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Merck
CN

A129

Amoxapine

别名:

2-Chloro-11-(1-piperazinyl)dibenz[b,f][1,4]oxazepine

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关于此项目

经验公式(希尔记法):
C17H16ClN3O
化学文摘社编号:
分子量:
313.78
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
237-867-1
MDL number:
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InChI key

QWGDMFLQWFTERH-UHFFFAOYSA-N

InChI

1S/C17H16ClN3O/c18-12-5-6-15-13(11-12)17(21-9-7-19-8-10-21)20-14-3-1-2-4-16(14)22-15/h1-6,11,19H,7-10H2

SMILES string

Clc1ccc2Oc3ccccc3N=C(N4CCNCC4)c2c1

form

powder

solubility

methanol: soluble

originator

Wyeth

Quality Level

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Features and Benefits

This compound is featured on the Biogenic Amine Transporters 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.

Application

Amoxapine has been used as an antidepressant drug to test its effect on locomotion and egg release in response to gain-of-functional mutations in potassium (K+) channels (unc-58) of C. elegans. It has also been used as an antipsychotic drug to test its effect on the viability of glioblastoma cells.

Biochem/physiol Actions

Amoxapine, a structural analog of clozapine, is a human ether a-go-go (hERG) channel blocker. It is also an N-methylated metabolite of loxapine. It is a tricyclic antidepressant that inhibits the uptake of norepinephrine and blocks 5- hydroxytryptamine (HT2 ) serotonergic receptors.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


历史批次信息供参考:

分析证书(COA)

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S Kapur et al.
Biological psychiatry, 45(9), 1217-1220 (1999-05-20)
All currently available atypical antipsychotics have, at clinically relevant doses: i) high serotonin (5-HT)2 occupancy; ii) greater 5-HT2 than dopamine (D)2 occupancy; and iii) a higher incidence of extrapyramidal side effects when their D2 occupancy exceeds 80%. A review of
Jia Zhou
Drugs of the future, 29(12), 1235-1244 (2006-07-28)
The norepinephrine transporter (NET) is located in the plasma membrane of noradrenergic neurons, where it functions to take up synaptically released norepinephrine (NE). The NET thus serves as the primary mechanism for the inactivation of noradrenergic signaling. Some potent and
Neuropharmacological classification of antidepressant agents based on their mechanisms of action
Fasipe OJ, et al.
Archives of Medical Research, 6(1), 81-81 (2018)
Imran B Chaudhry et al.
Journal of clinical psychopharmacology, 27(6), 575-581 (2007-11-16)
It has been proposed that the lack of extrapyramidal side effects of atypical antipsychotic drugs is caused by their fast dissociation or low affinity for the D2 receptor or their concomitant high affinity for other receptors, for example, 5HT2 and
Yan-Lin He et al.
The Journal of pharmacology and experimental therapeutics, 332(2), 437-445 (2009-11-17)
Ion channels are known to be modulated by antidepressant drugs, but the molecular mechanisms are not known. We have shown that the antidepressant drug amoxapine suppresses rectifier outward K(+) (I(K)) currents in mouse cortical neurons. At a concentration of 10

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