Trazodone hydrochloride

≥99% (HPLC), powder

2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one hydrochloride
Empirical Formula (Hill Notation):
C19H22ClN5O · HCl
Número de CAS:
Peso molecular:
EC Number:
MDL number:
PubChem Substance ID:
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Quality Level


≥99% (HPLC)




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


Bristol-Myers Squibb

SMILES string




InChI key


Gene Information

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

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1, 5 g in glass bottle

Biochem/physiol Actions

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.

Features and Benefits

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 is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.
This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

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.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC


Exclamation markHealth hazard



Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves


NONH for all modes of transport

WGK Germany


Flash Point F

Not applicable

Flash Point C

Not applicable

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...
Brian C Lund et al.
Psychiatric services (Washington, D.C.), 64(2), 149-155 (2012-11-17)
Practice guidelines used in the Veterans Health Administration (VHA) caution against benzodiazepine use by veterans with posttraumatic stress disorder (PTSD) because of inefficacy and safety concerns. Although use has declined, the VHA prescription rate is ≥30% nationally. To inform intervention...

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