 2023. In Japan, Japanese Health Ministry announced that six synthetic cannabinoids with structures similar ...
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Roger Adams
Roger Adams (January 2, 1889 – July 6, 1971) was an American organic chemist who developed the eponymous Adams' catalyst, and helped determine the composition of natural substances such as complex vegetable oils and plant alkaloids. He isolated and identified CBD in 1940. As head of the Chemistry department at the University of Illinois from 1926 to 1954, he influenced graduate education in America, taught over 250 Ph.D. students and postgraduate students, and served in military science during World War I and World War II. Early life Adams was born in Boston, Massachusetts to railroad official Austin W. Adams and Lydia Curtis, and grew up in a prosperous neighborhood in South Boston, the last child in a gifted family that included Adams's three older sisters (two went to Radcliffe College and one to Smith College). Adams was part of the prominent Adams family, and was descended from John Adams's grandfather. Adams attending Boston Latin School and Cambridge Latin High S ...
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9-Nor-9β-hydroxyhexahydrocannabinol
9-Nor-9β-hydroxyhexahydrocannabinol (9-nor-9beta-HHC; sometimes incorrectly confused with 11-nor-9β-hydroxyhexahydrocannabinol) is a cannabinoid first discovered from early modifications to the structure of THC, in a search for the simplest compound that could still fulfill the binding requirements to produce cannabis-like activity. 11-Hydroxyhexahydrocannabinol is the structurally related methylene homologue of 11-nor-9β-hydroxyhexahydrocannabinol that has been found as a minor active metabolite of tetrahydrocannabinol, and also a metabolite of the trace cannabinoid hexahydrocannabinol. See also * AM-2389 * 9-Hydroxyhexahydrocannabinol * Hexahydrocannabinol * 11-Hydroxyhexahydrocannabinol * HU-243 * Nabilone Nabilone, sold under the brand name Cesamet among others, is a synthetic cannabinoid with therapeutic use as an antiemetic and as an adjunct analgesic for neuropathic pain. It mimics tetrahydrocannabinol (THC), the primary psychoactive compound ... Referen ...
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9-Hydroxyhexahydrocannabinol
9-Hydroxyhexahydrocannabinol (9-OH-HHC) is a semi-synthetic derivative of tetrahydrocannabinol. It is formed as an impurity in the synthesis of Delta-8-THC, and retains activity in animal studies though with only around 1/10 the potency of Δ9-THC, with the 9α- and 9β- enantiomers having around the same potency. See also * 8-Hydroxyhexahydrocannabinol * 9-Nor-9β-hydroxyhexahydrocannabinol * 11-Hydroxyhexahydrocannabinol * 11-Hydroxy-THC * 11-Hydroxy-Delta-8-THC * Cannabicitran * Cannabitriol * Delta-10-THC * Hexahydrocannabinol Hexahydrocannabinol (HHC) is a phytocannabinoid that has been reported as a trace component of ''Cannabis sativa''. It can also be synthesized by hydrogenation of tetrahydrocannabinol (THC). The synthesis and bioactivity of HHC was first reporte ... References Cannabinoids Benzochromenes Hydroxyarenes {{cannabinoid-stub ...
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Phytocannabinoid
Cannabinoids () are several structural classes of compounds found primarily in the ''Cannabis'' plant or as synthetic compounds. The most notable cannabinoid is the phytocannabinoid tetrahydrocannabinol (THC) (delta-9-THC), the primary psychoactive compound in cannabis. Cannabidiol (CBD) is also a major constituent of temperate cannabis plants and a minor constituent in tropical varieties. At least 100 distinct phytocannabinoids have been isolated from cannabis, although only four (i.e., THCA, CBDA, CBCA and their common precursor CBGA) have been demonstrated to have a biogenetic origin. It was reported in 2020 that phytocannabinoids can be found in other plants such as rhododendron, licorice and liverwort, and earlier in Echinacea. Phytocannabinoids are multi-ring phenolic compounds structurally related to THC, but endocannabinoids are fatty acid derivatives. Nonclassical synthetic cannabinoids (cannabimimetics) include aminoalkylindoles, 1,5-diarylpyrazoles, quinolines, an ...
