Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

A129

Sigma-Aldrich

Amoxapine

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

Select a Size

100 MG
$51.70
500 MG
$204.00
5 G
$968.00

$51.70

In StockDetails

Request a Bulk Order
All Photos(1)

Select a Size

Change View
100 MG
$51.70
500 MG
$204.00
5 G
$968.00

About This Item

Empirical Formula (Hill Notation):
C17H16ClN3O
CAS Number:
14028-44-5
Molecular Weight:
313.78
EC Number:
237-867-1
MDL number:
MFCD00069210
UNSPSC Code:
12352200
PubChem Substance ID:
24278075
NACRES:
NA.77

$51.70

In StockDetails

Request a Bulk Order

form

powder

Quality Level

100

solubility

methanol: soluble

originator

Wyeth

SMILES string

Clc1ccc2Oc3ccccc3N=C(N4CCNCC4)c2c1

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

InChI key

QWGDMFLQWFTERH-UHFFFAOYSA-N

Gene Information

human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , SLC6A2(6530) , SLC6A4(6532)

Looking for similar products? Visit Product Comparison Guide

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.[1] It has also been used as an antipsychotic drug to test its effect on the viability of glioblastoma cells.[2]

Biochem/physiol Actions

Amoxapine, a structural analog of clozapine, is a human ether a-go-go (hERG) channel blocker.[1] It is also an N-methylated metabolite of loxapine.[3] It is a tricyclic antidepressant that inhibits the uptake of norepinephrine[4] and blocks 5- hydroxytryptamine (HT2 ) serotonergic receptors.[3]

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBB6438
BCBB6438V
121K1611
071K1160

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
Xiao-Pen Lee et al.
Journal of separation science, 31(12), 2265-2271 (2008-06-12)
A method for the simultaneous extraction of four tricyclic antidepressants from human plasma samples using pipette tip SPE with MonoTip C(18) tips is presented. Human plasma (0.1 mL) containing four tricyclic antidepressants (amitriptyline, amoxapine, imipramine, and trimipramine) and an internal
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
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service