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T6154

Trazodone hydrochloride

≥99% (HPLC), serotonin receptor agonist, powder

Synonym(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

Empirical Formula (Hill Notation):
C19H22ClN5O · HCl
CAS Number:
25332-39-2
Molecular Weight:
408.32
NACRES:
NA.77
PubChem Substance ID:
24278136
UNSPSC Code:
12352200
EC Number:
246-855-5
MDL number:
MFCD00079603
Assay:
≥99% (HPLC)
Form:
powder
Quality level:
200
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Product Name

Trazodone hydrochloride, ≥99% (HPLC), powder

Quality Level

200

assay

≥99% (HPLC)

form

powder

solubility

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

originator

Bristol-Myers Squibb

SMILES string

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

InChI key

OHHDIOKRWWOXMT-UHFFFAOYSA-N

Gene Information

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

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Related Categories

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 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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX0553
MKCW9862
MKCR4805
MKCP5549
MKCN6829

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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
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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Global Trade Item Number

SKUGTIN
T6154-1G04061837358418
T6154-5G04061832094052

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