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Tetrahydrocannabinol
Tetrahydrocannabinol (THC) is a cannabinoid found in cannabis. It is the principal psychoactive constituent of ''Cannabis'' and one of at least 113 total cannabinoids identified on the plant. Although the chemical formula for THC (C21H30O2) describes multiple isomers, the term ''THC'' usually refers to the delta-9-THC isomer with chemical name (−)-''trans''-Δ9-tetrahydrocannabinol. It is a colorless oil. Medical uses THC, referred to as dronabinol in the pharmaceutical context, is approved in the United States as a capsule or solution to relieve chemotherapy-induced nausea and vomiting and HIV/AIDS-induced anorexia. THC is an active ingredient in nabiximols, a specific extract of ''Cannabis'' that was approved as a botanical drug in the United Kingdom in 2010 as a mouth spray for people with multiple sclerosis to alleviate neuropathic pain, spasticity, overactive bladder, and other symptoms. Nabiximols (as Sativex) is available as a prescription drug in Canada. In 20 ...
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Tetrahydrocannabiphorol
Tetrahydrocannabiphorol (THCP) is a potent phytocannabinoid, a Cannabinoid receptor type 1, CB1 and Cannabinoid receptor type 2, CB2 agonist, receptor agonist which was known as a synthetic homologue of tetrahydrocannabinol (THC), but for the first time in 2019 was isolated as a natural product in trace amounts from ''Cannabis sativa''. THCP is structurally similar to Δ9-THC, the main active component of cannabis, but with the pentyl side chain extended to heptyl. Since it has a longer side chain, its cannabinoid effects are "far higher than Δ9-THC itself." Tetrahydrocannabiphorol has a reported binding affinity of 1.2 nM at CB1, approximately 33 times that of Δ9-THC (40 nM at CB1), however this does not mean it's 33x stronger per milligram. THCP was studied by Roger Adams as early as 1942. Isomers Delta-3-THCP ] The Δ3/Δ6a(10a) isomer Δ3-THCP was synthesised in 1941, and was found to have around the same potency as Delta-3-Tetrahydrocannabinol, Δ3-THC, unl ...
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Luxembourg
Luxembourg, officially the Grand Duchy of Luxembourg, is a landlocked country in Western Europe. It is bordered by Belgium to the west and north, Germany to the east, and France on the south. Its capital and most populous city, Luxembourg City, is one of the four institutional seats of the European Union and hosts several EU institutions, notably the Court of Justice of the European Union, the highest judicial authority in the EU. As part of the Low Countries, Luxembourg has close historic, political, and cultural ties to Belgium and the Netherlands. Luxembourg's culture, people, and languages are greatly influenced by France and Germany: Luxembourgish, a Germanic language, is the only recognized national language of the Luxembourgish people and of the Grand Duchy of Luxembourg; French is the sole language for legislation; and both languages along with German are used for administrative matters. With an area of , Luxembourg is Europe's seventh-smallest count ...
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German Bundesrat
The German Bundesrat (, ) is a legislative body that represents the sixteen '' Länder'' (federated states) of Germany at the federal level (German: ''Bundesebene''). The Bundesrat meets at the former Prussian House of Lords in Berlin. Its second seat is located in the former West German capital of Bonn. The Bundesrat legislates alongside the Bundestag. The Bundesrat consists of members appointed by state governments and the Bundestag consists of representatives directly elected by the German people. Certain laws and all constitutional changes need the consent of both houses. For its somewhat similar function, the Bundesrat is sometimes (controversially) described as an upper house of parliament along the lines of the United States Senate, the Canadian Senate, Australian Senate, and the British House of Lords. The name "Bundesrat" was used by similar bodies in the North German Confederation (1867) and the German Empire (1871). The predecessor of the Bundesrat in the Weimar ...
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Bundesgesetzblatt (Germany)
The German ' (, ''BGBl.)'' (''Federal Law Gazette'') is a public gazette of the Federal Republic of Germany. It is issued by the Federal Ministry of Justice and published by Bundesanzeiger Verlagsgesellschaft mbH. It is the main law gazette by the legislative body next to gazettes of the federal ministries such as the ' (BStBl.) or the ' (GMBl.) In December 2018, the Open Knowledge Foundation Germany (OKF) made its own portal with the content of the Federal Law Gazette freely available online, accepting a copyright conflict with Bundesanzeiger Verlag. A few days later, the then Federal Minister of Justice, Katarina Barley, told the Frankfurter Allgemeine Zeitung that the promulgation of federal laws and ordinances would only take place electronically from 2022. A citizens' portal would be set up for this purpose. However, the Basic Law must first be amended and the contract with DuMont terminated. After the Bundestag and Bundesrat gave their approval in December 2022, the ...
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