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Amoxapine

Name: Amoxapine
Brand: SIGMA

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₇H₁₆ClN₃O

CAS Number:

14028-44-5

Molecular Weight:

313.78

NACRES:

NA.77

PubChem Substance ID:

24278075

UNSPSC Code:

12352200

EC Number:

237-867-1

MDL number:

MFCD00069210

Form:

powder

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Properties

form

powder

Quality Segment

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)

Description

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. It is a tricyclic antidepressant that inhibits the uptake of norepinephrine[3] and blocks 5- hydroxytryptamine (HT2 ) serotonergic receptors.

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.

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This Item	C6305	D5676	1031401
Sigma-Aldrich A129 Amoxapine	Sigma-Aldrich C6305 Clozapine	Sigma-Aldrich D5676 N-Desmethylclozapine	USP 1031401 Amoxapine
form powder	form powder	form powder	form -
Quality Level 100	Quality Level 300	Quality Level 200	Quality Level -
solubility methanol: soluble	solubility ethanol: 1 mg/mL, 0.1 M HCl: 30 mg/mL, DMSO: 4.8 mg/mL	solubility -	solubility -
originator Wyeth	originator Novartis	originator -	originator -
Gene Information human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816), HTR2A(3356), HTR2B(3357), HTR2C(3358), SLC6A2(6530), SLC6A4(6532)	Gene Information human ... ADRA1A(148), ADRA2A(150), ADRA2C(152), CHRM1(1128), DRD2(1813), DRD3(1814), DRD4(1815), HRH1(3269), HRH4(59340), HTR2A(3356), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR6(3362), HTR7(3363), KCNH1(3756), KCNH2(3757), UGT1A4(54657) rat ... Adra1a(29412), Adra2a(25083), Adrb1(24925), Chrm1(25229), Drd1a(24316), Drd2(24318), Drd3(29238), Drd4(25432), Hrh1(24448), Htr1a(24473), Htr1b(25075), Htr2a(29595), Htr2b(29581), Htr2c(25187), Htr3a(79246), Htr7(65032), Slc6a4(25553)	Gene Information human ... KCNH1(3756)	Gene Information human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816), SLC6A2(6530), SLC6A4(6532)

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

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

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