Abstract:
1-(Carbamoyl)-N-(carbamoyloxy)thioformimidates such as methyl 1(carbamoyl)-N-methylcarbamoyloxy)thioformimidate and methyl 1(dimethylcarbamoyl)-N-(methylcarbamoyloxy)thioformimidate are prepared by the steps of A. REACTING DIKETENE WITH AMMONIA OR AN AMINE TO OBTAIN AN ACETOACETAMIDE; B. REACTING THE PRODUCT OF (A) WITH A NITROSATING AGENT IN THE PRESENCE OF WATER OR AN ALCOHOL; C. CHLORINATING THE PRODUCT OF (B) AT A TEMPERATURE OF -10 TO 75* C.; d. reacting the product of (c) with an alkyl mercaptan and a base or with a metal salt of an alkyl mercaptan; and E. REACTING THE PRODUCT OF (D) WITH 1. A CARBAMOYL CHLORIDE IN THE PRESENCE OF A BASE; 2. PHOSGENE FOLLOWED BY REACTION WITH AN AMINE; OR 3. AN ISOCYANATE, OPTIONALLY IN THE PRESENCE OF A BASIC CATALYST; IN WATER OR ORGANIC SOLVENTS SUCH AS ACETONE, METHYLENE CHLORIDE, METHYL ETHYL KETONE, METHYL ISOBUTYL KETONE, DIMETHYLFORMAMIDE, DIMETHYLACETAMIDE, DIMETHYLSULFOXIDE, TETRAMETHYLUREA OR THEIR MIXTURES.
ARE RADIOPAQUE, TEND TO COLLECT IN THE GALL BLADDER WHEN INGESTED ORALLY, AND ARE WELL TOLERATED, IF X HAS 2-4 CARBON ATOMS AND IS ALKYLENE OR ALKYLENOXYALKYLENE, Y IS A SINGLE CARBON-TO-CARBON BOND OR OXYGEN, AND AKL IS LOWER ALKYLENE OR PHENYL-LOWER-ALKYLENE HAVING NOT MORE THAN FOUR CARBON ATOMS IN THE ALKYLENE GROUP. THE PHYSIOLOGICALLY TOLERATED SALTS OF THE ABOVE CARBOXYLIC ACIDS HAVE THE SAME EFFECTS. THE COMPOUNDS ARE PREPARED BY CLOSURE OF THE RING
-N WHEN OTHERWISE SIMILAR COMPOUNDS HAVING THE GROUP
-NH-CO-X-CH2-Z
ARE EXPOSED TO ALKALI METAL HYDROXIDE IN A STRONGLY ALKALINE AQUEOUS MEDIUM AND ARE PRECIPITATED WHEN THE MEDIUM IS ACIDIFIED AFTER RING FORMATION.
Abstract:
LACTAM DICARBOXYLIC ACIDS REPRESENTED BY THE GENERAL FORMULA:
OC R REPRESENTS A HYDROGEN ATOM OR A HYDROCARBON GROUP HAVING LESS THAN 20 CARBON ATOMS. M REPRESENTS EITHER
-CH2-CH(-COOH)- OR -CH(-CH2-COOH)-
DERIVATIVES OF THE LACTAM DICARBOXYLIC ACID ARE ALSO DISCLOSED. PROCESS FOR PREPARING THE DIESTER OR DIAMIDE OF THE ABOVE LACTAM DICARBOXYLIC ACID WHICH COMPRISES REACTING 3-BUTENE-1,2,3-TRICARBOXYLIC ACID TRIESTER WITH AMMONIA OR A PRIMARY AMINE HAVING LESS THAN 20 CARBON ATOMS IS ALSO DISCLOSED.
Abstract:
The invention relates to new indole derivatives which are useful therapeutical agents. Said new derivatives are 1,2,3,5,6,12,13,13a-octahydro-12-oxo(3,2,1-d,e)-indolo-(3,2,1-i,j)-pyrido -(1,5)-naphthyridines having the general formula
IN WHICH R1 and R2, which may be the same or different, are selected from H, OH and OCH3, and R3 is selected from H, Cl, Br and -COCO2C2H5.