Indriline

Stimulant and antidepressant drug From Wikipedia, the free encyclopedia

Indriline is a central nervous system stimulant with antidepressant activity and application in the treatment of gastric ulcers.

Other namesLu 3-083, MJ 1986.
CAS Number
Quick facts Clinical data, Other names ...
Indriline
Clinical data
Other namesLu 3-083, MJ 1986.
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H21N
Molar mass263.384 g·mol−1
3D model (JSmol)
  • CN(C)CCC1(C=CC2=CC=CC=C21)C3=CC=CC=C3
  • InChI=1S/C19H21N/c1-20(2)15-14-19(17-9-4-3-5-10-17)13-12-16-8-6-7-11-18(16)19/h3-13H,14-15H2,1-2H3
  • Key:KAQPNQMPHIRKJJ-UHFFFAOYSA-N
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A patent using this chemical is assigned to:[1] Pharmacology.[2]

Synthesis

The chemical synthesis of indriline has been described:[3][4]

Indriline synthesis
Indriline synthesis

Treatment of 3-phenylindene [1961-97-3] (1) with n-butyl lithium and dimethylamino-2-choroethane gave indriline as well as some inactive isomer. Based on neighboring group participation (NGP), the reaction intermediate is presumably an aziridinium ion[4]

According to Molbase the number of routes for preparing the starting 3-phenylindene is rich. For example from dihydrochalcone.[5] A more classical synthesis is also described in a Pyrophendane patent.

References

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