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Merck
CN

A115

Amitriptyline metabolite, (±)-E-10-hydroxylated-

analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H23NO
CAS Number:
64520-05-4
Molecular Weight:
293.40
NACRES:
NA.24
PubChem Substance ID:
329770681
UNSPSC Code:
41116107
MDL number:
MFCD00069200

Key Documents

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mp

97-99 °C

InChI key

GHWBJXOKAFHZAI-SFQUDFHCSA-N

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+

grade

analytical standard

form

solid

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

color

white

solubility

0.1 M HCl: soluble, H2O: insoluble, methanol: soluble

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

Quality Level

200

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Metabolite of amitriptyline, tricyclic antidepressant; chromatographic standard.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
FN06022219
FN10182301
FN04232005

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Determination of tricyclic antidepressants in body fluids and organ material by HPLC.
Wedy, et al.
Fresenius Journal of Analytical Chemistry, 332, 266-266 (1988)
B Mellström et al.
Drug metabolism and disposition: the biological fate of chemicals, 9(6), 565-568 (1981-11-01)
The rates of demethylation and hydroxylation of amitriptyline, nortriptyline, and 10-hydroxyamitriptyline by microsomes from adult human livers were determined by use of mass-fragmentographic or liquid-chromatographic quantitation of the formed metabolites. The demethylation rates of amitriptyline and 10-hydroxyamitriptyline were higher than
F Coudoré et al.
Cell biology and toxicology, 13(2), 131-137 (1997-02-01)
Biotransformation of amitriptyline (AMI) was studied at different intervals in freshly isolated hepatocytes from healthy or streptozocin-induced diabetic rats in order to investigate the influence of the diabetic state. Levels of free and conjugated AMI, demethylated and hydroxylated metabolites, were
K Shimoda et al.
Journal of clinical psychopharmacology, 15(3), 175-181 (1995-06-01)
We measured the concentrations in plasma of amitriptyline and its metabolites, nortriptyline and geometric isomers of 10-hydroxynortriptyline and 10-hydroxyamitriptyline, in 73 Japanese psychiatric patients receiving amitriptyline hydrochloride (Tryptanol; Banyu Pharmaceutical Co. Ltd., Tokyo, Japan) by high-performance liquid chromatography. Although there
X H Zhang et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 28(2), 85-91 (1993-01-01)
The demethylation and hydroxylation of amitriptyline were calculated from the ratios between the area under concentration--time curve (AUC) of amitriptyline and its three metabolites in eight healthy Chinese volunteers after a single oral dose of 100 mg amitriptyline. Great interindividual
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