Reference

Preparation of novel N-substituted-2-amino-3',4'-methylenedioxypropiophenones as anti-depressant and anti-Parkinsonism agents

Preparation of novel N-substituted-2-amino-3',4'-methylenedioxypropiophenones as anti-depressant and anti-Parkinsonism agents. Jacob, Peyton, III; Shulgin, Alexander T. (Neurobiological Technologies, Inc., USA). PCT Int. Appl. WO 9639133 A1 12 Dec 1996, 19 pp. DESIGNATED STATES: W: AL, AM, AT, AU, AZ, BB, BG, BR, BY, CA, CH, CN, CZ, DE, DK, EE, ES, FI, GB, GE, HU, IS, JP, KE, KG, KP, KR, KZ, LK, LR, LS, LT, LU, LV, MD, MG, MK, MN, MW, MX, NO, NZ, PL, PT, RO, RU, SD, SE, SG, SI; RW: AT, BE, BF, BJ, CF, CG, CH, CI, CM, DE, DK, ES, FI, FR, GA, GB, GR, IE, IT, LU, MC, ML, NL, PT, SE. (English). (World Intellectual Property Organization). CODEN: PIXXD2. CLASS: ICM: A61K031-36. ICS: C07D317-48. APPLICATION: WO 1996-US9603 6 Jun 1996. PRIORITY: US 1995-467406 6 Jun 1995. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Section cross-reference(s): 1 The title compds. [I; R1 = H, C1-6 alkyl, iPr, iBu, sBu, tBu, allyl, propargyl, cyclopropyl; R2 = H], having binding activity for at least one serotonin or dopamine uptake site, and useful for alleviating depression of the central nervous system or symptoms of Parkinson's disease, were prepd. Thus, reaction of methylenedioxybenzene with propionic anhydride in the presence of I2 followed by treatment of the resulting 3,4-methylenedioxypropiophenone with CuBr2 in CH2Cl2, and reaction of 2-bromo-3',4'-methylenedioxypropiophenone with 40% aq. MeNH2 in sulfolane afforded I [R1 = Me; R2 = H]. In general, compds. I are effective at 0.05-10 mg/kg/day.Except for chemicals metioned above, 6890-30-8 and 186028-79-5 are also used. .