List of AM cannabinoids
Encyclopedia
Alexandros Makriyannis is a professor in the Department of Medicinal Chemistry at the University of Connecticut
, where his research group has synthesized many new compounds with cannabinoid activity. Some of those are:
University of Connecticut
The admission rate to the University of Connecticut is about 50% and has been steadily decreasing, with about 28,000 prospective students applying for admission to the freshman class in recent years. Approximately 40,000 prospective students tour the main campus in Storrs annually...
, where his research group has synthesized many new compounds with cannabinoid activity. Some of those are:
- AM-087AM-087AM-087 is an analgesic drug which is a cannabinoid agonist. It is a derivative of Δ8THC substituted on the 3-position side chain. AM-087 is a potent CB1 agonist with a Ki of 0.43nM, making it around 100x more potent than THC itself. This is most likely due to the bulky bromine substituent on the...
— an analgesicAnalgesicAn analgesic is any member of the group of drugs used to relieve pain . The word analgesic derives from Greek an- and algos ....
CB1 agonist derived from Δ8THCTHCTHC commonly refers to tetrahydrocannabinol, the main active chemical compound in Cannabis.THC may also refer to:* Tan Holdings Corporation...
substituted with a side chain on the 3-position, it has a KiDissociation constantIn chemistry, biochemistry, and pharmacology, a dissociation constant is a specific type of equilibrium constant that measures the propensity of a larger object to separate reversibly into smaller components, as when a complex falls apart into its component molecules, or when a salt splits up into...
of 0.43nM making it roughly 100x as potent as THC. - AM-251AM251AM-251 is an inverse agonist at the CB1 cannabinoid receptor. AM-251 is structurally very close to SR141716A , which both are biarylpyrazole cannabinoid receptor antagonists. In AM-251 the p-chloro group attached to the phenyl substituent at C-5 of the pyrazole ring is replaced with a p-iodo group...
— an inverse agonistInverse agonistIn the field of pharmacology, an inverse agonist is an agent that binds to the same receptor as an agonist but induces a pharmacological response opposite to that agonist....
at the CB1 cannabinoid receptorCannabinoid receptorThe cannabinoid receptors are a class of cell membrane receptors under the G protein-coupled receptor superfamily. As is typical of G protein-coupled receptors, the cannabinoid receptors contain seven transmembrane spanning domains...
that is structurally related to SR141716A (rimonabantRimonabantRimonabant is an anorectic antiobesity drug that has been withdrawn from the market. It is an inverse agonist for the cannabinoid receptor CB1...
), but has a higher binding affinity with a Ki value of 7.5nM. - AM-281 — N-(morpholin-4-yl)-1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-1H-pyrazole-3-carboxamide
- AM-356 — a synthetically created stable chiral analog of anandamideAnandamideAnandamide, also known as N-arachidonoylethanolamide or AEA, is an endogenous cannabinoid neurotransmitter. The name is taken from the Sanskrit word ananda, which means "bliss, delight", and amide. It is synthesized from N-arachidonoyl phosphatidylethanolamine by multiple pathways...
, it acts on the cannabinoid receptors with a Ki of 17.9nM at CB1 and 868nM at CB2. - AM-374 — palmitylsulfonyl fluoride
- AM-381 — stearylsulfonyl fluoride
- AM-404AM404AM404, also known as N-arachidonoylethanolamide, is an active metabolite of paracetamol , responsible for all or part of its analgesic action.-Pharmacology:...
— an active metabolite of paracetamol (acetaminophen) and a likely inhibitor of fatty acid amide hydrolase (FAAH) - AM-411AM-411AM-411 is an analgesic drug which is a cannabinoid agonist. It is a derivative of Δ8THC substituted with an adamantyl group at the 3-position, demonstrating that the binding pocket for the alkyl chain at this position can accommodate significant bulk....
— an adamantylAdamantaneAdamantane is a colorless, crystalline chemical compound with a camphor-like odor. With a formula C10H16, it is a cycloalkane and also the simplest diamondoid. Adamantane molecules consist of three cyclohexane rings arranged in the "armchair" configuration. It is unique in that it is both rigid...
-substituted derivative of Δ8THCTHCTHC commonly refers to tetrahydrocannabinol, the main active chemical compound in Cannabis.THC may also refer to:* Tan Holdings Corporation...
, it is a potent and fairly selective CB1 full agonist with a Ki of 6.80nM. It is also a moderately potent CB2 agonist with a Ki of 52.0nM. - AM-630AM-630AM-630 is a drug which acts as a potent and selective inverse agonist for the cannabinoid receptor CB2, with a Ki of 32.1nM at CB2 and 165x selectivity over CB1, at which it acted as a weak partial agonist. It is used in the study of CB2 mediated responses and has been used to investigate the...
— a potent and selective inverse agonist for the cannabinoid receptor CB2, with a Ki of 32.1nM at CB2 and 165x selectivity over CB1, at which it acts as a weak partial agonist. - AM-661 — 1-(N-methyl-2-piperidine)methyl-2-methyl-3-(2-iodo)benzoylindole
- AM-678 — another name for JWH-018, it is a full agonist at both cannabinoid receptors with some selectivity for CB2.
