T6154
Sigma

Trazodone hydrochloride

>99% (HPLC), powder

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Synonym

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

Molecular Formula

C₁₉H₂₂ClN₅O · HCl

Molecular Weight

408.32

CAS Number

25332-39-2

MDL number

MFCD00079603

PubChem Substance ID

24278136

EG/EC Number

246-855-5

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Descriptions

Biochem/physiol Actions

Antidepressant that potentiates the activity of serotonin uptake blockers and has full 5-HT_2C serotonin receptor agonist activity. It is metabolized to the 5-HT₁ serotonin receptor agonist 1-(3-Chlorophenyl)piperazine.

Properties

assay

>99% (HPLC)

form

powder

color

off-white

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 23.3 mg/mL

0.1 M HCl: 7.4 mg/mL

DMSO: soluble

H₂O: insoluble

Gene Information

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

References

Reference

Pazzagli, M., et al., Trazodone increases extracellular serotonin levels in the frontal cortex of rats. Eur. J. Pharmacol. 383, 249-257, (1999) abstract

Marcoli, M., et al., Trazodone is a potent agonist at 5-HT_2C receptors mediating inhibition of the N-methyl-D-aspartate/nitric oxide/cyclic GMP pathway in rat cerebellum. J. Pharmacol. Exp. Ther. 285, 983-986, (1998) abstract

Rotzinger, S., et al., Metabolism of some "second"- and "fourth"-generation antidepressants: iprindole, viloxazine, bupropion, mianserin, maprotiline, trazodone, nefazodone, and venlafaxine. Cell. Mol. Neurobiol. 19, 427-442, (1999) abstract

Feighner, J.P., Mechanism of action of antidepressant medications. J. Clin. Psychiatry 60, 4-14, (1999)

Safety

Hazard Codes

Risk Statements

22-40

Safety Statements

22-36

WGK Germany

RTECS

XZ5660000