Plural Nitrogens In The Hetero Ring Patents (Class 540/469)
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Patent number: 5608058Abstract: A process of preparing a purified crown compound is disclosed which comprises the steps of (a) dissolving a crown compound and a salt in an organic solvent to form a solution of a complex salt of a crown compound; (b) filtering the solution to obtain a filtrate; (c) adding water to the filtrate to produce a precipitate; and (d) filtering out the produced precipitate.Type: GrantFiled: February 1, 1994Date of Patent: March 4, 1997Assignee: Konica CorporationInventors: Shinri Tanaka, Yasuhiko Kawashima
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Patent number: 5594135Abstract: The present invention relates to a compound of the formula ##STR1## wherein X.sup.1, R.sup.1, R.sup.2, OP, R.sup.3, R.sup.4, R.sup.5, R.sup.6, and R.sup.0 are as described herein, and their pharmaceutically acceptable salts thereof carrying an acidic and/or basic substituent.The compound of formula I as well as their pharmaceutically acceptable salts inhibit DNA gyrase activity in bacteria and possess antibiotic, especially antibacterial activity against microorganisms and can be used in the control or prevention of infectious diseases.Type: GrantFiled: October 11, 1995Date of Patent: January 14, 1997Assignee: Hoffmann-La Roche Inc.Inventors: J urgen Geiwiz, Erwin G otschi, Paul Hebeisen, Helmut Link, Thomas L ubbers
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Patent number: 5580900Abstract: A compound of the formula: ##STR1## in which each R.sup.1 to R.sup.4 group is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkoxy-carbonyl, halo, hydroxy, nitro, cyano, trihalomethyl or optionally substituted phenyl, each R.sup.5 to R.sup.16 group is hydrogen or C.sub.1-4 alkyl, each Z', Z", Z'" and Z"" group is an alkylene radical, and X and Y are each --(CH.sub.2).sub.n -- or --(CH.sub.2).sub.m --A--(CH.sub.2).sub.p -- where A is --CH.dbd.CH--, optionally substituted phenylene or optionally substituted naphthalenyl, n is 2 to 10, and m and p are each 1 or 2, salts thereof, and intermediates for the production thereof.Type: GrantFiled: November 30, 1994Date of Patent: December 3, 1996Assignee: Lilly Industries LimitedInventors: Barry P. Clark, John R. Harris
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Patent number: 5574158Abstract: A compound of the formula: ##STR1## in which each R.sup.1 to R.sup.4 group is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkoxy-carbonyl, halo, hydroxy, nitro, cyano, trihalomethyl or optionally substituted phenyl, each R.sup.5 to R.sup.16 group is hydrogen or C.sub.1-4 alkyl, each Z', Z", Z'" and Z"" group is an alkylene radical, and X and Y are each --(CH.sub.2).sub.n -- or --(CH.sub.2).sub.m --A--(CH.sub.2).sub.p -- where A is --CH.dbd.CH--, optionally substituted phenylene or optionally substituted naphthalenyl, n is 2 to 10, and m and p are each 1 or 2, salts thereof, and intermediates for the production thereof.Type: GrantFiled: February 20, 1996Date of Patent: November 12, 1996Assignee: Lilly Industries LimitedInventors: Barry P. Clark, John R. Harris
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Patent number: 5559228Abstract: The present invention provides an efficient process of reacting a bis-indolyl acid of the Formula (II): ##STR1## wherein R.sup.1 is a hydrogen or C.sub.1 -C.sub.4 alkyl and R, X, and Y are optional substitutions; to produce a bis-indolyloxallic acid of the Formula (III): ##STR2## Compounds of the Formula (III) are readily converted to the bis-indolylmaleimides.Type: GrantFiled: March 30, 1995Date of Patent: September 24, 1996Assignee: Eli Lilly and CompanyInventors: James R. Gillig, Michael R. Jirousek
