Abstract: 2,3-Unsaturated nitrogen-containing heterocyclic compounds with a 3-nitro group and a 2-heterocyclyl alkylamino group. The alkyl group of 2-position substituents is preferably interrupted by sulfur or oxygen. The compounds of the invention are preferably dihydropyrroles or tetrahydropyrridines or pyrimidines. The compounds of the invention are histamine H.sub.2 -receptor antagonists.
Type:
Grant
Filed:
December 2, 1981
Date of Patent:
September 20, 1983
Assignee:
Smith Kline & French Laboratories Limited
Abstract: The compounds are C.sub.2 -C.sub.8 straight chain alkanes terminally substituted, symmetrically or unsymmetrically, by N-(N'-substituted guanidino), N-(N',N"-disubstituted guanidino), N-(N'-substituted thioureido), N-(nitromethylene amidino) or S-(N-substituted isothioureido)groups. Two compounds of the invention are 1,3-bis-[N'-(2-(5-methyl-4-imidazolylmethylthio)ethyl)guanidino]propane and 1,3-bis-[S-(N-2-(5-methyl-4-imidazolylmethylthio)ethyl)isothioureido]p ropane. The compounds of this invention are inhibitors of H-2 histamine receptors.
Type:
Grant
Filed:
June 11, 1981
Date of Patent:
September 20, 1983
Assignee:
Smith Kline & French Laboratories Limited
Abstract: The compounds ##STR1## where R is hydrogen, alkyl, phenylalkyl or dialkylamino alkyl;R.sup.1 is hydrogen, alkyl or phenyl;X is --S-- or --NH--A is hydrogen, acyl, aroyl, alkyl or substituted alkyl in which the substituent is alkoxycarbonyl or phenylalkyl;n is 0, 1 or 2;or a pharmaceutically acceptable salt thereof are antihypertensive agents of the ACE inhibitor type.
Abstract: Novel antibacterially-active compound, 1,2,8,8a-cyclopropa[c]-benzo[1,2-b:-4,3-b']dipyrol-4(5H)one, prepared by a novel chemical process. This compound, as well as antibacterially-active intermediates, can be used to eradicate or control susceptible bacteria, for example, B. subtilis, K. pneumonia, S. lutea, S. aureus, and M. avium.
Abstract: This disclosure describes compounds of the formula ##STR1## where R.sub.1 represents hydrogen, fluoro, chloro, lower alkyl having 1 to 4 carbon atoms or lower alkoxy having 1 to 4 carbon atoms, andR.sub.2 represents hydroxy, andR.sub.3 and R.sub.4 each independently represent lower alkyl as defined above, orR.sub.3 and R.sub.4 together with N represent ##STR2## wherein n is 1, 2, or 3, andR.sub.5 and R.sub.6 each independently represent hydrogen or lower alkyl as defined above, andR.sub.7 represents lower alkyl as defined above,or a pharmaceutically acceptable acid addition salt thereof, which are useful as anti-diabetic agents, in particular as hypoglycemic agents and inhibiting or impeding postprandial hyperglycemia.
Abstract: New substituted [3,6-pyridazinediylbis(thio)]bis-[2,2-dimethylalkanoic acids] and derivatives which are useful as anti-arteriosclerotic agents are disclosed. These compounds elevate the high density lipoprotein fraction of cholesterol, and also lower the low density lipoprotein fraction of cholesterol.
Abstract: New 4-(substituted-.alpha., .alpha.-dimethyl-1-piperazine pentanoic acids and derivatives which are useful as anti-arteriosclerotic agents are disclosed. These compounds elevate the high density lipoprotein fraction of cholesterol, and also lower the low density lipoprotein fraction of cholesterol.
Abstract: What are disclosed are 1,4-benzodiazepines, having a carbamoyloxyamino group, of the following formula I ##STR1## tautomers thereof of the following formula IA ##STR2## physiologically tolerated salts thereof, said compounds having an anxiolytic action without sedating, a process for the preparation of these new compounds, pharmaceutical agents which contain the active compounds, and methods for treating anxiety states with said compounds.
Abstract: The herbicide 1-(5-t-butylisoxazol-3-yl)-3,3-dimethylurea is prepared in high yield and high purity by a multiple-step process without the isolation of intermediate products.
Abstract: Process for the production of 4,6-diamino-5-cyano-3-aryl-isoxazole [5,4-b] pyridines having the formula: ##STR1## wherein (a) R.sup.1 and R.sup.2 are --H or (b) R.sup.1 is --Cl and R.sup.2 is --H, or (c) R.sup.1 is --CH.sub.3 and R.sup.2 is --H or (d) R.sup.1 is --NO.sub.2 and R.sup.2 is --H, or (e) R.sup.1 is --H and R.sup.2 is --NO.sub.2. 2-Amino-1-propane-1,1,3-tricarbonitrile having the formula: ##STR2## is reacted with a benzohydroxamino acid chloride having the formula: ##STR3## wherein R.sup.1 and R.sup.2 have the same meaning as above, in the presence of a strong base in at least a molar quantity.
