114716-16-4Relevant articles and documents
Resolution of (1S,4R)-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl) pyrano[3,4-B]indole-1-acetic acid using brucine
-
, (2008/06/13)
This invention relates to a process for resolving (±)-cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano[3,4-b]indole-1-acetic acid (pemedolac) usinig brucine to obtain the corresponding (1S,4R)-eutomer. Said eutomer is useful as an analgesic.
Synthesis and Analgesic Activity of Pemedolac (cis-1-Ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyranoindole-1-acetic Acid)
Katz, Alan H.,Demerson, Christopher A.,Shaw, Chia-Cheng,Asselin, Andre A.,Humber, Leslie G.,et al.
, p. 1244 - 1250 (2007/10/02)
The synthesis of cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyranoindole-1-acetic acid, pemedolac (USAN), is described.This compound has been found to be a potent analgesic agent in primary screening.Pemedolac has been resolved and the active (+)-enantiomer assigned a 1S,4R absolute configuration on the basis of a crystallographic analysis of its (S)-(-)-borneol ester.
Substituted 1,3,4,9-tetrahydropyrano(3,4-B)indole-1-acetic acids
-
, (2008/06/13)
Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1 and 4. The nucleus may be optionally substituted at positions 5, 6, 7 and 8. The derivatives are useful anti-inflammatory and analgesic agents and methods for their preparation and use are also disclosed.