5F-AMB

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Synthetic cannabinoid


5F-AMB
INN
Drug class
Routes of administration
Pregnancy category
Bioavailability
Metabolism
Elimination half-life
Excretion
Legal status
CAS Number 1800101-60-3
PubChem 86273332
DrugBank
ChemSpider 52085068
KEGG


5F-AMB is a synthetic cannabinoid that has been used as a designer drug. It is a potent agonist of the CB1 receptor and CB2 receptor, which are part of the endocannabinoid system.

Chemical structure and properties

5F-AMB is chemically classified as an indazole-based synthetic cannabinoid. Its full chemical name is (S)-Methyl 2-(1-(5-fluoropentyl)-1H-indazole-3-carboxamido)-3-methylbutanoate. The compound features a fluorinated pentyl chain, which is a common modification in synthetic cannabinoids to enhance potency and metabolic stability.

Pharmacology

5F-AMB acts as a potent agonist at the CB1 and CB2 receptors, which are G protein-coupled receptors involved in the modulation of neurotransmitter release in the central nervous system and peripheral nervous system. The activation of these receptors by 5F-AMB can lead to psychoactive effects similar to those of tetrahydrocannabinol (THC), the primary psychoactive component of cannabis.

Legal status

Due to its potential for abuse and lack of medical use, 5F-AMB has been classified as a controlled substance in many jurisdictions. It is often included in the list of substances banned under synthetic cannabinoid legislation.

Health effects

The use of 5F-AMB has been associated with a range of adverse health effects, including tachycardia, hypertension, nausea, vomiting, and anxiety. In severe cases, it can lead to psychosis, seizures, and renal failure.

Synthesis

The synthesis of 5F-AMB involves the reaction of a fluorinated alkyl chain with an indazole core, followed by the addition of a carboxamide group. The process requires careful control of reaction conditions to ensure the correct stereochemistry and purity of the final product.

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