Opioid Ligands

Casy, A. F.; Dewar, George H.

doi:10.1007/978-1-4899-2397-4_13

Cited by 6 publications

(2 citation statements)

References 222 publications

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“…However, subsequent studies demonstrated that pethidine also causes serious side effects, such as serotonergic crisis, norpethidine toxicity and multiple drug interaction, which strongly suggested that a structural modification of pethidine is required. For that purpose, there has been a lot of discussion on the structure-activity relationships(SAR) of 4PPs [9][10][11][12] .…”

Section: Introductionmentioning

confidence: 99%

Molecular Docking and 3D-QSAR Studies of 4-Phenylpiperidine Derivatives as μ-Opioid Agonists

Liu

2011

AMR

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A predictive 3D-QSAR model which correlates the biological activities with the chemical structures of a series of 4-phenylpiperidine derivatives as μ opioid agonists was developed by means of comparative molecular field analysis (CoMFA). The stabilities of the 3D-QSAR models were verified by the leave-one-out cross-validation method. Moreover, the predictive capabilities of the models were validated by an external test set. Best predictions were obtained with CoMFA standard model(q2=0.504, N=6, r2=0.968) which revealed how steric and electrostatic interactions contribute to agonists bioactivities, and provided us with important information to understand the interaction of agonists and μ opioid receptor .

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Section: Introductionmentioning

confidence: 99%

Molecular Docking and 3D-QSAR Studies of 4-Phenylpiperidine Derivatives as μ-Opioid Agonists

Liu

2011

AMR

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“…Oripavine ( 1 ) is a potentially valuable starting material for opioid synthesis, yet, despite many efforts since its discovery more than 60 years ago no simple method for obtaining it has been described. The corresponding methyl ether, thebaine ( 2 ), a relatively abundant opium alkaloid and obvious starting material for 1 , is widely used as a raw material for the synthesis of many medically important opioids. , Since the vast majority of these thebaine derivatives are 3-phenols like oripavine, a frequently troublesome demethylation step is required that could be avoided if oripavine were available as a starting material. Oripavine occurs in extremely minor quantities in opium, and the only available synthesis requires four steps from morphine .…”

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confidence: 99%

Direct and Simple O-Demethylation of Thebaine to Oripavine

1996

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Narcotic Analgesics

Aldrich

Vigil‐Cruz

2003

Burger's Medicinal Chemistry and Drug Discovery

147

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Narcotic analgesics such as morphine have been the mainstay for the treatment of severe pain, although these drugs are associated with serious adverse effects, most notably addiction liability and respiratory depression. Therefore there has been an intensive effort to find new therapeutic agents that retain the effectiveness of morphine, but do not have its undesired side effects. Compounds have been identified from a wide variety of chemical classes, from the rigid morphinan alkaloids to the flexible phenylpiperidines and the opioid peptides, which have affinity for opioid receptors. In recent years considerable effort has focused on identifying ligands, both agonists and antagonists, with affinity for delta (δ) and kappa (κ) opioid receptors as pharmacological tools and as potential therapeutic agents that would not have the side‐effect profile of morphine and other agonists that interact with mu (μ) opioid receptors. After the identification of the closely related opioid receptor‐like (ORL1) receptor and its endogenous ligand orphanin FQ/nociceptin, there has been considerable effort directed toward identifying agonists and antagonists for this receptor as well. This review discusses the structure‐activity relationships for each of the major classes of compounds that interact with the opioid receptors, along with ligands for the ORL1 receptors.

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Opioid Ligands

Cited by 6 publications

References 222 publications

Molecular Docking and 3D-QSAR Studies of 4-Phenylpiperidine Derivatives as μ-Opioid Agonists

Molecular Docking and 3D-QSAR Studies of 4-Phenylpiperidine Derivatives as μ-Opioid Agonists

Direct and Simple O-Demethylation of Thebaine to Oripavine

Narcotic Analgesics

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