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Substance Name: Nortriptyline [INN:BAN]
RN: 72-69-5
UNII: BL03SY4LXB
InChIKey: PHVGLTMQBUFIQQ-UHFFFAOYSA-N

Note

  • A metabolite of AMITRIPTYLINE that is also used as an antidepressive agent. Nortriptyline is used in major depression, dysthymia, and atypical depressions.

Molecular Formula

  • C19-H21-N

Molecular Weight

  • 263.3819
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Uptake Inhibitors
  • Antidepressive Agents
  • Antidepressive Agents, Tricyclic
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Psychotropic Drugs
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Names and Synonyms

Name of Substance

  • Nortriptyline
  • Nortriptyline [INN:BAN]

MeSH Heading

  • Nortriptyline

Synonyms

  • 10,11-Dihydro-5-(3-methylaminopropylidene)-5H-dibenzo(a,d)(1,4)cycloheptene
  • 10,11-Dihydro-N-methyl-5H-dibenzo(a,d)cycloheptene-delta(5,gamma)-propylamine
  • 3-(10,11-Dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-N-methylpropylamine
  • 5-(3-(Methylamino)propylidene)dibenzo(a,e)cyclohepta(1,5)diene
  • 5-(3-Methylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptene
  • 5-(alpha-Methylaminopropylidene)dibenzo(a,d)cyclohepta(1,4)diene
  • 5H-Dibenzo(a,d)cycloheptene-delta(sup 5),gamma-propylamine, 10,11-dihydro-N-methyl-
  • Amitryptyline, demethyl-
  • Ateben
  • Avantyl
  • Aventyl
  • BRN 2216786
  • CCRIS 9175
  • Demethylamitriptyline
  • Demethylamitryptyline
  • Desitriptilina
  • Desmethylamitriptyline
  • EINECS 200-788-8
  • HSDB 3371
  • Lumbeck
  • N-Methyl-3-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-yliden)propylamin
  • Noramitriptyline
  • Noritren
  • Nortriptilina
  • Nortriptilina [DCIT]
  • Nortriptyline
  • Nortriptylinum
  • Nortriptylinum [INN-Latin]
  • Nortryptiline
  • Nortryptyline
  • NSC 757234
  • Sensaval
  • UNII-BL03SY4LXB

Systematic Names

  • 1-Propanamine, 3-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-N-methyl-
  • 5H-Dibenzo(a,d)cycloheptene-delta(sup 5),gamma-propylamine, 10,11-dihydro-N-methyl-
  • Nortriptyline

Registry Numbers

CAS Registry Number

  • 72-69-5

FDA UNII

  • BL03SY4LXB

System Generated Number

  • 0000072695

Structure Descriptors

InChI

InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-11,20H,6,12-14H2,1H3

InChIKey

PHVGLTMQBUFIQQ-UHFFFAOYSA-N

Smiles

CNCCC=C1c2ccccc2CCc3ccccc13

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 70mg/kg (70mg/kg)   Journal of Medicinal Chemistry. Vol. 6, Pg. 338, 1963.
mouse LD50 intravenous 17mg/kg (17mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Journal of Medicinal Chemistry. Vol. 17, Pg. 65, 1974.
mouse LD50 oral 370mg/kg (370mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 1561, 1970.
rat LD50 intravenous 22mg/kg (22mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)		 Handbook of Experimental Pharmacology. Vol. 55, Pg. 527, 1980.
rat LD50 oral 502mg/kg (502mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)		 Handbook of Experimental Pharmacology. Vol. 55, Pg. 527, 1980.
women TDLo oral 160mg/kg (160mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: COMA

CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE		 Journal of Toxicology, Clinical Toxicology. Vol. 37, Pg. 634, 1999.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 4.740 (none)   EST
Atmospheric OH Rate Constant 1.74E-10 cm3/molecule-sec 25 EST

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