M2824
美普他酚 盐酸盐
别名:
3-(3-ethylhexahydro-1-methyl-1H-azepin-3-yl)-phenol hydrochloride, IL-22811 hydrochloride, WY-22811 hydrochloride
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关于此项目
经验公式（希尔记法）:
C15H23NO· HCl
化学文摘社编号:
分子量:
269.81
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
261-683-0
MDL number:
InChI
1S/C15H23NO.ClH/c1-3-15(9-4-5-10-16(2)12-15)13-7-6-8-14(17)11-13;/h6-8,11,17H,3-5,9-10,12H2,1-2H3;1H
InChI key
MPJUSISYVXABBH-UHFFFAOYSA-N
SMILES string
Cl.CCC1(CCCCN(C)C1)c2cccc(O)c2
assay
≥98% (HPLC)
form
powder
color
white to off-white
solubility
H2O: >10 mg/mL
originator
Wyeth
Quality Level
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Biochem/physiol Actions
Meptazinol entered the human pharmaceutical market as a racemic mixture in the 1980s for use as an analgesic.
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.
Features and Benefits
This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Wyeth. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
存储类别
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
Wei Zheng et al.
Toxicology and applied pharmacology, 264(1), 65-72 (2012-07-31)
The strategy of dual binding site acetylcholinesterase (AChE) inhibition along with metal chelation may represent a promising direction for multi-targeted interventions in the pathophysiological processes of Alzheimer's disease (AD). In the present study, two derivatives (ZLA and ZLB) of a
Qiong Xie et al.
Bioorganic & medicinal chemistry letters, 15(22), 4953-4956 (2005-09-13)
Based on the known coumarin-based prodrug system, a new meptazinol (Z)-3-[2-(propionyloxy) phenyl]-2-propenoic ester (3) was designed and synthesized as prodrug to minimize the first-pass effect of meptazinol (1) and improve the oral bioavailability. The prodrug (3) showed a 4-fold increase
A Schnabel et al.
Der Anaesthesist, 60(11), 995-1001 (2011-09-16)
Epidural regional analgesia is still recommended as the gold standard for obstetric analgesia due to its high efficacy and less depressing effects to the central nervous system. However, if absolute or relative contraindications for a regional anesthetic technique are present
[New opiates in anesthesiology-resuscitation].
L Aguilera et al.
Revista espanola de anestesiologia y reanimacion, 40(2), 94-98 (1993-03-01)
Xin-xing Ge et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 881-882, 126-130 (2011-12-30)
A rapid, simple and sensitive LC-MS/MS method was developed and validated for the determination of Bis(9)-(-)-Meptazinol (B9M) in rat plasma. Protein precipitation method was used for sample preparation, using five volumes of methanol as the precipitation agent. The analytes were
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