A129

Amoxapine

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

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. 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.

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.

Safety Information

• 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