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Key Documents

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)

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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)
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
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
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)
Persistent tinnitus induced by tricyclic antidepressants.
Berthold Langguth et al.
Journal of psychopharmacology (Oxford, England), 24(8), 1273-1275 (2009-10-15)

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