AM-694 (1-(5-fluoropentyl)-3-(2-iodobenzoyl)indole) is a

designer drug A designer drug is a structural or functional analog of a controlled substance that has been designed to mimic the pharmacological effects of the original drug, while avoiding classification as illegal and/or detection in standard drug tests. D ...

that acts as a potent and selective agonist for the

cannabinoid receptor Cannabinoid receptors, located throughout the body, are part of the endocannabinoid system a class of cell membrane receptors in the G protein-coupled receptor superfamily. As is typical of G protein-coupled receptors, the cannabinoid recep ...

CB₁. It is used in scientific research for mapping the distribution of CB₁ receptors.

Pharmacology

AM-694 is an agonist for

s. It has a ''K''_i of 0.08 nM at CB₁ and 18 times selectivity over CB₂ with a ''K''_i of 1.44 nM. It is unclear what is responsible for this unusually high CB₁ binding affinity, but it makes the ¹⁸F

radiolabelled Isotopic labeling (or isotopic labelling) is a technique used to track the passage of an isotope (an atom with a detectable variation in neutron count) through a reaction, metabolic pathway, or cell. The reactant is 'labeled' by replacing specific ...

derivative of AM-694 useful for mapping the distribution of CB₁ receptors in the body.

Metabolism

Pathways of

metabolism Metabolism (, from el, μεταβολή ''metabolē'', "change") is the set of life-sustaining chemical reactions in organisms. The three main functions of metabolism are: the conversion of the energy in food to energy available to run c ...

include

hydrolytic Hydrolysis (; ) is any chemical reaction in which a molecule of water breaks one or more chemical bonds. The term is used broadly for substitution, elimination, and solvation reactions in which water is the nucleophile. Biological hydrolysi ...

defluorination,

carboxylation Carboxylation is a chemical reaction in which a carboxylic acid is produced by treating a substrate with carbon dioxide. The opposite reaction is decarboxylation. In chemistry, the term carbonation is sometimes used synonymously with carboxylatio ...

, and monohydroxylation of the ''N''-alkyl chain.

Pharmacology

Metabolism

See also