Abstract: This application relates to novel immunological adjuvant compounds of the formula: ##STR1## wherein each of R and R.sup.1 are the same or different and are hydrogen or an acyl radical; R.sup.2 is an unsubstituted or substituted alkyl radical, or an unsubstituted or substituted aryl radical; R.sup.6 is an alkyl radical X is an aminoacyl moiety; and Y is D-isoasparagine or D-isoglutamine.
Type:
Grant
Filed:
April 26, 1976
Date of Patent:
April 4, 1978
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Gordon H. Jones, John G. Moffatt, John J. Nestor, Jr.
Abstract: Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: ##STR1## where R is a lower alkyl group having 1 to 4 carbon atoms; R.sup.1 is --SOR.sup.2, --SO.sub.2 R.sup.2, --SCN, --SR.sup.5, --OR.sup.5 or M'(CH.sub.2).sub.n MR.sup.7 where M and M' are independently O, S, ##STR2## R.sup.7 is lower alkyl having 1 to 4 carbon atoms or aryl, and n is 1-4; R.sup.2 is lower alkyl having from 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, lower alkenyl or lower alkynyl having 3 to 6 carbon atoms, or aralkyl or aryl; andR.sup.5 is lower alkenyl, lower alkynyl, or aralkyl. The R.sup.1 substitution is at the 5(6)-position.The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.
Type:
Grant
Filed:
October 4, 1976
Date of Patent:
March 21, 1978
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Colin C. Beard, John A. Edwards, John H. Fried
Abstract: Compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each independently phenyl, phenyl straight chain lower alkyl or phenyl straight chain lower alkenyl or one of the above substituted in the phenyl ring with one or more substituents independently selected from the group consisting of lower alkyl of from one to four carbon atoms, halo and trifluoromethyl; X is oxygen or sulfur; n is an integer of from 1 to 8 with the proviso that n is not 1 when R.sup.1 is phenyl or substituted phenyl; and the antimicrobial acid addition salts thereof are useful as antifungal, antibacterial and antiprotozoal agents.
Abstract: A process for the preparation of calcium salts of .alpha.-ketocarboxylic acids comprising reacting an .alpha.-ketocarboxylic acid with an amine, to afford a salt, said salt being soluble in the reaction medium, treating said salt with a source of calcium ion to afford the calcium salt of the .alpha.-ketocarboxylic acid, said salt being substantially insoluble in said reaction medium, and isolating said calcium salt from the reaction medium. This process is especially useful for the preparation of calcium salts of .alpha.-keto analogues of essential .alpha.-amino acids.
Abstract: Polyurethane plastics having improved smoke supression properties due to the incorporation therein of small amount of dicyclopentadienyl iron, or derivatives thereof, in chemically uncombined form. The improved polyurethane plastics are prepared by simple physical admixture of the dicyclopentadienyl iron, or derivatives thereof, in the plastic.
Abstract: A position sensitive detector including a curved detector housing having a hollow detector chamber therein, the housing having an elongate opening in the curved side wall thereof and an x-ray transmissive material adjacent thereto to render the detector chamber air-tight, a back cathode plane comprising a plurality of spaced cathode conductors on an insulator support and at least one curved anode wire, extending at least substantially transverse to the back cathode plane, disposed within the detector chamber in the path of x-rays entering through the elongate opening. Each anode wire, which is mechanically supported only at the ends thereof, is caused, during operation of the detector, to be supported in planar arcuate form solely by electrostatic forces. During operation of the detector, the chamber is filled with an ionizable gas and voltage is applied to the curved anode wire(s), thereby enabling detection of ionizing events occuring within the detector chamber.
Type:
Grant
Filed:
July 29, 1976
Date of Patent:
February 28, 1978
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Robert A. Sparks, George B. Rothbart, Roger N. Samdahl
Abstract: Carbalkoxythioureidobenzene derivatives represented by the following formula: ##STR1## where R is a lower alkyl group having 1 to 4 carbon atoms; R.sup.1 is --SR.sup.2, --SOR.sup.2, --SO.sub.2 R.sup.2, --OR.sup.2, --SCN, --SC(O)NR.sup.3 R.sup.4, or --M'(CH.sub.2).sub.n MR.sup.7 where n is 1-4; R.sup.2 is lower alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, lower alkenyl or lower alkynyl having 3 to 6 carbon atoms, aralkyl or aryl, provided that when R.sup.1 is --SO.sub.2 R.sup.2, R.sup.2 is not aralkyl or phenyl; R.sup.3 and R.sup.4 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms; Y is amino, nitro, acylamino where the acyl portion has 1 to 6 carbon atoms, --NHC(O) (CH.sub.2).sub.m COOH where m is 1-6, or --NHC(S)NHCOOR; M and M' are independently O, S or ##STR2## and R.sup.7 is lower alkyl having 1 to 4 carbon atoms or aryl. The R.sup.1 substitution is either at the 4- or 5-position.
