TAILIEUCHUNG - Pharmaceutical Substances Syntheses, Patents, Applications - Part 117

Pharmaceutical Substances Syntheses, Patents, Applications - Part 117. Reference containing a collection of 2267 active pharmaceutical ingredients, including those launched recently. Listed alphabetically according to their INNs and established a link between INNs, structure, synthesis and production processes, patent and literature situation, medical use, and trade names. For pharmacists and researchers | Levocabas tine L 1161 SOCL Tos Cl ------ - N- 2-hydroxy- ethyl -2-hydroxy- propylamine CN . NoOCH3 --------------- in phenyloceto-nitrile KOH HO OH ----- ---- diosteromeric resolution by S- -a-methyl benzylamine in 2-propanol --------------------------- IV V - -3-methyl-4-phenyl-1-tosyl-4-piperidinecarboxylic acid IV e electrolytic detosylation V -----------------------------------1 benzyl - -3-methyl- 4-phenyl-4-piperidine- carboxylate VI VII Reference s US 4 369 184 Janssen prior. . EP 34 415 Janssen appl. USA-prior. . 1162 L Levodopa Formulation s susp. mg ml nasal spray eye drops as hydrochloride Trade Name s D Levophta CIBA Vision Winzer as hydrochloride Livocab Janssen-Cilag F Levophta Chauvin GB Livostin CIBA Vision I Levostab Formenti Livostin Janssen Levodopa ATC N04BA01 Use antiparkinsonian RN 59-92-7 MF C9HhNO4 MW EINECS 200-445-2 CN 3-hydroxy-L-tyrosine L-tyrosine I enzymatic hydroxylation ------------------------ Levodopa H202 FeS04 hi hydrogen peroxide 1. H2 Pd-C 2. HBr ----------- DL-dopa vanillin II hydantoin racemate resolution ---------------------- . DL-dopa Levodopa e Monsanto process CH I 3 0 .COOH 00 _ H2 . H ii C u ii Q ------ nh2 HjC YTYHj h cAqAJ n 3 CHj glycine III Levodopa L 1163 h3c Ty HO M hnych3 0 0 O X COOH HNYCHd 0 a-ocetamido-4-hydroxy- 3-methoxycinnom c acid IV a-ocetamido-4-ocetaxy- 3-methoxycìnnamíc acid V CH 1 5 V H2 cotalyst from A ond B OxyÿK X COOH HBr O Y II i V 0 N-acetyl-3- 4-acetoxy 3- methoxyphenyl -L alanine Levodopa A 1 5-cyclaactadienylrhodium Chloride B -cyclohexylmethyl 2-methoxyphenyl phosphine diethyl acetomidamalanate O -COOH oXJ hnych3 0 VII tokodiastase L-3 3 4-methylene- diaxyphenyl alanine HBr Levadapa Reference s a Amao s. et al. Sankyo Kenkyusho Nempo SKKNAJ 23 249 1971 . Sih . et al. J. Am. Chem. Soc. JACSAT 91 6204 1969 . b Waser E. Lewandowski M. Helv. Chim. Acta HCACAV 4 657 1921 . hydroxylation with benzoyl peroxide DAS 2 026 952

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