- AM-679AM-679 (cannabinoid)AM-679 is a drug which acts as a moderately potent agonist for the cannabinoid receptors, with a Ki of 13.5nM at CB1 and 49.5nM at CB2. AM-679 was one of the first 3-indole derivatives that was found to have significant cannabinoid receptor affinity, and while AM-679 itself has only modest affinity...
— an iodobenzoylindole which acts as a moderately potent agonist for the cannabinoid receptors, with a Ki of 13.5nM at CB1 and 49.5nM at CB2. - AM-694AM-694AM-694 is a drug which acts as a potent and selective agonist for the cannabinoid receptor CB1, with a Ki of 0.08nM at CB1 and 18x selectivity over the related CB2 receptor....
— an iodobenzoylindole which acts as a potent and selective agonist for the CB1 cannabinoid receptor, with a Ki of 0.08nM at CB1 and 18x selectivity over the related CB2 receptor (1.44nM). - AM-855AM-855AM-855 is an analgesic drug which is a cannabinoid agonist. It is a derivative of Δ8Tetrahydrocannabinol with a conformationally restricted side chain which has been bound into a fourth ring fused to the aromatic A-ring of the cannabinoid skeleton. AM-855 is an agonist at both CB1 and CB2 with...
— an analgesic derivative of Δ8tetrahydrocannabinolTetrahydrocannabinolTetrahydrocannabinol , also known as delta-9-tetrahydrocannabinol , Δ1-THC , or dronabinol, is the main chemical psychoactive substance found in the cannabis plant. It was first isolated in 1964. In pure form, it is a glassy solid when cold, and becomes viscous and sticky if warmed...
, it is an agonist at both CB1Cannabinoid receptor type 1The cannabinoid receptor type 1, often abbreviated to CB1, is a G protein-coupled cannabinoid receptor located in the brain. It is activated by endocannabinoid neurotransmitters including anandamide and by the compound THC, found in the psychoactive drug cannabis.-Expression:The CB1 receptor is...
and CB2Cannabinoid receptor 2 (macrophage)Cannabinoid receptor 2 , also known as CB2 or CNR2, is a G protein-coupled receptor from the cannabinoid receptor family, which in humans is encoded by the CNR2 gene...
with moderate selectivity for CB1, with a Ki of 22.3nM at CB1 and 58.6nM at CB2. - AM-881 — a chlorine-substituted stereoisomer of anandamide whose Ki = 5.3nM at CB1 and 95nM at CB2.
- AM-883 — an allyl-substituted stereoisomer of anandamide whose Ki = 9.9nM at CB1 and 226nM at CB2.
- AM-905AM-905AM-905 is an analgesic drug which is a cannabinoid agonist with a conformationally restricted side chain. It is a potent and reasonably selective agonist for the CB1 cannabinoid receptor, with a Ki of 1.2nM at CB1 and 5.3nM at CB2....
— a potent and reasonably selective agonist for the CB1 cannabinoid receptor, with a Ki of 1.2nM at CB1 and 5.3nM at CB2. - AM-906AM-906AM-906 is an analgesic drug which is a cannabinoid agonist with a conformationally restricted side chain. It is a potent and selective agonist for the CB1 cannabinoid receptor, with a Ki of 0.8nM at CB1 and 9.5nM at CB2, a selectivity of almost 12x....
— a potent and dodecally selective agonist for the CB1 cannabinoid receptor, with a Ki of 0.8nM at CB1 and 9.5nM at CB2. - AM-919AM-919AM-919 is an analgesic drug which is a cannabinoid receptor agonist. It is a derivative of HU-210 which has been substituted with a 6β- group...
— a potent agonist at both CB1 and CB2 with moderate selectivity for CB1, with a Ki of 2.2nM at CB1 and 3.4nM at CB2. It is a derivative of HU-210HU-210HU-210 is a synthetic cannabinoid that was first synthesized in 1988 from -Myrtenol by the group led by Professor Raphael Mechoulam at the Hebrew University. HU-210 is 100 to 800 times more potent than natural THC from cannabis and has an extended duration of action...
and represents a hybrid structure between the classical and nonclassical cannabinoid families. - AM-926 — a potent agonist at both CB1 and CB2 with moderate selectivity for CB1, with a Ki of 2.2nM at CB1 and 4.3nM at CB2. It is a derivative of HU-210 and represents a hybrid structure between the classical and nonclassical cannabinoid families.
- AM-938AM-938AM-938 is an analgesic drug which is a cannabinoid receptor agonist. It is a derivative of HU-210 which has been substituted with a 6β- group...
— a potent agonist at both CB1 and CB2 with quadruple selectivity for CB2, with a Ki of 1.2nM at CB1 and 0.3nM at CB2. It is a derivative of HU-210 and represents a hybrid structure between the classical and nonclassical cannabinoid families. - AM-1116 — a dimethylated stereoisomer of anandamide whose Ki = 7.4nM at CB1.
