| Identification | Back Directory | [Name]
Meptazinol hydrochloride | [CAS]
59263-76-2 | [Synonyms]
Meptazinol hcl
IL-22811 hydrochloride
WY-22811 hydrochloride
MEPTAZINOL HYDROCHLORIDE
Meptazinol-d3 hydrochloride
1-Methyl-3-ethyl-3-(m-hydroxy-phenyl)hexahydro-1H-azepin
1-Methyl-3-ethyl-3-(m-hydroxy-phenyl)hexahydro-1H-azepine
3-(3-ethylhexahydro-1-methyl-1h-azepin-3-yl)phenol hydrochloride
1-Methyl-3-ethyl-3-(3-hydroxyphenyl)hexahydro-1H-azepine hydrochloride
Phenol,3-(3-ethylhexahydro-1-Methyl-1H-azepin-3-yl)-, hydrochloride (1:1) | [EINECS(EC#)]
261-683-0 | [Molecular Formula]
C15H24ClNO | [MDL Number]
MFCD00941476 | [MOL File]
59263-76-2.mol | [Molecular Weight]
269.81 |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
250-252°C | [storage temp. ]
Desiccate at +4°C | [solubility ]
H2O: >10mg/mL | [form ]
powder | [color ]
white to off-white | [InChIKey]
MPJUSISYVXABBH-UHFFFAOYSA-N |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Analgesic;Opiate receptor agonist | [Uses]
Mixed opioid agonist-antagonist. Analgesic (narcotic) | [Biological Activity]
Centrally active opioid analgesic. Partial agonist at the μ 1 opioid receptor. Also shown to inhibit acetylcholinesterase. | [Description]
Meptazinol hydrochloride is an injectable narcotic analgesic with antagonist
properties; it is similar in potency to meperidine. Meptazinol appears to have a
low propensity toward respiratory depression and other opiate-like side effects,
possibly due to selective interaction with the mu-1 receptor. Also somewhat
unique for an analgesic, it interacts with central cholinergic receptors. An oral
form of meptazinol is under development. | [Originator]
Wyeth (United Kingdom) | [Brand name]
MEPTID | [Biochem/physiol Actions]
Meptazinol entered the human pharmaceutical market as a racemic mixture in the 1980s for use as an analgesic. Its pharmacology is not completely understood; however, its analgesic properties are mostly due to its partial agonism at the mu1 opioid receptor. Due to its partial agonism, Meptazinol antagonizes morphine dependence in vivo. Its advantage over other opiates is its reduced capacity to cause addition and respiratory depression, also due to its intrinsic activity as a partial agonist. Meptazinol has been found to have additional activity as an acetylcholinesterase (AChE) inhibitor, particularly in its (-) enantiomeric form, which may partially explain its analgesic properties. AChE inhibitors are used to treat Alzheimer′s disease, providing additional interest in this compound. |
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