5263-78-5Relevant academic research and scientific papers
ANALGESIC THAT BINDS FILAMIN A
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Page/Page column 127, (2010/05/14)
A compound, composition and method are disclosed that can provide analgesia. A contemplated compound has a structure that corresponds to Formula A, wherein A, B, X, R1, R2, R7 and R8, and the dashed lines are defined within.
THE SYNTHESIS OF 6-METHOXY-7,8-METHYLENEDIOXYISOQUINOLINE DERIVATIVES
Simig, Gy.,Schlosser, M.
, p. 217 - 228 (2007/10/02)
Several new 6-methoxy-7,8-methylenedioxyisoquinolines were synthesized starting from 4-methoxy-2,3-methylenedioxybenzaldehyde.
Practical Synthesis of 5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxoloisoquinolin-5-ol (Cotarnine)
Shirasaka, Tadashi,Takuma, Yuki,Shimpuku, Tetsuro,Imaki, Naoshi
, p. 3767 - 3771 (2007/10/02)
5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxoloisoquinolin-5-ol (cotarnine, 1), an oxidative degradation product of (3S)-6,7-dimethoxy-3-isoquinolin-5-yl>phthalide (noscapine), has efficiently been synthesized from 2-methoxy-3,4-(methylenedioxy)benzaldehyde (7) in 66percent overall yield. -N-methylamino>acetaldehyde dimethyl acetal, obtained by reductive amination of 7 with aminoacetaldehyde dimethyl acetal followed by N-methylation, was cylized in acid to 5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxoloisoquinolin-8-ol (12).The major byproduct of the cyclization was C-8 methoxy derivative of 12, and the amount of this byproduct was decreased by removal of MeOH formed in the reaction mixture.Acetylation of the hydroxyl group in 12 and hydrogenolysis gave 5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxoloisoquinoline (hydrocotarnine), which was oxidized with I2 followed by basification to afford 1.
Synthesis of Cotarnin Iodide
Fleischhacker, Wilhelm,Richter, Bernd,Urban, Ernst
, p. 765 - 770 (2007/10/02)
Starting from 4-methoxy-1,3-benzodioxol-5-carbaldehyde (croweacin aldehyde, 3) a six-step synthesis of cotarnin iodide (9, 67percent total yield) is described. - Keywords.Croweacinaldehyde; Isoquinoline; Cotarnin iodide.