- AM-1172 — an endocannabinoid analog specifically designed to be a potent and selective inhibitor of AEA uptakeEndocannabinoid reuptake inhibitorEndocannabinoid reuptake inhibitors , similar to cannabinoid reuptake inhibitors , are substances which limit or completely stop the reabsorption of endocannabinoid neurotransmitters into their corresponding pre-synaptic neurones.-Etymology:...
that is resistant to FAAH hydrolysis. - AM-1220AM-1220AM-1220 is a drug which acts as a potent and moderately selective agonist for the cannabinoid receptor CB1, with around 19x selectivity for CB1 over the related CB2 receptor...
— a potent and selective analgesic CB1 agonist (as racemate) with a Ki of 3.88nM at CB1 and 73.4nM at CB2, giving it 19x selectivity for CB1. (R) enantiomer has around 1000x higher affinity for CB1 than (S) enantiomer. - AM-1221AM-1221AM-1221 is a drug which acts as a potent and selective agonist for the cannabinoid receptor CB2, with a Ki of 0.28nM at CB2 and 52.3nM at the CB1 receptor, giving it around 180x selectivity for CB2. The 2-methyl and 6-nitro groups on the indole ring both tend to increase CB2 affinity while...
— a potent and selective CB2 agonist with a Ki of 0.28nM at CB2 and 52.3nM at CB1, giving it a selectivity of almost 187x. - AM-1235AM-1235AM-1235 is a drug which acts as a potent and reasonably selective agonist for the cannabinoid receptor CB1, with a Ki of 1.5nM at CB1 compared to 20.4nM at CB2...
— a moderately CB1 selective agonist, with a Ki of 1.5nM at CB1 and 20.4nM at CB2, giving it a selectivity of around 13x. - AM-1241AM-1241AM-1241 is a chemical from the aminoalkylindole family, which acts as a potent and selective agonist for the cannabinoid receptor CB2, with a Ki of 3.4nM at CB2 and 80x selectivity over the related CB1 receptor...
— a potent and selective analgesic CB2 agonist with a Ki of 3.4nM at CB2 and 80x selectivity over CB1. - AM-1248AM-1248AM-1248 is a drug which acts as a moderately potent agonist for both the cannabinoid receptors CB1 and CB2, but with some dispute between sources over its exact potency and selectivity...
— a moderately potent agonist with some selectivity for CB1, containing an unusual 3-(adamant-1-oyl) substitution on the indole ring. - AM-2201AM-2201AM-2201 discovered by Chemist Tyler Merrill, is a drug which acts as a potent but unselective agonist for the cannabinoid receptor CB1, with a Ki of 1.0nM at CB1 and 2.6nM at CB2...
— a potent agonist at both CB1 and CB2 with moderate selectivity for CB1, with a Ki of 1.0nM at CB1 and 2.6nM at CB2. - AM-2212 — a potent agonist at both CB1 and CB2 with dodecal selectivity for CB1, with a Ki of 1.4nM at CB1 and 18.9nM at CB2.
- AM-2213 — a potent agonist at both CB1 and CB2 with 10x selectivity for CB1, with a Ki of 3.0M at CB1 and 30nM at CB2.
- AM-2232AM-2232AM-2232 is a drug which acts as a potent but unselective agonist for the cannabinoid receptors, with a Ki of 0.28nM at CB1 and 1.48nM at CB2....
— a potent agonist at both CB1 and CB2, with a Ki of 0.28nM at CB1 and 1.48nM at CB2. - AM-2233AM-2233AM-2233 is a drug which acts as a highly potent full agonist for the cannabinoid receptors, with a Ki of 1.8nM at CB1 and 2.2nM at CB2 as the active enantiomer. It was developed as a selective radioligand for the cannabinoid receptors and has been used as its 131I derivative for mapping the...
— (R) enantiomer is potent and selective CB1 agonist used in 131IIodine-131Iodine-131 , also called radioiodine , is an important radioisotope of iodine. It has a radioactive decay half-life of about eight days. Its uses are mostly medical and pharmaceutical...
radiolabelled form to map distribution of CB1 receptors in brain. - AM-3102 — oleoyl ethanolamide, an endogenous agonist for proliferator-activated receptor α (PPARα) that also acts as a weak cannabinoid agonist with Ki values of 33µM at CB1 and 26µM at CB2.
- AM-4030AM-4030AM-4030 is an analgesic drug which is a cannabinoid receptor agonist. It is a derivative of HU-210 which has been substituted with a 6β- group...
— a potent agonist at both CB1 and CB2, it is dodecally selective for CB1, with a Ki of 0.7nM at CB1 and 8.6nM at CB2. It is a derivative of HU-210 and represents a hybrid structure between the classical and nonclassical cannabinoid families.
See also
- List of JWH cannabinoids
- List of HU cannabinoids
- List of CP cannabinoids