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Patent number: 5534622Abstract: The invention relates to rare earth cryptates consisting of at least one rare earth salt complexed by a macropolycyclic compound corresponding to one of formulae I or II below, in which:the ring ##STR1## is the N.sub.2 O.sub.4 macrocycle, the N.sub.2 O.sub.3 macrocycle or the bis--bipyridine macrocycle;Y is a spacer arm or group which consists of a divalent organic radical selected from linear or branched C.sub.1 to C.sub.20 alkylene groups optionally containing one or more double bonds and/or optionally being interrupted by one or more heteroatoms such as oxygen, nitrogen, sulfur or phosphorus, or from C.sub.5 to C.sub.8 cycloalkylene groups or C.sub.6 to C.sub.14 arylene groups, the said alkylene or arylene groups optionally being substituted by alkyl, aryl or sulfonate groups;Z is a functional group capable of bonding covalently with a biological substance;R is a methyl group or represents the group --Y--Z; andR' is hydrogen or a group --COOR", in which R" is a C.sub.1 to C.sub.Type: GrantFiled: June 5, 1995Date of Patent: July 9, 1996Assignee: Compagnie Oris Industrie, SAInventors: Jean-Marie Lehn, Gerard Mathis, Beatrice Alpha, Robert Deschenaux, Etienne Jolu
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Patent number: 5474743Abstract: A fluorescent ionophoric compound comprises a cryptand portion and a coumarin portion substituted at the 3-position with an electron withdrawing or polarizable group. The compound, which exhibits good photostability, can be incorporated into cation-sensing composite structures useful in biological and environmental testing, which can be used with conventional glass optics, by means of convenient points of covalent attachment.Type: GrantFiled: October 21, 1993Date of Patent: December 12, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: John E. Trend, Cary A. Kipke, Mitchell A. Rossman, Masao Yafuso, Sanjay L. Patil
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Patent number: 5457185Abstract: The invention relates to rare earth cryptates consisting of at least one rare earth salt complexed by a macropolycyclic compound corresponding to one of formulae I or II below, in which:the ring ##STR1## is the N.sub.2 O.sub.4 macrocycle, the N.sub.2 O.sub.3 macrocycle or the bis-bipyridine macrocycle;Y is a spacer arm or group which consists of a divalent organic radical selected from linear or branched C.sub.1 to C.sub.20 alkylene groups optionally containing one or more double bonds and/or optionally being interrupted by one or more heteroatoms such as oxygen, nitrogen, sulfur or phosphorus, or from C.sub.5 to C.sub.8 cycloalkylene groups or C.sub.6 to C.sub.14 arylene groups, the said alkylene or arylene groups optionally being substituted by alkyl, aryl or sulfonate groups;Z is a functional group capable of bonding covalently with a biological substance;R is a methyl group or represents the group --Y--Z; andR' is hydrogen or a group --COOR", in which R" is a C.sub.1 to C.sub.Type: GrantFiled: June 9, 1994Date of Patent: October 10, 1995Assignee: Societe Anonyme: Compagnie Oris IndustrieInventors: Jean-Marie Lehn, Geatrice Mathis, Beatrice Alpha, Robert Deschenaux, Etienne Jolu
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Patent number: 5405956Abstract: Low molecular weight cyclic oligomers of formula (I) ##STR1## in which n is an integer of 2 to 20, and each C in the oligomer is a radical of formula (II): ##STR2## and each X in the oligomer is --O--R--O-- or --S--R--S--, B and D are both carbonyl groups CO, or together represent a divalent radical of formula ##STR3## in which A.sub.1, A.sub.2, A.sub.3 A.sub.4, Ar.sub.1, Ar.sub.2 and Ar.sub.3 are selected from a variety of aromatic radicals, A.sub.1, A.sub.2, Ar.sub.3 and Ar.sub.4 also possibly being hydrogen, are useful in the production of high molecular weight, linear, polyketones, polyphthalazines and polyisoquinolines; the cyclic oligomers have low melt viscosities when heated above their softening temperatures and can be readily molded, whereafter they can be rings-open polymerized to form molded high molecular weight polymer products with excellent properties.Type: GrantFiled: March 1, 1994Date of Patent: April 11, 1995Inventors: Allan S. Hay, Kwok P. Chan
