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T6154

Sigma-Aldrich

Trazodone hydrochloride

≥99% (HPLC), powder

Synonyme(s) :

2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one hydrochloride

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About This Item

Formule empirique (notation de Hill):
C19H22ClN5O · HCl
Numéro CAS:
25332-39-2
Poids moléculaire :
408.32
Numéro CE :
246-855-5
Numéro MDL:
MFCD00079603
Code UNSPSC :
12352200
ID de substance PubChem :
24278136
Nomenclature NACRES :
NA.77

Pureté

≥99% (HPLC)

Forme

powder

Solubilité

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble 23.3 mg/mL
methanol: soluble 25 mg/mL, clear, colorless
0.1 M HCl: soluble 7.4 mg/mL
DMSO: soluble
H2O: soluble, hazy, colorless

Auteur

Bristol-Myers Squibb

Chaîne SMILES 

Cl[H].Clc1cccc(c1)N2CCN(CCCN3N=C4C=CC=CN4C3=O)CC2

InChI

1S/C19H22ClN5O.ClH/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25;/h1-3,5-7,9,15H,4,8,10-14H2;1H

Clé InChI

OHHDIOKRWWOXMT-UHFFFAOYSA-N

Informations sur le gène

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2C(3358) , SLC6A4(6532)

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Actions biochimiques/physiologiques

Antidepressant that potentiates the activity of serotonin uptake blockers and has full 5-HT2C serotonin receptor agonist activity. It is metabolized to the 5-HT1 serotonin receptor agonist 1-(3-Chlorophenyl)piperazine.

Caractéristiques et avantages

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Notes préparatoires

Trazodone hydrochloride dissolves in methanol at 25 mg/ml to yield a clear, colorless solution. It also dissolves in water at 50 mg/ml, with heating to yield a hazy colorless solution. Furthermore, the product is soluble in DMSO or in 0.1 N HCl (7.4 mg/ml). The solubility in a 45% (w/v) aqueous 2-hydroxpropyl-β-cyclodextrin is 23.3 mg/ml. However, it is practically insoluble in other common organic solvents. For HPLC test, the product can be dissolved at 0.25 mg/ml in 50:50 water:methanol (v/v), as this gives better results of dissolution and peak shape than using the product as a 1 mg/ml solution in water.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H351

Classification des risques

Acute Tox. 4 Oral - Carc. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

M Pazzagli et al.
European journal of pharmacology, 383(3), 249-257 (1999-12-14)
The effects of the antidepressant drug, trazodone, on the extracellular 5-hydroxytryptamine (5-HT) levels in the frontal cortex of freely moving rats was investigated using microdialysis coupled to a high performance liquid chromatography (HPLC) detection method. Systemic administration of 1.25 and
J P Feighner
The Journal of clinical psychiatry, 60 Suppl 4, 4-11 (1999-03-23)
The psychopharmacology of depression is a field that has evolved rapidly in just under 5 decades. Early antidepressant medications--tricyclic antidepressants (TCAs) and monoamine oxidase inhibitors (MAOIs)--were discovered through astute clinical observations. These first-generation medications were effective because they enhanced serotonergic
M Marcoli et al.
The Journal of pharmacology and experimental therapeutics, 285(3), 983-986 (1998-06-17)
The effects of trazodone on the cyclic GMP elevation elicited by N-methyl-D-aspartate in rat cerebellar slices were analyzed. Trazodone inhibited in a concentration-dependent manner (EC50 = 0.82 nM) the cyclic GMP response evoked by 0.1 microM N-methyl-D-aspartate. The inhibition was
Jasper Elan Hunt et al.
Frontiers in behavioral neuroscience, 14, 71-71 (2020-06-02)
Many animals, especially those that develop externally, are equipped with innate color preferences that promote survival. For example, Xenopus tadpoles are known to phototax most robustly towards mid-spectrum ("green") wavelengths of light while avoiding shorter ("blue") wavelengths. The innate preference
Andrew H Westmoreland
Aviation, space, and environmental medicine, 85(1), 71-74 (2014-02-01)
Coronary emergencies at sea requiring air evacuation are not uncommon. On board a Nimitz-class aircraft carrier while in a remote location, an active duty sailor suffered a myocardial infarction. A medical evacuation by helicopter was necessary. Transfer proved difficult due
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