Synonym: Amitriptyline metabolite, (±)-E-10-hydroxylated-; Amitriptyline; (±)-(E)-5-[3-(Dimethylamino)propylidene]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol
CAS Number: 64520-05-4
Empirical Formula (Hill Notation): C20H23NO
Molecular Weight: 293.40
MDL Number: MFCD00069200
Linear Formula: C20H23NO
Product Type: Chemical
| assay |
≥95% (HPLC) |
| color |
white to yellow |
| form |
solid |
| InChI |
1S/C20H23NO/c1-21(2)13-7-12-17-16-9-4-3-8-15(16)14-20(22)19-11-6-5-10-18(17)19/h3-6,8-12,20,22H,7,13-14H2,1-2H3/b17-12+ |
| InChI key |
GHWBJXOKAFHZAI-SFQUDFHCSA-N |
| Quality Level |
200  |
| SMILES string |
CN(C)CCC=C1/c2ccccc2CC(O)c3ccccc13 |
| storage temp. |
2-8°C |
| technique(s) |
HPLC: suitable |
| Application: |
Metabolomics research |
| Biochem/physiol Actions: |
Metabolite of amitriptyline, tricyclic antidepressant; chromatographic standard. |
| General description: |
(E)-10-Hydroxy amitriptyline is a metabolite of Amitriptyline (brand name Elavil), a FDA-approved oral medicine for the treatment of major depressive and anxiety disorders, attention deficit hyperactivity disorder (ADHD), bipolar disorder, as well as migraines and neuropathic pain (fibromyalgia & postherpetic neuralgiapain). Amitriptyline acts mainly on the serotonin transporter (SERT) and moderately on the norepinephrine transporter (NET). Amitriptyline is metabolised by cytochrome P450 enzymes (demethylation by CYP2C19 & CYP3A4) in the liver to Nortriptyline, which also acts as a noradrenaline reuptake inhibitor and thereby potentiates the antidepressant effects of amitriptyline. Amitriptyline and Nortriptyline are subject to metabolisation by hydroxylation (by CYP2D6) and n-oxidation. |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥95% (HPLC) |
| Storage Temp. |
2-8°C |