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Patent number: 5403572Abstract: The macrocyclic compounds of the following formula I and IV, defined herein and their salts with inorganic and/or organic bases, amino acids or amino acid amides are valuable diagnostic and therapeutic agents.Type: GrantFiled: March 15, 1994Date of Patent: April 4, 1995Assignee: Schering AktiengesellschaftInventors: Heinz Gries, Bernd Raduchel, Johannes Platzek, Hanns-Joachim Weinmann, Wolf-Rudiger Press, Ulrich Speck
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Patent number: 5374534Abstract: A method of preparing a 6-substituted D-luciferin ester suitable for use in the determination of pesticides by a bioluminescence method. The 6-substituted D-luciferin esters, such as 6-D-luciferin acetate, are prepared in a liquid solvent containing N-acetyl imidazole with D-luciferin and recovering as the reaction product 6-D-luciferin acetate.Type: GrantFiled: May 14, 1993Date of Patent: December 20, 1994Assignee: Charm Sciences, Inc.Inventors: Eliezer Zomer, Steven Saul, Stanley E. Charm
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Patent number: 5334371Abstract: The macrocyclic compounds of the following formula I and IV, defined herein and their salts with inorganic and/or organic bases, amino acids or amino acid amides are valuable diagnostic and therapeutic agents.Type: GrantFiled: July 6, 1992Date of Patent: August 2, 1994Assignee: Schering AktiengesellschaftInventors: Heinz Gries, Bernd Raduchel, Johannes Platzek, Hanns-Joachim Weinmann, Wolf-Rudiger Press, Ulrich Speck
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Patent number: 5271927Abstract: The conjugation of antibodies to a macrocyclic conjugate compound wherein the conjugate compound has the structure (I), wherein R.sup.1 is --(CH.sub.2).sub.p --R.sup.6 --CH.sub.2).sub.q -- where p and q are the same or different and are 0, 1 or 2, and --R.sup.6 -- is --((CH.sub.2).sub.n --, where n is 0 or 1, --NH--, --O--, --S-- or (II), R.sup.1 optionally being alkyl substituted, provided that neither p nor q is 0 unless R.sup.6 is --CH.sub.2 --; R.sup.2 are --CH.sub.2 CH.sub.2 -- or --CH.sub.2 CH.sub.2 CH.sub.2 --, optionally alkyl, alkoxyalkyl or hydroxyalkyl substituted; R.sup.3 are the same or different and are --H, alkyl, hydroxyalkyl, alkoxyalkyl, carboxyalkyl, carboxyalkyl ester, phosphate, sulphonate or phosphonate; R.sup.4 is one of the compounds of formula (III) optionally alkyl substituted, wherein R.sup.7 is --H, alkyl, hydroxyalkyl, or alkoxyalkyl provided that when R.sup.4 is (III d), R.sup.3 is not carboxyalkyl, R.sup.5 is a linker, and Ab is an antibody.Type: GrantFiled: March 18, 1993Date of Patent: December 21, 1993Assignee: Celltech LimitedInventors: David Parker, Thomas A. Millican
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Patent number: 5252733Abstract: Volatile .beta.-diketonate alkaline earth metal complexes useful in chemical vapor deposition (CVD) operations are formed using a cyclic ligand, such as a macrocyclic crown ether, to increase the degree of coordination and shielding around the individual metal ions in the diketonate structure. The resultant monomeric complexes readily volatize to give a chemically stable vapor.Type: GrantFiled: June 5, 1990Date of Patent: October 12, 1993Assignee: Air Products and Chemicals, Inc.Inventors: John A. T. Norman, Guido P. Pez
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Patent number: 5238936Abstract: The compounds are trisubstituted triazines and pyrimidines useful for the suppressing the resistance of tumour cells to anti-cancer agents and for suppressing the resistance of parasites to anti-parasitic agents.A compound disclosed is 2,4-diallylamino-6-{4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl) methylamino]piperidin-1-yl}-1,3,5-triazine.Type: GrantFiled: March 6, 1992Date of Patent: August 24, 1993Assignee: Adir et CompagnieInventors: Gilbert Regnier, Alain Dhainaut, Ghanem Atassi, Alain Pierre, Stephane Leonce
