ChemIDplus A TOXNET DATABASE

Substance Name: Trazodone [INN:BAN]
RN: 19794-93-5
InChIKey: PHLBKPHSAVXXEF-UHFFFAOYSA-N

Note

  • A serotonin uptake inhibitor that is used as an antidepressive agent. It has been shown to be effective in patients with major depressive disorders and other subsets of depressive disorders. It is generally more useful in depressive disorders associated with insomnia and anxiety. This drug does not aggravate psychotic symptoms in patients with schizophrenia or schizoaffective disorders. (From AMA Drug Evaluations Annual, 1994, p309)

Molecular Formula

  • C19-H22-Cl-N5-O

Molecular Weight

  • 371.8698
 

Classification Codes

  • Anti-anxiety agents
  • Antidepressive Agents
  • Antidepressive agents, second-generation
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Human Data
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Psychotropic Drugs
  • Reproductive Effect
  • Serotonin Agents
  • Serotonin uptake inhibitors
  • Tranquilizing Agents

Names and Synonyms

Name of Substance

  • Trazodone
  • Trazodone [INN:BAN]

MeSH Heading

  • Trazodone

Synonyms

  • Beneficat
  • BRN 0628010
  • Desirel
  • EINECS 243-317-1
  • Sideril
  • Trazalon
  • Trazodil
  • Trazodon
  • Trazodona
  • Trazodona [INN-Spanish]
  • Trazodona [Spanish]
  • Trazodone
  • Trazodonum
  • Trazodonum [INN-Latin]
  • Trazodonum [Latin]
  • Trazonil
  • UNII-YBK48BXK30

Systematic Names

  • 1,2,4-Triazolo(4,3-a)pyridin-3(2H)-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-
  • s-Triazolo(4,3-a)pyridin-3(2H)-one, 2-(3-(4-(m-chlorophenyl)-1-piperazinyl)propyl)-
  • Trazodone

Registry Numbers

CAS Registry Number

  • 19794-93-5

System Generated Number

  • 0019794935

Structure Descriptors

InChI

1S/C19H22ClN5O/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

InChIKey

PHLBKPHSAVXXEF-UHFFFAOYSA-N

Smiles

c1ccn2c(c1)nn(c2=O)CCCN3CCN(CC3)c4cccc(c4)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 475mg/kg (475mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
mouse LD50 intraperitoneal 210mg/kg (210mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
mouse LD50 intravenous 91mg/kg (91mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
mouse LD50 oral 610mg/kg (610mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
mouse LD50 subcutaneous > 1gm/kg (1000mg/kg)   Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
rat LD50 intramuscular > 1gm/kg (1000mg/kg)   Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
rat LD50 intraperitoneal 178mg/kg (178mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
rat LD50 intravenous 91mg/kg (91mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
rat LD50 oral 690mg/kg (690mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
rat LD50 subcutaneous > 1gm/kg (1000mg/kg)   Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 21, Pg. 401, 1981.
Link to PubMed
women TDLo oral 8mg/kg/4D-I (8mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
International Clinical Psychopharmacology. Vol. 13, Pg. 225, 1998.
Link to PubMed
women TDLo oral 14mg/kg (14mg/kg) LIVER: "JAUNDICE, CHOLESTATIC" Annals of Internal Medicine. Vol. 99, Pg. 572, 1983.
women TDLo oral 20mg/kg (20mg/kg) BEHAVIORAL: GENERAL ANESTHETIC Psychopathology. Vol. 17(Suppl,

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 87 deg C   EXP
log P (octanol-water) 3.210 (none)   EST
Atmospheric OH Rate Constant 3.16E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by Syracuse Research Corporation.
See all available property data for this compound, including references.