SMB00969

(E)-10-Hydroxy amitriptyline

≥95% (HPLC)

• Synonym(s): Amitriptyline metabolite, (±)-E-10-hydroxylated-, Amitriptyline, (±)-(E)-5-[3-(Dimethylamino)propylidene]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol
• Empirical Formula (Hill Notation): C₂₀H₂₃NO
• CAS Number: 64520-05-4
• Molecular Weight: 293.40
• MDL number: MFCD00069200
• UNSPSC Code: 41116107
• NACRES: NA.77

Properties

• Quality Level: 200
• assay: ≥95% (HPLC)
• form: solid
• technique(s): HPLC: suitable
• color: white to yellow
• storage temp.: 2-8°C
• SMILES string: CN(C)CC\C=C1/c2ccccc2CC(O)c3ccccc13
• 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

Description

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.

Application

Metabolomics research

Biochem/physiol Actions

Metabolite of amitriptyline, tricyclic antidepressant; chromatographic standard.

Other Notes

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Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable