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T3146

Sigma-Aldrich

Trimipramine maleate salt

≥98% (TLC), powder

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About This Item

Empirical Formula (Hill Notation):
C20H26N2 · C4H4O4
CAS Number:
Molecular Weight:
410.51
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

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

SMILES string

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

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+

InChI key

YDGHCKHAXOUQOS-WLHGVMLRSA-N

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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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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
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)
M Flechtner-Mors et al.
Journal of psychiatric research, 42(7), 578-586 (2007-08-19)
The intake of antidepressants is often accompanied by weight gain. Antidepressants may influence lipid and carbohydrate metabolism that can result in metabolic changes and obesity. We investigated the effect of citalopram and trimipramine on interstitial glycerol, glucose and lactate concentration

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