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: Substituted pyrido[3,4-e]oxazine diones, e.g., 6-methyl-4,7-diphenyl-2H-pyrido[3,4-e]-1,3-oxazine-2,5-dione are useful as minor tranquilizers, sleep inducers and muscle relaxants.
Abstract: 2-amino-5-(substituted or unsubstituted phenylalkyl)-1,3,4-thiadiazoles, e.g., 2-amino-5-(3-trifluoromethylbenzyl)-1,3,4-thiadiazole, prepared, e.g., by ring closure, of corresponding 1-(substituted or unsubstituted phenylalkanoyl)-thiosemicarbazide in a strong acid medium. The compounds are useful as minor tranquilizers and sleep inducers.
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.
Type:
Grant
Filed:
June 25, 1975
Date of Patent:
October 11, 1977
Assignee:
Sandoz, Inc.
Inventors:
Goetz E. Hardtmann, Faizulla G. Kathawala
Abstract: Compounds of the formula ##STR1## wherein R is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms,R' is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms,R.sub.1 is alkyl of 1 to 4 carbon atoms,R.sub.2 is hydrogen, chloro or bromo, andR.sub.3 is hydrogen, --CO--R.sub.4 or cyano,Wherein R.sub.4 is alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 3 carbon atoms, ##STR2## OR AMINO, WHEREIN EACH X is independently alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or halo or two X's on adjacent carbon atoms together are methylenedioxy, with the proviso that the ortho positions of the phenyl ring are free of halo substituents, andn is 0, 1, 2 or 3,And the pharmaceutically acceptable acid addition salts thereof,Are useful as anti-obesity and anti-diabetic agents. The compounds wherein R.sub.2 is hydrogen and R.sub.3 is alkylcarbonyl, benzoyl or substituted benzoyl are synthesized from ketoketenimines and amidines while those wherein R.sub.
Type:
Grant
Filed:
April 5, 1976
Date of Patent:
October 4, 1977
Assignee:
Sandoz, Inc.
Inventors:
William R. Simpson, Robert J. Strohschein
Abstract: 1-(p-alkanoylphenyl) alkanols, e.g., 1-(p-acetophenyl)-2,2-dimethylpropanol, are prepared from p-alkanoylphenyl Grignard reagents and alkyl and aryl aldehydes or acyl or aroyl halides and are useful as hypolipidemic and anti-diabetic agents.
Abstract: This disclosure describes novel compounds of the formula ##STR1## where R.sub.1 is straight chain lower alkyl, andR.sub.2 and R.sub.3 independently represent hydrogen or lower alkyl or together with N represent ##STR2## where X is CH.sub.2, O or N--CH.sub.3, andR.sub.4 is hydrogen, halo having an atomic weight of about 19 to 36 or lower alkoxyWhich are useful as hypolipidemic agents.
Abstract: 2-Alkyl-5-phenethyl-4-oxazolecarboxylic acids, esters and carbonyl halides are disclosed, which are useful as intermediates in the preparation of known benzocycloheptaoxazoles.
Abstract: The present invention relates to indazole derivatives of formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 3 carbon atoms,R.sub.2 is hydrogen, halogen, hydroxy, or alkyl, alkoxy or alkylthio of 1 to 3 carbon atoms, andR.sub.3 is hydrogen, halogen, alkyl or alkoxy of 1 to 3 carbon atoms, or hydroxy, andA is dimethylene or trimethylene, wherein one hydrogen atom may be replaced by hydroxyl or alkyl of 1 to 3 carbon atomsUseful as anti hypertensive agents.
Abstract: Imidazo isoindoles, e.g. 5-(p-chlorophenyl)-5-hydroxy-2,3-dihydro-5H-imidazo[2,1a]isoindol, may be prepared by treating a corresponding 2-benzoyl benzoic acid with a substituted ethylene diamine, and treating a resulting intermediate first with concentrated acid and then with base. The products are active as anorexic agents.
Abstract: Substituted and unsubstituted ethanodibenzoindoles, for example, 3-chloro-1-methyl-1,2-dihydro-6,10b-ethanodibenzo[cd,g] indole, are prepared by cyclizing and reducing N-naphthylbenzamides and are useful as anti-inflammatory agents.
Abstract: Bis-p-pivaloyl benzylamines, e.g. 4',4'"-[(N,N'-dimethyl-1,2-ethanediyldiimino)dimethylene]bis(pivalophenone ) are prepared by treating a sym-dimethylethylenediamine with a corresponding .alpha.-halo-p-pivaloyl toluene and are useful as hypolipidemic agents.
Abstract: Substituted and unsubstituted .alpha.-t-butyl-p-xylene-.alpha.,.alpha.'-diols, e.g., .alpha.-t-butyl-p-xylene-.alpha.,.alpha.'-diol, are prepared from the corresponding 4-pivaloyl-benzyl alcohols and are useful as hypolipidemic agents.
Abstract: Disclosed are compounds of the class of quinolines substituted at the 2-, 3- or 4-position by an amino function bearing a hydroxyalkyl nitrate moiety, e.g. 4-(2-hydroxyethylpiperazino)-quinoline nitrate. The compounds have various pharmacological activities in animals and are useful, for example, as hypotensive and anti-anginal agents. Also disclosed are the corresponding hydroxy intermediates which are useful in preparation of the nitrates and also as hypotensive and anti-anginal agents.
Abstract: Bis-substituted benzyl methanamines, e.g. 1-bis(p-pivaloylbenzyl)methanamine are prepared by hydrolyzing a corresponding N-[bis(p-pivaloylbenzyl)methyl]carbamic acid, alkyl ester and are useful as hypolipidemic agents.
Abstract: The compounds are 4-naphthyl-4-lower alkyl substituted-2-oxygenated-2-butenes, or butanes; the naphthyl position may be unsubstituted or 6-substituted, e.g., 2-(6-methoxynaphthyl)-2-penten-4-ol, and are useful as pharmaceuticals.
Abstract: 2,4-Disubstituted-4b,5,6,7,8,8a,9,10-octahydro-9-oxo-phenanthrenes e.g., 2,4-dimethoxy-4b,5,6,7,8,8a,9,10-octahydro-9-oxo-phenanthrene are useful as hypolipidemic agents.
Abstract: Disclosed are compounds of the class 1-phenyl-2,3-butadien-1-ol e.g. 2-(p-biphenyl)-3,4-pentadien-2-ol, which are useful by reason of their pharmacological activity in animals, e.g., as anti-inflammatory agents and tranquilizers. Said compounds can be prepared, e.g., by reduction of a corresponding 4-substituted-1-phenyl-2-butyne-1-ol with a complex hydride such as lithium aluminum hydride.
Abstract: Substituted or unsubstituted isoxazolyl benzoic acids, e.g. o-(4-methyl-3-phenylisoxazol-5-yl)benzoic acid, are prepared by dehydrating a corresponding 5-hydroxy-2-isoxazolin-5-yl benzoic acid, and are useful as hypolipidemic agents.