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SMB00969

Sigma-Aldrich

(E)-10-Hydroxy amitriptyline

≥95% (HPLC)

Sinônimo(s):

Amitriptyline metabolite, (±)-E-10-hydroxylated-, Amitriptyline, (±)-(E)-5-[3-(Dimethylamino)propylidene]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol

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About This Item

Fórmula empírica (Notação de Hill):
C20H23NO
Número CAS:
Peso molecular:
293.40
Número MDL:
Código UNSPSC:
41116107
NACRES:
NA.77

Nível de qualidade

Ensaio

≥95% (HPLC)

forma

solid

técnica(s)

HPLC: suitable

cor

white to yellow

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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+

chave InChI

GHWBJXOKAFHZAI-SFQUDFHCSA-N

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Descrição geral

(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.

Aplicação

Metabolomics research

Ações bioquímicas/fisiológicas

Metabolite of amitriptyline, tricyclic antidepressant; chromatographic standard.

Outras notas

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Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Ursula Breyer-Pfaff
Drug metabolism reviews, 36(3-4), 723-746 (2004-11-24)
Amitriptyline (AT), the most widely used tricyclic antidepressant, undergoes oxidative metabolism in the side chain with production of the secondary amine nortriptyline (NT), a primary amine, and the N-oxide amitriptylinoxide (AT-NO); in addition, direct conjugation leads to a quaternary ammonium-linked

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