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Substance Name: Trimipramine [USAN:INN:BAN]
RN: 739-71-9
UNII: 6S082C9NDT
InChIKey: ZSCDBOWYZJWBIY-UHFFFAOYSA-N

Note

  • Tricyclic antidepressant similar to IMIPRAMINE, but with more antihistaminic and sedative properties.

Molecular Formula

  • C20-H26-N2

Molecular Weight

  • 294.4394
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Uptake Inhibitors
  • Antidepressant
  • Antidepressive Agents
  • Antidepressive Agents, Tricyclic
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Mutation Data
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Psychotropic Drugs

Names and Synonyms

Name of Substance

  • Trimipramine
  • Trimipramine [USAN:INN:BAN]

MeSH Heading

  • Trimipramine

Synonyms

  • 1-(3-Dimethylamino-2-methylpropyl)-4,5-dihydro-2,3:6,7-dibenzazepine
  • 10,11-Dihydro-5-(3-dimethylamino-2-methylpropyl)-5H-dibenz(b,f)azepine
  • 2'-Metil-3'-dimetilamino-propil-5-iminodibenzile
  • 2'-Metil-3'-dimetilamino-propil-5-iminodibenzile [Italian]
  • 5-(3-(Dimethylamino)-2-methylpropyl)-10,11-dihydro-5H-dibenz(b,f)azepine
  • 5-(gamma-Dimethylamino-beta-methylpropyl)-10,11-dihydro-5H-dibenzo(b,f)azepine
  • 5-20-08-00099 (Beilstein Handbook Reference)
  • 5H-Dibenz(b,f)azepine, 10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)-
  • 5H-Dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-N,N,beta-trimethyl-
  • 7162 RP
  • beta-Methylimipramine
  • BRN 1321466
  • EINECS 212-008-3
  • FI 6120
  • IL 6001
  • Sapilent
  • Surmontil
  • Trimeprimina
  • Trimeprimina [Italian]
  • Trimeprimine
  • Trimipramina
  • Trimipramina [INN-Spanish]
  • Trimipramine
  • Trimipraminum
  • Trimipraminum [INN-Latin]
  • UNII-6S082C9NDT

Systematic Names

  • 5H-Dibenz(b,f)azepine, 5-(3-(dimethylamino)-2-methylpropyl)-10,11-dihydro-
  • 5H-Dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-N,N,beta-trimethyl-
  • Trimipramine

Registry Numbers

CAS Registry Number

  • 739-71-9

FDA UNII

  • 6S082C9NDT

Related Registry Numbers

  • 25332-13-2 (mesylate)
  • 3589-21-7 (mono-hydrochloride)
  • 521-78-8 (maleate (1:1))

System Generated Number

  • 0000739719

Structure Descriptors

InChI

1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22/h4-11,16H,12-15H2,1-3H3

InChIKey

ZSCDBOWYZJWBIY-UHFFFAOYSA-N

Smiles

N1(c2c(CCc3c1cccc3)cccc2)C[C@@H](CN(C)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 18mg/kg (18mg/kg) CARDIAC: OTHER CHANGES Proceedings of the European Society for the Study of Drug Toxicity. Vol. 6, Pg. 171, 1965.
mouse LD50 intraperitoneal 145mg/kg (145mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 155, Pg. 307, 1961.
mouse LD50 intravenous 42mg/kg (42mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 155, Pg. 307, 1961.
mouse LD50 oral 250mg/kg (250mg/kg)   Bollettino Chimico Farmaceutico. Vol. 102, Pg. 753, 1963.
mouse LD50 subcutaneous 200mg/kg (200mg/kg)   Bollettino Chimico Farmaceutico. Vol. 102, Pg. 753, 1963.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 45 deg C   EXP
log P (octanol-water) 5.430 (none)   EST
Atmospheric OH Rate Constant 2.95E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.