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Meptazinol hydrochloride_Molecular_structure_CAS_59263-76-2)
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Meptazinol hydrochloride

Catalog No. M2824 Name Sigma Aldrich
CAS Number 59263-76-2 Website http://www.sigmaaldrich.com
M. F. C15H24ClNO Telephone 1-800-521-8956
M. W. 269.81016 Fax
Purity ≥98% (HPLC) Email
Storage Chembase ID: 154801

SYNONYMS

IUPAC name
3-(3-ethyl-1-methylazepan-3-yl)phenol hydrochloride
IUPAC Traditional name
meptazinol hydrochloride
Synonyms
WY-22811 hydrochloride
IL-22811 hydrochloride
3-(3-ethylhexahydro-1-methyl-1H-azepin-3-yl)-phenol hydrochloride

DATABASE IDS

CAS Number 59263-76-2
MDL Number MFCD00941476
EC Number 261-683-0

PROPERTIES

Empirical Formula (Hill Notation) C15H23NO· HCl
Purity ≥98% (HPLC)
Apperance white to off-white powder
Solubility H2O: >10 mg/mL
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
Risk Statements 22
RTECS SL4250000
German water hazard class 1

DETAILS

Description (English)
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.
Description (简体中文)
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.

REFERENCES