Abstract: 2-Amino-3-pyridyl (or phenyl) nitromethylketones are prepared eg 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 nitromethane with a porton abstracting agent. The compounds are useful as anti-allergic agents.

Abstract: Anti-allergic 2-amino-quinolin-4-one-3-phosphonic acid esters are prepared by reacting an isatoic anhydride with the carbanion resulting from the treatment of an organo-methane phosphate with a proton abstracting agent.

Abstract: Anti-inflammatory agents of the formula: ##STR1## wherein R is lower alkyl, lower alkenyl, lower alkynyl, benzyl, alkyl or halo-substituted benzyl or cycloalkylalkyl, X is CH or N, R' is hydrogen, halo, lower alkyl or lower alkoxy when X is CH and hydrogen and alkyl when X is N, and R" is hydrogen or lower alkyl.

Abstract: The invention discloses 5-substituted-1,2,4-triazolo[4,3-c]quinazolines and 1,2,4-triazolo[1,5-c]quinazolines having pharmacological activity in animals and useful, for example, as hypotensive and anti-inflammatory agents. The compounds may be prepared, for example, by reacting a 5-halo-1,2,4-triazolo-quinazoline with a compound representing the function to be introduced at the 5-position. The 5-halo-1,2,4-triazolo[4,3-c]quinazolines also have pharmacological activity, e.g., hypotensive and anti-inflammatory activity, and may be prepared by reacting a 4-hydrazino-quinazoline with trimethoxy methane. The 5-halo-1,2,4-triazolo[1,5-c]quinazolines also have hypotensive and anti-inflammatory activity and are prepared from the corresponding 1,2,4-triazolo-[1,5-c]quinazolin-5(1H)-one using phosphorus oxychloride, the quinazolin-5(1H)-one being in turn prepared from the 5-halo-1,2,4-triazolo[4,3-c]quinazoline.

Abstract: Disclosed are compounds which are 1-alkyl-4-alkoxyquinolin-2(1H)-ones, e.g., 1-methyl-4-butoxyquinolin-2(1H)-one, and which are useful as CNS depressant agents. The compounds may be prepared, for example, by reacting a 1-alkyl-4-hydroxyquinolin-2(1H)-one with an alkyl halide in presence of base.

Abstract: The compounds of this invention are N-alkylcarbonyloxyalkyl substituted isatoic and 3-azaisatoic anhydrides useful as intermediate for pharmacologically active compounds which are prepared by reaction of such an ahydride with a cyclic pseudothiourea.

Abstract: Isatoic anhydrides of the formula: ##STR1## wherein R is alkyl, phenyl or phenalkyl and R.sub.1 and R.sub.2 are hydrogen, halo, alkyl, alkoxy or together methylenedioxy are intermediates reactable with an acyclic 5-methyl-thiopseudourea and acetonitrile to pharmaceutical agents, for example, analgetic and hypotensive agents, of the formula: ##STR2## wherein R, R.sub.1 and R.sub.2 are as defined and R.sup.o is hydrogen, alkyl, .omega.-alkenyl or phenyl.

Abstract: Anti-inflammatory agents of the formula: ##STR1## wherein R is lower alkyl, lower alkenyl, lower alkynyl, benzyl, alkyl or halo-substituted benzyl or cycloalkylalkyl, X is CH or N, R' is hydrogen, halo, lower alkyl or lower alkoxy when X is CH and hydrogen and alkyl when X is N, and R" is hydrogen or lower alkyl.

Abstract: The invention discloses 1,2,5,6-tetrahydro-4H-pyrrolo-(3,2,1-ij)quinolin-2-ones having pharmacological activity in animals and useful as CNS depressant agents. The compounds may be prepared by treating a haloacetyl derivative of 1,2,3,4-tetrahydroquinoline with a Friedel-Crafts catalyst. The haloacetyl derivative of 1,2,3,4-tetrahydroquinoline may be prepared by reacting 1,2,3,4-tetrahydroquinoline with a haloacetyl halide at a mole ratio of 2:1 in the presence of an inert, organic solvent.

Abstract: CNS depressants of the formulae IA and IB: ##STR1## in which n and p are each 0 or 1, Z.sup.- is an anion and R.sub.1, R'.sub.1, R.sub.2, R'.sub.2, R.sub.3 and R.sub.4 are optional substituents. Compounds IB may be prepared by reducing compounds IA which may be made by reacting a N-(.omega.-haloalkyl) isatoic anhydride with a cyclic pseudothiourea such as a 2-organomercapto-4,5-dihydroimidazole. Compounds IB may be also prepared by cyclizing a 1-(.omega.-haloalkyl)-2,3-dihydro-imidazo[2,1-b]quinazolin-1H-5-one. The compounds are anti-inflammatory, analgesic and immunosuppressant agents.

Abstract: CNS depressants of the formula: ##SPC1##Wherein R.sup.o is hydroxyalkyl of 1 to 5 carbon atoms and R is hydrogen, halo, alkyl, alkoxy or trifluoromethyl.

