4-Bromofentanyl

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Synthetic opioid analgesic


4-Bromofentanyl
INN
Drug class
Routes of administration
Pregnancy category
Bioavailability
Metabolism
Elimination half-life
Excretion
Legal status
CAS Number 75863-60-6
PubChem 444762
DrugBank
ChemSpider 392688
KEGG


4-Bromofentanyl is a potent synthetic opioid analgesic that is structurally related to fentanyl. It is part of the fentanyl analog class of drugs, which are known for their high potency and potential for abuse.

Chemical Structure and Properties

Chemical structure of 4-Bromofentanyl

4-Bromofentanyl is chemically classified as an anilide and is a derivative of fentanyl, with a bromine atom substituted at the para position of the phenyl ring. The molecular formula of 4-Bromofentanyl is C23H27BrN2O, and it has a molecular weight of 427.38 g/mol.

Pharmacology

4-Bromofentanyl acts as a mu-opioid receptor agonist, similar to other fentanyl analogs. It binds to the opioid receptors in the central nervous system, leading to analgesic effects. However, due to its high potency, it also poses significant risks of respiratory depression and overdose.

Synthesis

The synthesis of 4-Bromofentanyl involves the modification of the fentanyl structure by introducing a bromine atom. This is typically achieved through a series of chemical reactions starting from [[N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide]], the core structure of fentanyl.

Legal Status

Due to its potential for abuse and high potency, 4-Bromofentanyl is classified as a controlled substance in many jurisdictions. It is often regulated under the same legal frameworks as fentanyl and other opioid analogs.

Health Risks

The use of 4-Bromofentanyl carries significant health risks, including the potential for addiction, overdose, and death. Its potency can lead to severe respiratory depression, which is the primary cause of fatality in opioid overdoses.

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Contributors: Prab R. Tumpati, MD