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Patent number: 5207985Abstract: Novel compounds and assay methods are provided for determining the presence of lithium in serum, plasma, urine or other sample without deproteinization. The novel compounds are water soluble derivatives of TMC-crownformazans and provide signal enhancement by increased absorbance of the dye-lithium complex over the dye anion.Type: GrantFiled: June 20, 1991Date of Patent: May 4, 1993Assignee: Syntex (U.S.A.) Inc.Inventors: Cheng-I Lin, Marcel Pirio
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Patent number: 5187103Abstract: A chromogenic cryptand found to be especially selective in the determination of lithium in blood of the general formula (I): ##STR1## where: n=1 or 2,R.sub.1 and R.sub.2, same or different, are hydrogen, lower alkyl, lower alkenyl, or lower alkylidene; andQ is a chromogenic moiety capable of providing a detectable response upon complexation of said compound with lithium ion and has the structure: ##STR2## wherein: X is CH, C--OH or N; and Z is p-nitrophenylazo, 2,4-dinitrophenylazo, 2,4,6-trinitrophenylazo, p-nitrostyryl, p-benzoquinonemonoimino, bis-(4-dimethylaminophenyl) hydroxymethyl, 3-phenylisothiazolyl-5-azo, thiazolyl-5-azo; or isothiazolyl-5-azo.A reagent composition and synthesis of a preferred chromogenic cryptand are also disclosed.Type: GrantFiled: January 31, 1991Date of Patent: February 16, 1993Assignee: Miles Inc.Inventors: Bronislaw P. Czech, Eddy Chapoteau, Anand Kumar
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Patent number: 5162508Abstract: The invention relates to rare earth cryptates consisting of at least one rare earth salt complexed by a macropolycyclic compound corresponding to one of formulae I or II below, in which:the ring ##STR1## is the N.sub.2 O.sub.4 macrocycle, the N.sub.2 O.sub.3 macrocycle or a bis-bipyridine macrocycle;Y is a spacer arm or group which consists of a divalent organic radical selected from linear or branched C.sub.1 to C.sub.20 alkylene groups optionally containing one or more double bonds and/or optionally being interrupted by one or more heteroatoms such as oxygen, nitrogen, sulfur or phosphorus, or from C.sub.5 to C.sub.8 cycloalkylene groups or C.sub.6 to C.sub.Type: GrantFiled: July 26, 1991Date of Patent: November 10, 1992Assignee: Compagnie Oris IndustrieInventors: Jean-Marie Lehn, Mathis Gerard, Beatrice Alpha, Robert Deschenaux, Etienne Jolu
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Patent number: 5162525Abstract: Novel fluorogenic and chromogenic three-dimensional ionophores are provided which selectively bond ions such as potassium, sodium, and lithium, even in neutral aqueous or alcohol media. The novel ionophores comprse an "ion-recognizing system" fused to a "signal-moiety" through one or more heteroatoms having a non-bonded electron pair. The signal-moieties are selected from the group consisting of fused ring heterocyclics, fused aromatics, and substituted aromatics having at least one nitro or azo moiety. The ion-recognizing system is a three-dimensional cryptand. The ionophores are ideal for the selective and direct termination of ions in biological or environmental samples and the like.Type: GrantFiled: July 31, 1987Date of Patent: November 10, 1992Assignee: Allied-Signal Inc.Inventors: Davakaran Masilamani, Mariann E. Lucas, George S. Hammond
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Patent number: 5136033Abstract: Novel fluorogenic ionophores have been synthesized which selectively bind ions such as potassium and sodium, even in neutral aqueous and alcoholic media and respond to such binding by fluorescence quenching or enhancement. These ionophores are ideal for the selective and direct determination of ions in biological or environmental samples and the like. The ionophores are also suitable for incorporation into fiber optic-based sensors for the continuous in vivo or in vitro monitoring of metal ions in blood or other biological fluids.Type: GrantFiled: August 24, 1987Date of Patent: August 4, 1992Assignee: Allied-Signal Inc.Inventors: Divakaran Masilamani, Mariann E. Lucas, George S. Hammond
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Patent number: 5134232Abstract: The invention discloses fluorescent chelator compounds that are especially useful to monitor and measure cytosolic concentrations of alkali metal cations such as Na.sup.+, K.sup.+, and Li.sup.+. The new compounds are comprised of: (1) crown ethers (that may or may not have substituent groups attached to the core carbons, but will always contain at least one core nitrogen) that are linked via the core nitrogen(s) to at least one (2) fluorophore that contains an additional heteroaromatic liganding center. In the currently preferred dye, SBFI, the core compound is crown ether 1,7-diaza-4,10,13-trioxacyclopentadecane and the heteroaromatic fluorophores are benzofurans that are linked to isophthalate groups. Selectivities for Na.sup.+ over K.sup.+ of about 20 are observed, resulting in effective dissociation constants for Na.sup.+ of about 20 mM against a background of 120 mM K.sup.+. Increasing [Na.sup.Type: GrantFiled: August 9, 1989Date of Patent: July 28, 1992Assignee: The Regents of the University of CaliforniaInventors: Roger Y. Tsien, Akwasi Minta
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Patent number: 5096831Abstract: The invention is reagents and procedures for determining an amount of cations present in a sample, the reagent including one or more chromogenic cryptand compounds of formula I ##STR1## wherein k and j, either same or different, are equal to 1 to about 5;m and n, either same or different, are equal to 0 to about 4;a and e, either same or different, are equal to 0 to about 2;b and d, either same or different, are equal to 0 to about 5;R, either same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, or aryl; and ##STR2## wherein X is CH, N or COH; andY includes ##STR3## except that when Q is ##STR4## wherein Y is p-nitrophenylazo, 3-phenylisothiazolyl-5-azo, isothiazolyl-5-azo, thiazolyl-5-azo, 2,4,6-trinitrophenylazo, p-nitrostyryl, p-benzoquinonemonoimino or bis-(p-dimethylaminophenyl)hydroxymethyl, then the following condition cannot be present: that simultaneously b is equal to 0 or 1, d is equal to 0 or 1, j is equal to 1, n is equal to 1 or 2, a is equal to 1, e is equal to 1Type: GrantFiled: May 13, 1991Date of Patent: March 17, 1992Assignee: Miles Inc.Inventors: Eddy Chapoteau, Bronislaw P. Czech, Carl R. Gebauer, Koon-Wah Leong, Anand Kumar
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Patent number: 5087696Abstract: A conjugate compound has the structure (I), wherein R.sup.1 is --(CH.sub.2).sub.p --R.sup.6 --(CH.sub.2).sub.q -- where p and q are the same or different and are 0, 1 or 2, and --R.sup.6 -- is --(CH.sub.2).sub.n --, where n is 0 or 1, --NH--, --O--, --S-- or (II), R.sup.1 optionally being alkyl substituted, provided that neither p nor q is 0 unless R.sup.6 is --CH.sub.2 --; R.sup.2 are --CH.sub.2 CH.sub.2 -- or --CH.sub.2 CH.sub.2 CH.sub.2 --, optionally alkyl, alkoxyalkyl or hydroxyalkyl substituted; R.sup.3 are the same or different and are --H, alkyl, hydroxyalkyl, alkoxyalkyl, carboxyalkyl, carboxyalkyl ester, phosphate, sulphonate or phosphonate; R.sup.4 is one of the compounds of formula (III) optionally alkyl substituted, wherein R.sup.7 is --H, alkyl, hydroxyalkyl, or alkoxyalkyl provided that when R.sup.4 is (III d), R.sup.3 is not carboxyalkyl, R.sup.5 is a linker, and Ab is an antibody.Type: GrantFiled: December 14, 1987Date of Patent: February 11, 1992Assignee: Celltech LimitedInventors: David Parker, Thomas A. Millican
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Patent number: 5064955Abstract: A process is disclosed for the non-chromatographic purification of chromogenic cryptahemispherands of the following general formula (II) which are capable of selective binding of sodium ion in aqueous solution: ##STR1## wherein: R, same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, aryl or benzyl;R', same or different, is lower alkyl, lower alkylidene, lower alkenyl, allyl, aryl or benzyl;R", same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, aryl or benzyl;Z is halogen;Y is electron withdrawing group, e.g. CN, NO.sub.2, CF.sub.3, COOR;m is 1 to 3;n is 1 to 3;a is 1 to 3;b is 1 to 3;k is 1 to 2;l is 1 to 2;k and l are not both 2; andx is 2 to 4.The compound of formula (II) is isolated from the reaction mixture by consecutive treatment of the crude reaction product with suitable solents in order to separate unreacted organic components, inorganic material, and polymers and provide a sodium-free final product.Type: GrantFiled: June 4, 1990Date of Patent: November 12, 1991Assignee: Technicon Instruments CorporationInventor: Bronislaw P. Czech
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Patent number: 5051367Abstract: Tetra-substituted aryl cyclic formazan dyes are useful in assaying for lithium. The dyes have the structure: ##STR1## in which X represents CN or NO.sub.2 ;Y represents CH.sub.2 CH.sub.2, CH.sub.2 CH.sub.2 CH.sub.2 or CH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 ; andR.sub.1, R.sub.2, R.sub.3 and R.sub.4 each independently represent butyl, halogen, alkoxy or NO.sub.2.Type: GrantFiled: August 14, 1989Date of Patent: September 24, 1991Assignee: Eastman Kodak CompanyInventors: Mary H. Delton, Shari L. Eiff
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Patent number: 5049666Abstract: Novel compounds and assay methods are provided for determining the presence of lithium in serum, plasma, urine or other sample without deproteinization. The novel compounds are water soluble derivatives of TWC-crownformazans and provide signal enhancement by increased absorbance of the dye-lithium complex over the dye anion.Type: GrantFiled: March 4, 1988Date of Patent: September 17, 1991Assignee: Syntex (U.S.A.) Inc.Inventors: Cheng-I Lin, Marcel Pirio
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Patent number: 5026913Abstract: An agent for imaging organs using a radioactive complex of a radioactive metal with a benzene ring having two 2-mercapto-2-methylpropylamino substitutents where one of these mercapto substituents is substituted with a hydrocarbyl group.Type: GrantFiled: August 30, 1990Date of Patent: June 25, 1991Assignee: Medi-Physics, Inc.Inventors: William J. McBride, Ronald M. Baldwin, Janice M. Kerr, Lisa M. Schultze, Nilda Salazar
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Patent number: 5011924Abstract: The present invention resides in the discovery of a new class of compounds defined herein as "chromogenic cryptahemispherands" useful for the measurement of ions, in particular, ions in aqueous solution, which have the structure ##STR1## wherein: R, same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl or aryl;R', same or different, is lower alkyl, lower alkylidene, lower alkenyl, allyl or aryl;R", same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl or aryl;Q is a chromogenic moiety capable of providing the appearance of or change in color, or which is otherwise capable of providing a detectable response in the presence of a particular cation;a, b, m and n, same or different, are 1 to about 3; and x, y, same or different, are 1 to about 4.A test device utilizing one or more of the compounds for performing such measurements is also disclosed.Type: GrantFiled: May 9, 1989Date of Patent: April 30, 1991Assignees: Technicon Instruments Corporation, The Regents of The University of CaliforniaInventors: Donald J. Cram, Eddy Chapoteau, Bronislaw P. Czech, Carl R. Gebauer, Roger C. Helgeson, Anand Kumar, Koon-Wah Leong
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Patent number: 5003065Abstract: New compounds are described of the formula: ##STR1## wherein Z is selected from ##STR2## each x is selected from ##STR3## n is an integer from 1-10; each Y is selected from hydrogen, --NH.sub.2, --COQ, --COOQ, --COONHQ, --COOH, --OH, W, halogen and Q; wherein each Q is independently selected from substituted and unsubstituted lower alkenyl and lower alkyl and wherein the substitutuents are selected from --NH.sub.2 halogen, --OH, and --COOH; D is selected from hydroxy, hydrogen and --NH.sub.2 ; and W is selected from ##STR4## wherein each R is independently selected from hydrogen and lower alkyl; R' is selected from ethylene, propylene, isopropylene and phenylene; M is selected from chlorine and hydroxy; A is selected from hydrogen, lower alkyl, lower alkenyl, cycloalkyl, and phenyl; (B) is selected from ##STR5## --CO--, --NHCO--, --O--, --COO--, --N.dbd.N--, or represents a confugate bond; L.sub.1 and L.sub.Type: GrantFiled: June 14, 1988Date of Patent: March 26, 1991Inventors: Carey Merritt, James Winkelman, Ruth Silberman-Hazony
