T6154

Trazodone hydrochloride

≥99% (HPLC), powder

• Synonym(s): 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
• CAS Number: 25332-39-2
• Molecular Weight: 408.32
• EC Number: 246-855-5
• MDL number: MFCD00079603
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278136
• NACRES: NA.77

Properties

• 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)

Description

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.

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.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Warning
• Hazard Statements: H302,H351
• Precautionary Statements: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves