Tropatepine
Verifiedrevid443461881
Iupac name(1S,5S)-3-dibenzo[b,e]thiepin-11(6H)-ylidene-8-methyl-8-azabicyclo[3.2.1]octane
TradenameLepticur
Cas number27574-24-9
Atc prefixN04
Atc suffixAA12
Pubchem198068
Chemspiderid171431
UniiC27HY5RFU5
KeggD07303
C22
H23
N1
S1
SmilesS3c1ccccc1/C(c2c(cccc2)C3)=C5/CC4N(C)C(CC4)C5
Stdinchi1S/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
StdinchikeyJOQKFRLFXDPXHX-UHFFFAOYSA-N

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).

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, (1973 to Ind Pour La Fab Antibiotiques).