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Merck
CN

T3146

Trimipramine maleate salt

≥98% (TLC), serotonin transport blocker, powder

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About This Item

Empirical Formula (Hill Notation):
C20H26N2 · C4H4O4
CAS Number:
521-78-8
Molecular Weight:
410.51
NACRES:
NA.77
PubChem Substance ID:
24278731
UNSPSC Code:
12352116
EC Number:
208-318-3
MDL number:
MFCD00082376

Key Documents

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Product Name

Trimipramine maleate salt, ≥98% (TLC), powder

InChI key

YDGHCKHAXOUQOS-WLHGVMLRSA-N

InChI

1S/C20H26N2.C4H4O4/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22;5-3(6)1-2-4(7)8/h4-11,16H,12-15H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

SMILES string

OC(=O)\C=C\C(O)=O.CC(CN(C)C)CN1c2ccccc2CCc3ccccc13

assay

≥98% (TLC)

form

powder

color

white to off-white

solubility

chloroform: soluble 50 mg/ml, clear, colorless to faintly yellow

originator

Sanofi Aventis

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

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Application

Trimipramine maleate has been used to develop chiral separation methods using capillary electrophoresis4.

Biochem/physiol Actions

Antidepressant; serotonin transport blocker that also blocks norepinephrine uptake.

Preparation Note

Trimipramine maleate is soluble in chloroform at 50 mg/ml to yield a clear, colorless to faint yellow solution.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR9766
MKCL7229
MKCG3462
MKBZ2868V
MKBZ2880V

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J M Langosch et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 8(3), 209-212 (1998-08-26)
Trimipramine has been classified as an atypical tricyclic antidepressant, because only weak inhibitory effects on serotonin and/or noradrenaline reuptake have been found. Since some antidepressive drugs (e.g. imipramine) and other agents used in the treatment of affective disorders (e.g. carbamazepine)
Chiral separation in non-aqueous media by capillary electrophoresis using the ion-pair principle.
Bjornsdottir, I., et al.
Journal of Chromatography A, 745(1), 37-44 (1996)
G Chouinard et al.
Cellular and molecular neurobiology, 19(4), 533-552 (1999-06-24)
1. The benzodiazepines are among the most frequently prescribed of all drugs and have been used for their anxiolytic, anticonvulsant, and sedative/hypnotic properties. Since absorption rates, volumes of distribution, and elimination rates differ greatly among the benzodiazepine derivatives, each benzodiazepine
F Plenge-Tellechea et al.
Archives of biochemistry and biophysics, 370(1), 119-125 (1999-09-25)
Tricyclic antidepressants are moderately potent inhibitors of the plasma membrane Ca(2+)-ATPase activity measured in erythrocyte ghosts. For the calmodulin-activated activity, half-maximal inhibition was observed in the presence of 0.25 mM clomipramine. Desipramine, imipramine, and trimipramine show half-maximal inhibition in the
Ali R Fakhari et al.
Electrophoresis, 33(3), 506-515 (2012-01-31)
A sensitive, simple and reproducible method was developed for preconcentration and determination of trimipramine (TPM) enantiomers in biological samples using electromembrane extraction combined with cyclodextrin-modified capillary electrophoresis (CE). During the extraction, TPM enantiomers migrated from a 5 mL sample solution through
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