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A115

Supelco

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

analytical standard

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Synonym(s):
(±)-(E)-5-[3-(Dimethylamino)propylidene]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol
Empirical Formula (Hill Notation):
C20H23NO
CAS Number:
Molecular Weight:
293.40
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

form

solid

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

color

white

mp

97-99 °C

solubility

0.1 M HCl: soluble
H2O: insoluble
methanol: soluble

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

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

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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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
D R Jones et al.
Journal of chromatography, 278(2), 291-299 (1983-12-09)
A selective, sensitive method for the determination of amitriptyline and its metabolites is described. This method involves liquid-liquid extraction and capillary gas chromatography with nitrogen-sensitive detection. The detection limits of amitriptyline, nortriptyline, 10-hydroxy(E)amitriptyline, 10-hydroxy(E)nortriptyline, and 10-hydroxy(Z)nortriptyline were slightly less 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
P Baumann et al.
International clinical psychopharmacology, 1(2), 102-112 (1986-04-01)
A subgroup of 16 out of 30 endogenous depressive inpatients (cf. part I), treated for 3 weeks with 150 mg amitriptyline (AT) daily, participated in a pharmacogenetic study: all were phenotyped with debrisoquine and 3 of them with mephenytoin. Four

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