Abstract: The invention discloses compounds of the class of 5-substituted-5H-dibenzo[a,d]cycloheptenes which are 5-hydrazinoalkyl- or 5-aminoalkyl-5H-dibenzo[a,d]cyclohepten-5-ols, or their 10,11-dihydro derivatives. The compounds are pharmaceutically active and useful, for example, as anti-convulsants and tranquilizers. A key intermediate are compounds which are a spiro[5H-dibenzo[a,d]cyclohepten-5-oxazolin-2-one] which are subjected to alkaline hydrolysis to obtain the compounds of the invention.

Abstract: The compounds are alkyl-substituted-tricyclic quinazolinones of the class of imidazo[2,1-b]quinazolin-5-ones and pyrimido[2,1-b]quinazolin-6-one, e.g., 2-methyl-2,3-dihydro-10-(4'-fluorobenzyl)-imidazo[2,1-b]quinazolin-5(10H)- one, useful, for example, as bronchodilator agents. Processes for preparation of said compounds include the reaction of a N-carboxy anthranilic anhydride (an isatoic anhydride) with an alkyl substituted cyclic pseudothiourea such as a 2-organomercapto-4,5-dihydroimidazole or a 2-organomercapto-3,4,5,6-tetrahydropyrimidine and the cyclization of a 2-(.omega.-hydroxy(branched)alkylamino)-4-quinazolone.

Abstract: 3-Alkylsulfinyl-2-indolinones, of the formula ##SPC1##E.g., 3-methylsulfinyl-5-trifluoromethyl-2-indolinone, are useful as minor tranquillizers, muscle relaxants and sedative-hypnotics and are obtainable by oxidizing corresponding 3-alkylthio-2-indolinones.

Abstract: The compounds are alkyl-substituted-tricyclic quinazolinones of the class of imidazo[2,1-b]quinazolin-5-ones and pyrimido[2,1-b]quinazolin-6-one, e.g., 2-methyl-2,3-dihydro-10-(4'-fluorobenzyl)-imidazo[2,1-b]quinazolin-5(1OH)- one, useful, for example, as bronchodilator agents. Processes for preparation of said compounds include the reaction of a N-carboxy anthranilic anhydride (an isatoic anhydride) with an alkyl substituted cyclic pseudothiourea such as a 2-organomercapto-4,5-dihydroimidazole or a 2-organomercapto-3,4,5,6-tetrahydropyrimidine and the cyclization of a 2-(.omega.-hydroxy(branched) alkylamino)-4-quinazolone.

Abstract: The compounds are biologically active tricyclic quinazolinones of the class of imidazo[2,1-b]quinazolin-5-ones, pyrimido[2,1-b]quinazolin-6-ones and diazepino[2,1-b]quinazolin-7-ones substituted by a thienyl or furyl group, e.g., 10-(2-thienylmethyl)-2,3-dihydro-imidazo[2,1-b] quinazolin-5(10)-one, and useful, for example, as broncho-dilator agents. Processes for preparation of said compounds include the reaction of a N-carboxy anthranilic anhydride (an isatoic anhydride) with a cyclic pseudothiourea such as 2-organomercapto-4,5-dihydroimidazole or 2-organomercapto-3,4,5,6-tetrahydropyrimidine.

Abstract: The novel 3,4-dihydro-1,3 dioxo-1,4 pyrido-(2,3-d)(1,3) oxazine compounds of this invention are useful as intermediates in the preparation of pharmaceutically active pyridopyrimidine-one compounds.

Abstract: The compounds are biologically active tricyclic quinazolinones of the class of imidazo[2,1-b]quinazolin-5-ones, pyrimido[2,1-b]quinazolin-6-ones and diazepino[2,1-b]quinazolin-7-ones, useful, for example, as bronchodilator agents. Processes for preparation of said compounds include the reaction of a N-carboxy anthranilic anhydride (an isatoic anhydride) with a cyclic pseudothiourea such as 2-organomercapto-4,5-dihydroimidazole or 2-organomercapto-3,4,5,6-tetrahydropyrimidine.

Abstract: Disclosed are compounds which are tetracyclic derivatives of imidazo[2,1-b]quinazolinones, e.g., 6-(p-fluorobenzyl)-1,2,3,4,4a,12a-hexahydrobenzimidazo[2,1-b]quinazolin-11 (6H)-one. The compounds are also useful as bronchodilator agents, and certain compounds are also useful as tranquillizers and sedative/hypnotic agents. The compounds may be prepared by reacting an isatoic anhydride with a 2-organomercapto-hexahydrobenzimidazole or hexahydrocyclopentimidazole such as 3a,4,5,6,7,7a-hexahydro-2-mercaptomethyl-3H-benzimidazole.

Abstract: The invention discloses compounds of the class of 1-substituted-4,6-diaryl-pyrimidin-2(1H)-ones, e.g. 1-alkyl-4,6-diphenyl-pyrimidin-2(1H)-ones. The disclosure also includes the preparation of the pyrimidin-2(1H)-ones by oxidation of the corresponding dihydro derivatives and by cyclization of a dibenzoylmethane with an N-alkyl-urea. Utility as pharmaceutical agents such as tranquilizers, sleep-inducers and anti-inflammatory agents is also disclosed.