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Key Documents

SMB00961

Sigma-Aldrich

Amitriptyline N-oxide

Synonym(s):

Amitriptylinoxide

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About This Item

Empirical Formula (Hill Notation):
C20H23NO
CAS Number:
4317-14-0
Molecular Weight:
293.40
UNSPSC Code:
12352119
NACRES:
NA.77
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

100

grade

research grade

Assay

≥95%

form

solid

storage condition

under inert gas

technique(s)

HPLC: suitable

color

white to off-white

storage temp.

−20°C

SMILES string

[N+]([O-])(CCC=C1c2c(cccc2)CCc3c1cccc3)(C)C

InChI

1S/C20H23NO/c1-21(2,22)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3

InChI key

ZPMKQFOGINQDAM-UHFFFAOYSA-N

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General description

Amitriptyline N-oxide is the N-oxidation metabolite of the antidepressant amitriptyline

Application

Metabolomics research

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SLCH9846

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Thomas Altendorfer-Kroath et al.
Journal of neuroscience methods, 311, 394-401 (2018-09-30)
Assessment of drug concentration in the brain interstitial fluid (ISF) is crucial for development of brain active drugs, which are mainly small, lipophilic substances able to cross the blood-brain barrier (BBB). We aimed to compare the applicability of cerebral Open
Judith M Kampa et al.
Toxicology letters, 325, 43-50 (2020-02-25)
As a consequence of the detoxification process, drugs and drug related metabolites can accumulate in the liver, resulting in drug induced liver injury (DILI), which is the major cause for dose limitation. Amitriptyline, a commonly used tricyclic anti-depressant, is known
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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