Tropatepine

Tropatepine
Clinical data
Trade namesLepticur
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
  • (1S,5S)-3-dibenzo[b,e]thiepin-11(6H)-ylidene-8-methyl-8-azabicyclo[3.2.1]octane
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H23NS
Molar mass333.49 g·mol−1
3D model (JSmol)
  • S3c1ccccc1/C(c2c(cccc2)C3)=C5/CC4N(C)C(CC4)C5
  • InChI=1S/C22H23NS/c1-23-17-10-11-18(23)13-16(12-17)22-19-7-3-2-6-15(19)14-24-21-9-5-4-8-20(21)22/h2-9,17-18H,10-14H2,1H3 checkY
  • Key:JOQKFRLFXDPXHX-UHFFFAOYSA-N checkY
  (verify)

Tropatepine (brand name Lepticur) is an anticholinergic used as an antiparkinsonian agent.[1]

Synthesis

Tropatepine can be synthesized from 3-chlorotropane (1).[2] A Grignard reaction between 3-chlorotropane and dibenzo[b,e]thiepin-11(6H)-one (2) followed by dehydration to the olefin produces tropatepine (3).

Synthesis of tropatepine

See also

References

  1. ^ Celsis P, Montastruc JL, Rascol O, Senard JM, Marc-Vergnes JP, Rascol A (July 1989). "Effect of tropatepine, an anticholinergic drug, on regional cerebral blood flow in patients with Parkinson's disease". Journal of Neurology, Neurosurgery, and Psychiatry. 52 (7): 917–8. doi:10.1136/jnnp.52.7.917. PMC 1031949. PMID 2769291.
  2. ^ DE1952206 idem J Boissier, R Ratouis, U.S. patent 3,725,415 (1973 to Ind Pour La Fab Antibiotiques).
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