Abstract: Compounds are disclosed of formula (I) ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl group; R.sub.2 represents a hydrogen atom or a methoxy group;X represents an oxygen or sulphur atom or an NH or NCH.sub.3 group;R.sub.3 represents a hydrogen atom, a trifluoromethyl or phenyl group or a hydrocarbon group having from 1 to 4 carbon atoms;R.sub.4 represents a hydrogen atom, a methyl or acetyl group or a hydrocarbon having from 1 to 4 carbon atoms, or R.sub.3 and R.sub.4 together represent a 3- or 4-membered carbon atom chain;Y represents an electron-withdrawing group such as a cyano, nitro, alkylsulphonyl or alkylsulprinyl group or a group of the formula COR.sub.5 wherein R.sub.5 represents an alkyl group having from 1 to 4 carbon atoms or a phenyl, alkoxy, amino or N-substituted amino group or R.sub.5 and R.sub.3 together represent a 2- or 3-membered carbon atom chain;R.sub.6 represents a hydrocarbon group having from 1 to 4 carbon atoms or a benzyl or phenethyl group; andR.sub.
Abstract: N-alkyl-N'-(2-aminoalkyl-4-thiazolylmethylthio)alkyl guanidines, thioureas, ethenediamines and related compounds, H.sub.2 -receptor antagonists, useful in inhibiting gastric acid secretion in mammals.
Abstract: The invention relates to new sulphonyl compounds of the general formula ##STR1## wherein X is a halogen atom, a phenoxy group, or an alkyl group or alkoxy group having 1-4 carbon atoms and substituted, if desired, with halogen;R.sub.1 is a cyano group, andR.sub.2 is an amino group which, if desired, may be substituted with halogen, with one or two alkenyl groups or alkynyl groups having 2-6 carbon atoms or with one or two alkyl groups having 1-6 carbon atoms, which alkyl groups, together with the nitrogen atom to which they are bound, may form a saturated heterocyclic ring, which ring may also contain a second hetero atom selected from the group consisting of nitrogen, oxygen and sulphur, or which alkyl groups may be substituted with an alkoxy group, having 1-4 carbon atoms, or with a dialkylamino group having 2-6 carbon atoms the alkyl groups of which, together with the nitrogen atom to which they are bound, may form a saturated heterocyclic ring;or whereinR.sub.1 and R.sub.
Type:
Grant
Filed:
January 19, 1981
Date of Patent:
April 5, 1983
Assignee:
Duphar International Research B.V.
Inventors:
Roelof van Hes, Arnoldus C. Grosscurt, Wouter Balk
Abstract: An intermediate product of the formula ##STR1## is reacted with NaOH or KOH at 50.degree.-110.degree. to produce 4-amino-6-hydroxy-3-aryl-isoxazolo [5,4-b] pyridine-5-carbonitrile.
Abstract: Processes for the preparation of the antiinflammatory agent piroxicam and intermediates leading thereto, the first of which comprises reacting N-methylsaccharin with (N-2-pyridyl)haloacetamides and alkyl haloacetates in the presence of a metal hydride to give, respectively, piroxicam and alkyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxides, intermediates which can be converted into piroxicam; and the second of which comprises reacting a novel alkyl 2-(2-methyl-3-hydroxy2,3-dihydro-1,2-benzisosulfonazol-3-yl)-2-haloacetate with a metal hydride to give alkyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxides, intermediates leading to piroxicam.
Abstract: N-Alkyl-N'-([2-(aminoalkyl)-4-thiazolylmethyl]thioalkyl) guanidines, thioureas, ethenediamines and related compounds, H.sub.2 receptor antagonists, useful in inhibiting gastric acid secretion in mammals.
Abstract: This invention relates to a process for preparing imidazolylalkylguanidines, in particular N-[3-(4-imidazolyl)propyl]-N'-[2-(5-methyl-4-imidazolylmethylthio)ethyl]gu anidine (impromidine) which has histamine H.sub.2 -agonist activity, to intermediates for use in this process and to processes for preparing these intermediates.
Type:
Grant
Filed:
June 3, 1981
Date of Patent:
March 1, 1983
Assignee:
Smith Kline & French Laboratories Limited
Abstract: Compounds of the formula: ##STR1## wherein M is hydrogen or sodium andR is hydrogen or ethylare useful as angiotensin I converting enzyme inhibitors.
Abstract: This invention relates to a process for producing triazoles which comprises effecting a mixture in an aqueous medium of at least one benzimidazolone and one or more nitrites and heating the mixture to temperatures ranging up to about 350.degree. C. while maintaining pressures at levels sufficient to keep effective amounts of water present for the reaction.
Abstract: This invention relates to a process for producing benzotriazoles which comprises effecting a mixture in an aqueous medium of at least one aromatic orthodiamine and one or more nitrites and heating the mixture to temperatures ranging up to about 350.degree. C. while maintaining pressures at levels sufficient to keep effective amounts of water present for the reaction.