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Patent number: 4994395Abstract: The invention is reagents and procedures for determining an amount of cations present in a sample, the reagent comprising(a) one or more chromogenic cryptand compounds of formula I ##STR1## wherein k and j, either same or different, are equal to 1 to about 5;m and n, either same or different, are equal to 0 to about 4;a and e, either same or different, are equal to 0 to about 2;b and d, either same or different, are equal to 0 to about 5;R, either same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, or aryl; and--Q-- is ##STR2## wherein X is CH, N, or COH; andY includes ##STR3## and (b) one or more interfering cation complexing compound masks.Type: GrantFiled: April 15, 1987Date of Patent: February 19, 1991Assignee: Technicon Instruments CorporationInventors: Eddy Chapoteau, Bronislaw P. Czech, Carl R. Gebauer, Koon-Wah Leong, Anand Kumar
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Patent number: 4960882Abstract: The invention relates to a composition of matter comprising compounds selected from the class consisting of ##STR1## and ##STR2## This process can be carried out in these ways: (A) as ligands in a liquid membrane phase for selectively; and competitively separating desired metal ions from mixtures with other ions in a separate source phase and transporting these ions to a separate receiving phase, with both of which the liquid membrane phase is in interfacial contact long enough to effect substantial removal of the desired ions from the source phase and transporting them to the receiving phase from which they are recovered, (B) as covalently bonded to silica gel supported in a column through which the multiple ion solution is first flowed, followed by receiving liquid, and (C) as ligand in an organic liquid filling pores or apertures in the wall of a hollow fiber in a bundle of hollow fibers on opposite sides of which flow the multiple ion solution and the receiving liquid.Type: GrantFiled: December 12, 1988Date of Patent: October 2, 1990Assignee: Brigham Young UniversityInventors: Jerald S. Bradshaw, Reed M. Izatt, Virginia B. Christensen
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Patent number: 4943570Abstract: Benzimidazole-2-sulfonamide and imidazopyridine-2-sulfonamide derivatives corresponding to the general formula: ##STR1## and their pharmaceutically acceptable salts in which: Z.sup.1 to Z.sup.4 represent a nitrogen atom or a substituted or unsubstituted carbon atom;R.sup.3 represents a hydrogen atom or an alkyl, aryl, heteroaryl, alkylaryl, hydroxyalkyl, alkylheteroaryl, mono-, bi- or tri-cycloalkyl, alkylamino, N-alkyl-alkylamino, alkylcarboxyalkyl, acyl, alkylthioalkyl, alkylsulfinylalkyl or alkylsulfonylalkyl, alkylthioaryl, alkylsulfinylaryl or alkylsulfonylaryl, alkylthioheteroaryl, alkylsulfinylheteroaryl or alkylsulfonylheteroaryl, alkylthioalkylaryl, alkylsulfinylalkylaryl or alkylsulfonylalkylaryl, alkylthioalkylheteroaryl, alkylsulfinylalkylheteroaryl or alkylsulfonylalkylheteroaryl, halogenoalkyl, cyanoalkyl, N-alkylaryl-alkylamino, N-alkyl-N-alkylaryl-alkylamino, N,N-dialkyl-alkylamino, alkylpiperazinyl, alkylpiperidinyl or alkylmorpholinyl radical;X represents --(CHR.sup.8).sub.n --(CHR.sup.9).Type: GrantFiled: April 28, 1989Date of Patent: July 24, 1990Assignee: Laboratorios Del Dr. Esteve, S.A.Inventors: Jordi F. Constansa, Juan P. Corominas, Augusto C. Pinol
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Patent number: 4927923Abstract: The invention relates to macropolycyclic rare earth complexes, namely cryptates which are useful as fluorescent tracers.Type: GrantFiled: September 20, 1985Date of Patent: May 22, 1990Assignee: Compagnie Oris IndustriesInventors: Gerard Mathis, Jean-Marie Lehn
