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Documenti fondamentali

T6154

Sigma-Aldrich

Trazodone hydrochloride

≥99% (HPLC), powder

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C19H22ClN5O · HCl
Numero CAS:
Peso molecolare:
408.32
Numero CE:
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

Livello qualitativo

Saggio

≥99% (HPLC)

Stato

powder

Solubilità

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

Ideatore

Bristol-Myers Squibb

Stringa SMILE

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
OHHDIOKRWWOXMT-UHFFFAOYSA-N

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Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Nota sulla preparazione

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.

Pittogrammi

Health hazardExclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Carc. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

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


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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
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 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
Arnaud Devresse et al.
Acta gastro-enterologica Belgica, 75(2), 263-265 (2012-08-09)
We present the case of a 26-year-old man with schizoid personality disorder who suffered from a very focal and transparietal necrosis of the sigmoid after an overdose of atypical neuroleptics. This is a singular, rather unknown and potentially lethal side
Deena Ababneh et al.
Birth defects research. Part B, Developmental and reproductive toxicology, 95(2), 184-193 (2012-04-25)
This study investigated the effects of a range of antidepressant drugs on the heart of gestation day 13 rat embryos in vitro. The general hypothesis was that the drugs would adversely affect the function of the embryonic heart since they

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