Abstract
By the coupling of octylamine to the uronic acid function of morphine-3-glucuronide (M3G) a new glycoconjugate (morphine-3-octylglucuronamide, M3GOAM) was prepared. When assayed in both rats and mice up to ng/kg (i.p.) doses none of the animals survived. The aliphatic octyl chain may be the lethal factor since a closely related derivative (M3GNH2), was not toxic and showed similar opioid antagonist properties than naloxone.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Behavior, Animal / drug effects
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Dose-Response Relationship, Drug
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Mice
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Molecular Structure
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Morphine / administration & dosage
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Morphine / antagonists & inhibitors
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Morphine / pharmacology
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Morphine Derivatives / chemical synthesis
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Morphine Derivatives / pharmacology
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Morphine Derivatives / toxicity*
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Naloxone / pharmacology
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Narcotic Antagonists
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Rats
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Receptors, Opioid / drug effects
Substances
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Morphine Derivatives
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Narcotic Antagonists
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Receptors, Opioid
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morphine-3-octylglucuronamide
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Naloxone
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Morphine
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morphine-3-glucuronide