Abstract: Process and novel intermediates for preparing 9-(1,3-dihydroxy-2-propoxymethyl)guanine and 2,6-diamino-9-(1,3-dihydroxy-2-propoxymethyl)purine and certain esters thereof. The present process and intermediates reduce the number of reaction steps to prepare these compounds as compared to prior processes. The products are useful as antiviral agents.
Type:
Grant
Filed:
February 23, 1984
Date of Patent:
November 4, 1986
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Julien P. H. Verheyden, John C. Martin, Daniel P. C. McGee
Abstract: This invention covers a compound of the formula ##STR1## wherein R is hydrogen, lower alkyl or a pharmaceutically acceptable, non-toxic salt of a compound wherein R is hydrogen; and X is hydrogen, halo, trifluoromethyl, lower alkyl or lower alkoxy; and the wavy lines represent the .alpha. or .beta. configuration with the proviso that when one wavy line is .alpha. the other is .beta..
Type:
Grant
Filed:
July 31, 1984
Date of Patent:
October 21, 1986
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Gary F. Cooper, John A. Edwards, Albert R. Van Horn
Abstract: The method disclosed herein allows for the pretreatment of organisms, suspected of being a material of interest, prior to performing an assay for a determination thereof. The method comprises contacting the organism in an aqueous medium with a composition comprising (1) an enzyme capable of hydrolyzing bonds between N-acetylglucosamine and N-acetylmuramic acid and (2) a chelating agent, in amounts and under conditions sufficient to produce a homogeneous suspension of the organism of interest in the aqueous medium but insufficient to produce lysed cells or spheroplasts. The method and composition are particularly applicable to the pretreatment of cells of gram negative bacteria such as, for example, N. gonorrhoeae, and of chlamydia.
Type:
Grant
Filed:
November 4, 1983
Date of Patent:
October 14, 1986
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Gordon R. Whiteley, Cynthia G. Pritchard, Sharon S. Barrett
Abstract: Conjugates of heavy atoms containing analytes or their analogs and fluorescent molecules are covalently bonded to macromolecular supports to minimize the interference of fluorescence during assays, due to non-specific binding of serum proteins to the conjugate.
Abstract: A swivel connector for an illuminated dental handpiece, such as a high speed or low speed handpiece or scaler, etc., permits easy rotatability and disconnectability and has good light transmission, due to the gap in the light path at the swivel being filled with water, and the use of a "nested" spring clip and bearing race minimizing friction and size.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently --H or lower alkoxy;R.sub.3 and R.sub.4 are each independently lower alkyl; andR.sub.5 and R.sub.6 are each --OCH.sub.3, or together form --OCH.sub.2 O-- or --OCH.sub.2 CH.sub.2 O--and pharmaceutically acceptable acid addition salts thereof are calcium channel blockers useful for treating cardiovascular disorders including angina, hypertension and congestive heart failure.
Type:
Grant
Filed:
December 2, 1985
Date of Patent:
September 23, 1986
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Robin Clark, Joseph M. Muchowski, Fang-Ting Chiu, John O. Gardner, Jacob Berger
Abstract: Novel 5-aroyl-6-methylthio-, 6-methylsulfinyl-, or 6-methylsulfonyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acids represented by the formulas ##STR1## and the pharmaceutically acceptable, non-toxic esters and salts thereof, whereinR.sub.1 is lower alkylthio, lower alkylsulfinyl, or lower alkylsulfonyl;R.sub.2 is hydrogen, hydroxy, lower alkyl, vinyl, cyclohexyl, cyclopropyl, lower alkoxy, fluoro, chloro, bromo, trifluoromethyl, trifluoromethoxy, nitro, amino, lower alkylcarbonylamino, lower alkylthio, lower alkylsulfonyl, or lower alkylsulfinyl;X is oxygen, sulfur, N--R.sub.3 where R.sub.3 is hydrogen or lower alkyl.This invention describes intermediates of the process and the process for the production of these compounds and their pharmaceutically acceptable non-toxic salts and pharmaceutical composition thereof. The claimed compounds are useful as anti-inflammatories and analgesics in mammals.
Abstract: Compounds useful as antiviral agents are defined by the following formula: ##STR1## and the pharmaceutically acceptable acid addition salts thereof wherein R.sup.1 and R.sup.2 are both --C(O)R.sup.7 wherein R.sup.7 is 1-adamantyl;R.sup.3 is amino;(a) R.sup.6 is hydrogen or amino and R.sup.4 together with R.sup.5 is a bond; or(b) R.sup.5 together with R.sup.6 is a keto group and R.sup.4 is hydrogen.
