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Substance Name: Iprindole [USAN:INN:BAN]
RN: 5560-72-5
UNII: 69U0IKR8FP
InChIKey: PLIGPBGDXASWPX-UHFFFAOYSA-N

Note

  • A tricyclic antidepressant that has actions and uses similar to those of AMITRIPTYLINE, but has only weak antimuscarinic and sedative effects. (From Martindale, The Extra Pharmacopoeia, 30th ed, p257)

Molecular Formula

  • C19-H28-N2

Molecular Weight

  • 284.444
 

Classification Codes

  • Antidepressant
  • Antidepressive Agents
  • Antidepressive Agents, Tricyclic
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Psychotropic Drugs
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Names and Synonyms

Name of Substance

  • Iprindole
  • Iprindole [USAN:INN:BAN]

MeSH Heading

  • Iprindole

Synonyms

  • 1-(3-Dimethylaminopropyl)-2,3-hexamethyleneindole
  • 5-(3-(Dimethylamino)propyl)-6,7,8,9,10,11-hexahydro-5H-cyclooct(b)indole
  • 5H-Cyclooct(b)indole-5-propanamine, 6,7,8,9,10,11-hexahydro-N,N-dimethyl-
  • BRN 1386299
  • EINECS 226-933-5
  • Galatur
  • Iprindol
  • Iprindol [INN-Spanish]
  • Iprindole
  • Iprindolum
  • Iprindolum [INN-Latin]
  • NSC 169449
  • Pramindole
  • Prondol
  • Tertran
  • UNII-69U0IKR8FP
  • WY-3263
  • Wy-3263 (VAN)

Systematic Names

  • 5H-Cyclooct(b)indole, 5-(3-(dimethylamino)propyl)-6,7,8,9,10,11-hexahydro-
  • 5H-Cyclooct(b)indole-5-propanamine, 6,7,8,9,10,11-hexahydro-N,N-dimethyl-
  • Iprindole

Registry Numbers

CAS Registry Number

  • 5560-72-5

FDA UNII

  • 69U0IKR8FP

System Generated Number

  • 0005560725

Structure Descriptors

InChI

1S/C19H28N2/c1-20(2)14-9-15-21-18-12-6-4-3-5-10-16(18)17-11-7-8-13-19(17)21/h7-8,11,13H,3-6,9-10,12,14-15H2,1-2H3

InChIKey

PLIGPBGDXASWPX-UHFFFAOYSA-N

Smiles

C(CN(C)C)Cn1c2c(c3c1CCCCCC3)cccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 195mg/kg (195mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 130, 1972.
mouse LD50 intravenous 32mg/kg (32mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01206,
mouse LD50 oral 484mg/kg (484mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 intraperitoneal 187mg/kg (187mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 130, 1972.
rat LD50 oral 775mg/kg (775mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 5.740 (none)   EST
Atmospheric OH Rate Constant 9.21E-11 cm3/molecule-sec 25 EST

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