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T3146

Sigma-Aldrich

Trimipramine maleate salt

≥98% (TLC), powder

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

Quality Level

200

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

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

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335,H361

Hazard Classifications

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

Target Organs

Respiratory system

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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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
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)
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)
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
W Chadwick et al.
The Journal of pharmacy and pharmacology, 59(1), 95-103 (2007-01-18)
This study displayed the physiological effects the tricyclic antidepressants amitriptyline or trimipramine have on glucose homoeostasis in male Wistar rats. An insulin secreting cell line (INS-1) was also used to determine effects tricyclic antidepressants have on insulin secretion and insulin
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Chromatograms

application for HPLC

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