Abstract: Compounds useful as antiviral agents are defined by the following formula: ##STR1## wherein R.sup.1 is hydrogen, --C(Y)OR.sup.7 or --C(O)NHR.sup.7 wherein R.sup.7 is alkyl of one to twelve carbon atoms, alkenyl of two to twelve carbon atoms, cyclopentyl, cyclohexyl, phenyl or benzyl;R.sup.2 is --C(Y)OR.sup.7 or --C(O)NHR.sup.7 wherein R.sup.7 is as defined above;Y is oxygen or sulfur;R.sup.3 is hydrogen, halo, thio, lower alkylthio of one to six carbon atoms, azido, NR.sup.9 R.sup.10 wherein R.sup.9 and R.sup.10 are independently hydrogen or lower alkyl of one to six carbon atoms or --NHC(O)R.sup.8 wherein R.sup.8 is hydrogen, alkyl of one to nineteen carbon atoms or 1-adamantyl; and(a) R.sup.6 is hydrogen, halo, lower alkoxy of one to six carbon atoms, azido, thio, lower alkylthio of one to six carbon atoms, --NR.sup.9 R.sup.10 wherein R.sup.9 and R.sup.10 are as defined above or --NHC(O)R.sup.8 wherein R.sup.8 is as defined above and R.sup.4 together with R.sup.5 is a bond; or(b) R.sup.5 together with R.
Abstract: Chloramphenicol derivatives are provided for use in the preparing of antigen conjugates for the production of antibodies specifically for chloramphenicol. Specifically, the aryl amino group is derivatized to introduce a non-oxo-carbonyl group which is used for amide formation with an antigen. The conjugate is then injected into a vertebrate for production of antisera which is isolated in conventional ways and find particular use in competitive protein binding assays.
Type:
Grant
Filed:
September 27, 1985
Date of Patent:
August 26, 1986
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Pyare Khanna, Evan S. Snyder, Prithipal Singh
Abstract: Compounds useful in treating cardiovascular disorders such as thrombosis, hypertension, and atherosclerosis are compounds depicted in formulas (1), (2), and (3): ##STR1## wherein: n is 2 or 3;R.sub.1 is CH.sub.2 OH, CHO, CO.sub.2 R or CO.sub.2 H;R.sub.2 is hydrogen or methyl; andR.sub.3 is linear or branched alkyl having 5-10 carbon atoms, ##STR2## optionally substituted with lower alkyl, lower alkoxy, trifluoromethyl, or halogen,in whicha is 0, 1 or 2;b is 3-7;m is 1 or 2; andR is ##STR3## in which each R.sub.4 is independently hydrogen or lower alkyl having 1-6 carbon atoms,and the pharmaceutically acceptable, non-toxic salts and esters thereof.
Type:
Grant
Filed:
March 27, 1985
Date of Patent:
August 26, 1986
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Arthur F. Kluge, Anthony L. Willis, Counde O'Yang
Abstract: Chloramphenicol derivatives are provided for use in the preparing of antigen conjugates for the production of antibodies specifically for chloramphenicol. Specifically, the aryl amino group is derivatized to introduce a non-oxo-carbonyl group which is used for amide formation with an antigen. The conjugate is then injected into a vertebrate for production of antisera which is isolated in conventional ways and find particular use in competitive protein binding assays.
Type:
Grant
Filed:
November 30, 1984
Date of Patent:
August 26, 1986
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Pyare L. Khanna, Evan S. Snyder, Prithipal Singh
Abstract: A method for enhancing the immunogenicity of an antigen is emulsifying it with a polyoxypropylene-polyoxyethylene block polymer, a glycol ether-based surfactant, a metabolizable non-toxic oil, isoosmotic saline, and an immunopotentiating amount of an immunostimulating glycopeptide.
Abstract: Combinations of 9-(1,3-dihydroxy-2-propoxymethyl) guanine or a pharmaceutically acceptable salt thereof, with .beta.-interferon show a surprisingly high degree of synergism in their activity against viral infections.
Abstract: Novel 4-substituted-5-hydroxymethyl-1,2-cyclopentanediols or 1-cyclopentanol substituted at the 3-position by various heterocyclic groups are useful as antiviral agents.
Type:
Grant
Filed:
April 30, 1985
Date of Patent:
August 12, 1986
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Julien P. H. Verheyden, John C. Martin, G. V. Bindu Madhaven, Daniel P. C. McGee, Ernest J. Prisbe
Abstract: Carbonyl derivatives of acetaminophen are provided for use in homogeneous enzyme immunoassays for acetaminophen. The derivatives are conjugated to antigenic substances for the preparation of antisera specific to acetaminophen, and to enzymes for the preparation of enzyme conjugates which compete with acetaminophen for antibody binding sites in a typical assay.
Abstract: The compounds 9-(1,3-dihydroxy-2-propoxymethyl)guanine and the pharmaceutically acceptable salts thereof are useful as antiviral agents. The compound 1,3-dibenzyloxy-2-acetyloxy-methoxypropane is useful as an intermediate for the preparation of 9-(1,3-dihydroxy-2-propoxymethyl)guanine.