Trazodone hydrochlorideProduct ingredient for Trazodone

Name
Trazodone hydrochloride
Drug Entry
Trazodone

Trazodone is triazolopyridine derivative from the serotonin receptor antagonists and reuptake inhibitors (SARIs) class of antidepressants.11 It is used in adults and has been shown to be comparable in efficacy to other drugs such as tricyclic antidepressants (TCAs), selective serotonin reuptake inhibitors (SSRIs), and serotonin-norepinephrine receptor inhibitor (SNRIs) in the treatment of depression.20 A unique feature of this drug is that it does not promote the anxiety symptoms, sexual symptoms, or insomnia, which are commonly associated with SSRI and SNRI therapy.20 Trazodone acts on various receptors, including certain histamine, serotonin, and adrenergic receptors, distinguishing it from other antidepressants that cover a narrow range of neurotransmitters.20 It was initially granted FDA approval in 1981.21

Accession Number
DBSALT000344
Structure
Synonyms
Trazodone HCl
UNII
6E8ZO8LRNM
CAS Number
25332-39-2
Weight
Average: 408.325
Monoisotopic: 407.127965797
Chemical Formula
C19H23Cl2N5O
InChI Key
OHHDIOKRWWOXMT-UHFFFAOYSA-N
InChI
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
IUPAC Name
2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one hydrochloride
SMILES
Cl.ClC1=CC(=CC=C1)N1CCN(CCCN2N=C3C=CC=CN3C2=O)CC1
PubChem Compound
62935
ChemSpider
56652
ChEBI
9655
ChEMBL
CHEMBL1200798
Wikipedia
Trazodone
Predicted Properties
PropertyValueSource
Water Solubility0.29 mg/mLALOGPS
logP2.68ALOGPS
logP3.13Chemaxon
logS-3.1ALOGPS
pKa (Strongest Basic)7.09Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area42.39 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity105.88 m3·mol-1Chemaxon
Polarizability40.28 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon