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:
Form:
powder
Quality level:
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
Gene Information
human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816), HTR2A(3356), HTR2B(3357), HTR2C(3358), SLC6A2(6530), SLC6A4(6532)
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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.
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
K S Merigian et al.
Academic emergency medicine : official journal of the Society for Academic Emergency Medicine, 2(2), 128-133 (1995-02-01)
Tonic-clonic seizure activity is a recognized complication of amoxapine overdose. Refractory drug-induced status epilepticus is associated with significant morbidity and mortality. Standard regimens for controlling status epilepticus may be ineffective for aborting drug-induced seizures. The authors report the case of
Hiroaki Kobayashi et al.
Journal of pharmaceutical and biomedical analysis, 54(1), 258-263 (2010-09-15)
Phase-solubility studies have been used to evaluate the solubilizing effects of cyclodextrins (CDs) on lipophilic, water-insoluble drugs. However, large amounts of CDs and drugs are required to measure solubility by phase-solubility studies. Thus, more efficient approaches to evaluate the interaction
Manju Gupta et al.
Journal of separation science, 33(23-24), 3774-3780 (2010-11-18)
A new, selective and sensitive method has been developed for the determination of tricyclic antidepressant drugs, amoxapine and nortriptyline, in human blood plasma and serum, involving their reaction with allyl isothiocyanate and extraction of thiourea derivatives with water-miscible organic solvent
T A Ban et al.
International pharmacopsychiatry, 15(3), 166-170 (1980-01-01)
Amoxapine, a new antidepressant, is a tricyclic debenzoxazepine compound, the demethylated metabolite of the neuroleptic loxapine. In animal pharmacological studies, amoxapine has shown striking similarities to imipramine. In contrast to the prototype antidepressant drug, however, amoxapine does not interact with
J E Dugas et al.
Drug intelligence & clinical pharmacy, 16(3), 199-204 (1982-03-01)
Amoxapine is a tricyclic antidepressant agent, which is chemically related to the antipsychotic agent loxapine, but which appears to block selectively the neuronal reuptake of norepinephrine; it is qualitatively similar to desipramine. In studies of patients with mixed depressive illnesses
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