Type:
Grant
Filed:
January 18, 1974
Date of Patent:
February 7, 1978
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Colin C. Beard, John A. Edwards, John H. Fried
Abstract: Diploid porcine embryonic cell strains, method of growing same from porcine embryonic tissue, culturing and subculturing said diploid cell strains, and preparing a virus vaccine (exemplary of the virus vaccine thus prepared is a porcine transmissible gastroenteritis virus vaccine) from said diploid cell strain cultures. A novel nutrient growth medium composition for culturing and subculturing by serial subcultivation is also disclosed.
Abstract: The novel compounds 6,11-dihydrodibenzo[b.e.]-thiepin-11-one-3-acetaldehyde and (dl) 2(6,11-dihydrodibenzo-[b.e.]-thiepin-11-one-3-yl)propionaldehyde, certain dialkyl- and cyclic acetals thereof, and processes and novel intermediates for making same.
Abstract: An inhalation device having an elongate housing having a passageway for the movement of air therethrough. The passageway terminates in an emptying chamber adjacent that end of the housing which is adapted for insertion into the mouth or nasal passages of a user thereof. The housing has means for receiving and opening a container holding a unit dose of powdered medicament for administration. The opening means includes first means for placing the interior of the opened capsule in communication with the atomosphere and second means for placing the interior of the opened capsule in communication with the emptying chamber via the passageway in the housing. During inhalation, air drawn through the first means causes the powdered medicament to be expelled from the container through the second means, the passageway and the emptying chamber into the nose, throat or lungs of the user where beneficial or therapeutic action of the medicament occurs.
Abstract: Novel, topically-active anti-inflammatory steroids are represented by the formula ##STR1## wherein X is fluoro, chloro or hydrogen; X.sup.1 is fluoro, chloro, bromo, or hydrogen; X.sup.2 is hydroxy or may be chloro when X.sup.1 is chloro; and X.sup.3 and X.sup.4 are independently fluoro, chloro or bromo. These steroids are prepared by formylating at the 21-position a 16.alpha.,17.beta.-isopropylidenedioxypregna-1,4,9(11)-triene-3,20-dione or the corresponding 21-fluoro compound, halogenating at the 21 position, deformylating, then reacting to add the desired components at the 9.alpha. and 11.beta. positions.
Type:
Grant
Filed:
August 2, 1976
Date of Patent:
December 27, 1977
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Tsung-tee Li, Michael Marx, Lewis J. Throop
Abstract: Processes and intermediates for preparing 1-alkylamino-3-(5-substitutedaminocarbonylthiazol-2-yloxy)-2-propanols and 5-(5-substitutedaminocarbonylthiazol-2-yloxymethylene)-N-alkyloxazolidine and 2-substituted oxazolidine derivatives thereof and intermediates therefore. The present processes, and intermediates, reduce the number of transformations necessary to produce these products as compared with the prior processes. The products are useful to treat abnormal heart conditions and/or hypertension in mammals. The intermediates are 2-alkylsulfinyl-5-substitutedaminocarbonylthiazoles and 2-alkylsulfonyl-5-substitutedaminocarbonylthiazoles.
Type:
Grant
Filed:
July 19, 1976
Date of Patent:
December 20, 1977
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Belig M. Berkoz, Brian Lewis, Joseph M. Muchowski
Abstract: Esters of 6,11-dihydrodibenzo-[b.e.]-thiepin-11-ones of the formula: ##STR1## wherein R is hydrogen or methyl and R.sup.1 is --CH.sub.2 --CH(OH)--CH.sub.2 OH, ##STR2## where Y is either O or S, or ##STR3## where R.sup.2 and R.sup.3 are independently hydrogen, alkyl having 1 to 6 carbon atoms, phenyl or benzyl or together R.sup.2 and R.sup.3 form an alkylene bridge having 4, 5 or 6 carbon atoms, and processes for the production thereof.
Abstract: 21-Cyclic acetals of steroids of the corticoid series are prepared from the corresponding 21-hydroxy steroids. The products have utility as anti-inflammatory agents.
Abstract: 1-Alkylamino-3-(5-alkynylaminocarbonylthiazol-2-yloxy)-2-propanol; 5-(5-alkynylaminocarbonyl-thiazol-2-yloxymethylene)-N-alkyloxazolidine and/or 2-substituted oxazolidine derivatives thereof, and methods of making such compounds. The compounds exhibit cardiovascular activity and are useful in the treatment of abnormal heart conditions in mammals. The compounds are also useful in the treatment of hypertension in mammals. The 5-(5-alkynyl-aminocarbonylthiazol-2-yloxymethylene)-N-alkyloxazolidines and derivatives are also intermediates for the 1-alkylamino-3-(5-alkynylaminocarbonylthiazol-2-yloxy)-2-propanols. The 1-alkylamino-3-(5-alkynylaminocarbonylthiazol-2-yloxy)-2-propanols can be prepared by base or acid hydrolysis of the corresponding 5-(5-alkynylaminocarbonylthiazol-2-yloxymethylene)-N-alkyloxazolidine or derivative; or by treatment of the corresponding 3-(5-alkynylaminocarbonylthiazol-2-yloxy)-2,3-epoxypropane with the desired alkylamine.
