SMB00961
Amitriptyline N-oxide
research grade
Synonym(s):
Amitriptylinoxide
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About This Item
Empirical Formula (Hill Notation):
C20H23NO
CAS Number:
Molecular Weight:
293.40
UNSPSC Code:
12352119
NACRES:
NA.77
biological source
synthetic
Quality Level
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
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Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Regulatory Information
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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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