Sandoz Gmbh

Other

Sandoz Pharm. Corp.

Goetz E Hardtmann

Gary Mark Coppola

William J Houlihan

Faizulla G Kathawala

Prasad Koteswara Kapa

Sompong Wattanasin

Oljan Repic

Jerome Linder

Thomas E Jackson

Robert V Coombs

George T Lee

Kau-Ming Chen

Susi Vogt

Rudolf K Giger

Process for the synthesis of compounds of the formula ##STR1## in R[R*,S*] enantiomeric form, wherein each P.sub.1 is independently an hydroxy group-protecting group, and

Processes for the synthesis of diprotected

Trifluoromethyl substituted tetracyclic compounds including optical isomers thereof having the formula: ##STR1## wherein n is 1 or 2 and p is 0 or 1, are useful as CNS agents with tranquilizing effects.

Trifluoromethyl substituted tetracyclic quinazolin-ones having

Tranquilizers are of the formula I: ##STR1## wherein R.degree. is hydrogen, halo of atomic weight of from 18 to 80, i.e. fluoro, chloro or bromo, or alkyl of 1 to 3 carbon atoms,

1-Substituted tricyclic quinazolinones having biological activity as

Minor tranquilizers preparable by known processes are represented by the following structural formula I: ##STR1## wherein R.sup.o is hydrogen, halo of atomic weight of from 18 to 80, i.e. fluoro, chloro or bromo or alkyl of 1 to 3 carbon atoms,

1-Substituted tricyclic quinazolinones useful as tranquilizers

Tranquilizers are of the formula: ##STR1## wherein R.degree. is alkyl of 1 to 8 carbon atoms, and

Trifluoromethyl substituted tricyclic quinazolinones useful as

Conversion of 3-acyloxy-benzodiazepin-2-ones into corresponding 3-hydroxy benzodiazepin-2-ones is carried out efficiently with potassium hydroxide or potassium alkoxide as catalyst in lower alkanol solvent at a pH of 11-11.5. The final products, which include temazepam, are useful as sleep inducers.

Process for 3-hydroxy benzodiazepinones

Disclosed are compounds which are 4-hydroxy-2-quinolinone-3-carboxylic acids and salts thereof, e.g., 1-allyl-6,7-dimethoxy-4-hydroxy-2-quinolinone-3-carboxylic acid, useful as anti-allergic agents, and prepared by hydrolysis of the corresponding carboxylic acid esters.

4-Hydroxy-2-quinolinone-3-carboxylic acids and salts thereof

Disclosed are compounds which are 4-hydroxy-2-quinolinone-3-carboxylic acid esters, e.g., 1-methyl-4-hydroxy-2-quinolinone-3-carboxylic acid ethyl ester, useful as anti-allergic agents and intermediates for 1-alkyl-4-alkoxy-quinolin-2(1H)-ones, and prepared by reacting an isatoic anhydride with an alkali metal salt of a malonic ester.

4-Hydroxy-2-quinolinone-3-carboxylic acid esters

Anti-allergic 4-hydroxy-3-nitro-pyrido[2,3-b]pyridines-2(1H)-ones are prepared by reacting a 3,4-dihydro-1,3-dioxo-1H-pyrido[2,3-d][1,3]oxazine (a 3-azaisatoic anhydride) with the carbanion resulting from the reaction of nitro acetic acid alkyl esters with a proton abstracting agent.

4-Hydroxy-3-nitro-pyrido[2,3-B]pyridine-2(1H)-ones

The compounds are amino- or cyano-bearing dihydroquinolines, which have either of the combinations of (a) 2-amino, 3-carboxylic and 4-oxo functions, or (b) 2-oxo, 3-cyano and 4-hydroxy functions, and may be optionally substituted at 1 or 2 of the 5, 6, 7 or 8 positions, eg 1-allyl-2-amino-1,4-dihydro-6,7-dimethoxy-4-oxo-quinoline-3-carboxylic acid ethyl ester, and 1-allyl 3-cyano-1,2-dihydro-4-hydroxy-6,7-dimethoxy-2-oxo-quinoline. The compounds are useful as pharmaceuticals.

Dihydroquinoline-one derivatives

Anti-allergic 4-hydroxy-3-nitro-quinoline-2(1H)-ones are prepared by reacting an isatoic anhydride with the carbanion resulting from the treatment of nitro acetic acid alkyl esters with a proton abstracting agent.

4-Hydroxy-3-nitro-quinoline-2(1H)-ones

Pharmaceutical preparation and use of

Anti-allergic 4-hydroxy-naphthpyridine-2(1H)-one-3-carboxylic acids and esters are prepared by reacting a 1,3-dioxo-1-naphth[4,5-b]oxazine with an alkali metal salt of a malonic ester (and hydrolyzing to obtain the acids).

4-Hydroxy-naphthpyridine-2(1H)-one-3-carboxylic acids and esters

Sleep inducers of the formula: ##STR1## wherein R is hydrogen or halo of atomic weight of from 18 to 36, R' is hydrogen, halo or CF.sub.3 and R.degree. is hydrogen or lower alkyl. Preparation by cyclizing a 2-nitro-phenylacetic acid is also disclosed.

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Morristown, NJ, United States of America

Goetz E Hardtmann