Type:
Grant
Filed:
July 19, 1976
Date of Patent:
December 20, 1977
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Belig M. Berkoz, Brian Lewis, Stefan H. Unger
Abstract: 1-Alkylamino-3-(5-carbocyclicalkylaminocarbonylthiazol-2-yloxy)-2-propanol; 5-(5-carbocyclicalkylaminocarbonylthiazol-2-yloxymethylene-N-alkyloxazolid ine and/or 2-substituted oxazolidine derivatives thereof, and methods of making such compounds. The compounds exhibit cardiovascular activity and are useful in the treatment of abnormal heart conditions in mammals. The compounds are also useful in the treatment of hypertension in mammals. The 5-(5-carbocyclicalkylaminocarbonylthiazol-2-yloxymethylene)-N-alkyloxazoli dines and derivatives are also intermediates for the 1-alkylamino-3-(5-carbocyclicalkylaminocarbonylthiazol-2-yloxy)-2-propanol s. The 1-alkylamino-3-(5-carbocyclicalkylaminocarbonylthiazol-2-yloxy)-2-propanol s can be prepared by base or acid hydrolysis of the corresponding 5-(5-carbocyclicalkylaminocarbonylthiazol-2-yloxymethylene)-N-alkyloxazoli dine or derivative; or by treatment of the corresponding 3-(5-carbocyclicalkylaminocarbonylthiazol-2-yloxy)-2,3-epoxypropane with the desired alkylamine.
Type:
Grant
Filed:
July 19, 1976
Date of Patent:
December 20, 1977
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Brian Lewis, Stefan H. Unger, Karl G. Untch
Abstract: 1-Alkylamino-3-(5-alkenylaminocarbonylthiazol-2-yloxy)-2-propanol; 5-(5-alkenylaminocarbonylthiazol-2-yloxymethylene)-N-alkyloxazolidine and/or 2-substituted oxazolidine derivatives thereof, and methods of making such compounds. The compounds exhibit cardiovascular activity and are useful in the treatment of abnormal heart conditions in mammals. The compounds are also useful in the treatment of hypertension in mammals. The 5-(5-alkenylaminocarbonylthiazol-2-yloxymethylene)-N-alkyloxazolidines and derivatives are also intermediates for the 1-alkylamino-3-(5-alkenylaminocarbonylthiazol-2-yloxy)-2-propanols. The 1-alkylamino-3-(5-alkenylaminocarbonylthiazol-2-yloxy)-2-propanols can be prepared by base or acid hydrolysis of the corresponding 5-(5-alkenylaminocarbonylthiazol-2-yloxymethylene)-N-alkyloxazolidine or derivative; or by treatment of the corresponding 3-(5-alkenylaminocarbonylthiazol-2-yloxy)-2,3-epoxypropane with the desired alkylamine.
Type:
Grant
Filed:
July 19, 1976
Date of Patent:
December 20, 1977
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Belig M. Berkoz, Brian Lewis, Stefan H. Unger
Abstract: 2-(5H-Dibenzo[a,d]cyclohepten-5-on-2-yl) acetic, propionic and butyric acid, and esters and salts thereof, are prepared by oxidation of non-ketonic intermediates.
Abstract: Compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each independently alkyl, cyclohexyl substituted with from one to three lower alkyl groups, or a group of the formula ##STR2## WHEREIN M IS AN INTEGER OF FROM 0 TO 3 AND P IS AN INTEGER OF FROM 1 TO 3; X is sulfur or oxygen; n is an integer of from 1 to 8; and the antimicrobial acid addition salts thereof are useful as antifungal, antibacterial and antiprotozoal agents.
Abstract: Novel 1-[.beta.-(R-thio)phenethyl]-imidazoles and the corresponding 1-[.beta.-(R-sulfinyl)phenethyl]imidazoles and 1-[.beta.-(R-sulfonyl)phenethyl]imidazoles wherein R is alkyl, alkenyl, aralkenyl, substituted aralkenyl, alkynyl, cycloalkyl, cycloalkyl alkyl, aralkyl, substituted aralkyl, aryl or substituted aryl; and the antimicrobial acid addition salts thereof, are useful as antifungal, anti-bacterial and anti-protozoal agents.