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Patent number: 4900818Abstract: A process is disclosed for synthesizing large quantities of a compound of formula I ##STR1## wherein a solution of a compound of formula II ##STR2## is mixed with a solution of a compound of formula III ##STR3## under suitable process conditions, and wherein A, same or different, is N--R, O, S, CRR' or P(O)R, and R and R' are hydrogen, alkyl, alkylidene, aryl, tosyl, allyl or benzyl, and B is O.Compounds of formula I may be reduced to form an azacorand of formula IV ##STR4## wherein K and L, same or different, are N--R, O, S, CRR', or P(O)R, and R and R' are hydrogen, alkyl, alkylidene, aryl, tosyl, allyl or benzyl.Also disclosed in a compound of formula IV synthesized in accordance with the above procedure wherein K and L are not both O or S.Type: GrantFiled: March 6, 1989Date of Patent: February 13, 1990Assignee: Technicon Instruments CorporationInventor: Bronislaw P. Czech
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Patent number: 4859606Abstract: The present invention resides in the discovery of a class of compounds defined herein as "chromogenic cryptahemispherands" useful for the measurement of ions, in particular, ions in aqueous solution, which have the structure ##STR1## wherein: R, same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl or aryl;R', same or different, is lower alkyl, lower alkylidene, lower alkenyl, allyl or aryl;R", same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl or aryl;Q is a chromogenic moiety capable of providing the appearance of or change in color, or which is otherwise capable of providing a detectable response in the presence of a particular cation;a, b, m and n, same or different, are 1 to about 3; and x, y, same or different, are 1 to about 4.A test device utilizing one or more of the compounds for performing such measurements is also disclosed.Type: GrantFiled: April 15, 1987Date of Patent: August 22, 1989Assignees: Technicon Instruments Corporation, The Regents of the University of CaliforniaInventors: Donald J. Cram, Eddy Chapoteau, Bronislaw P. Czech, Carl R. Gebauer, Roger C. Helgeson, Anand Kumar, Koon-Wah Leong
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Patent number: 4845212Abstract: The invention relates to a process in which a variety of cryptahemispherands bearing a chromogenic group attached to the partially preorganized moiety may be synthesized. The procedure of the present invention allows preparation of preferred chromogenic cryptahemispherands of the general formula: ##STR1## wherein: R, is same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, aryl, or benzyl;R', same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, aryl, or benzyl;R", same or different, is hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, aryl, or benzyl;Z is halogen;Y is an electron withdrawing group, e.g., CN, NO.sub.2, CF.sub.3, COOR;m is 1 to 3;n is 1 to 3;a is 1 to 3;b is 1 to 3;k is 1 to 3;l is 1 to 3; andx is 2 to 4.Type: GrantFiled: August 17, 1988Date of Patent: July 4, 1989Assignee: Technicon Instruments CorporationInventor: Bronislaw P. Czech
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Patent number: 4843158Abstract: A compound having the property of selectively binding sodium ions in the presence of potassium ions and having the formula: ##STR1## where X is ##STR2## and where any aromatic ring may be substituted and/or may form part of a fused aromatic ring system.At least one of the aromatic rings may be substituted by a spectroscopic reporter group, a group which permits the compound to enter and remain in a cell and/or an electron donating or withdrawing group.A method of determining cytoplasmic sodium concentration by using this compound as a probe is also described.Type: GrantFiled: November 19, 1986Date of Patent: June 27, 1989Assignee: Amersham International PLCInventor: Gerald A. Smith