Patents by Inventor Raj Kumar
Raj Kumar has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 5463092Abstract: Lipid-containing prodrugs are provided for treating viral infections due to herpes, influenza, hepatitis B, Epstein-Barr, and varicella zoster viruses, as well as cytomegalovirus and derivatives of antiviral agents. The compounds comprise phosphonoacids having antiviral activity which are linked, either through the phosphate group or carboxyl group of the phosphonoacid, to one of a selected group of lipids. Phosphonoacetic acid and phosphonoformic acid are thus linked to phospholipids, glycerolipids, sphingolipids, glycolipids, or fatty acids. The compounds persist, after intracellular hydrolysis, as the antiviral phosphonoacids. The lipid prodrugs are effective in improving the efficacy of antiviral phosphonoacids by prolonging their antiviral activity following administration.Type: GrantFiled: December 18, 1992Date of Patent: October 31, 1995Assignee: Vestar, Inc.Inventors: Karl Y. Hostetler, Raj Kumar
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Patent number: 5459127Abstract: Disclosed are cationic lipids capable of facilitating transport of biologically active agents into cells, including the transfection of cells by therapeutic polynucleotides, the delivery of antiviral drugs, and the introduction of immunogenic peptides. The cationic lipids, comprising an ammonium group, have the general structure ##STR1## Also disclosed are adducts of these compounds comprising additional cationic sites that enhance the transfective or transport activity. Structure-activity correlations provide for the selection of preferred compounds to be synthesized for this purpose. Compositions disclosed for use of these cationic lipid include formulations for in vitro transfection and pharmaceutical formulations for parenteral and topical administration of therapeutic agents.Type: GrantFiled: September 16, 1993Date of Patent: October 17, 1995Assignee: Vical, Inc.Inventors: Philip L. Felgner, Raj Kumar, Channa Basava, Richard C. Border, Jiin-Yu Hwang-Felgner
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Patent number: 5411947Abstract: The oral delivery of many classes of drugs is facilitated by converting drugs having suitable functional groups to 1-O-alkyl-, 1-O-acyl-, 1-S-acyl, and 1-S-alkyl-sn-glycero-3-phosphate derivatives. The method confers the ability to be absorbed through the digestive tract to drugs that are not orally bioavailable in the non-derivatized state, and enhances the effectiveness of drugs that are poorly absorbed or rapidly eliminated. The method provides orally bioavailable lipid prodrugs of pharmaceutical compounds having diverse physiological activities, including anticancer and antiviral agents, anti-inflammatory agents, antihypertensives and antibiotics. Potency of the lipid prodrugs is comparable to that of the corresponding non-derivatized drugs.Type: GrantFiled: December 16, 1992Date of Patent: May 2, 1995Assignee: Vestar, Inc.Inventors: Karl Y. Hostetler, Raj Kumar
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Patent number: 5264618Abstract: Disclosed are cationic lipids capable of facilitating transport of biologically active agents into cells, including the transfection of cells by therapeutic polynucleotides, the delivery of antiviral drugs, and the introduction of immunogenic peptides. The cationic lipids, comprising an ammonium group, have the general structure ##STR1## Also disclosed are adducts of these compounds comprising additional cationic sites that enhance the transfective or transport activity. Structure-activity correlations provide for the selection of preferred compounds to be synthesized for this purpose. Compositions disclosed for use of these cationic lipid include formulations for in vitro transfection and pharmaceutical formulations for parenteral and topical administration of therapeutic agents.Type: GrantFiled: April 16, 1991Date of Patent: November 23, 1993Assignee: Vical, Inc.Inventors: Philip L. Felgner, Raj Kumar, Channa Basava, Richard C. Border, Jiin-Yu Hwang-Felgner
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Patent number: 5223263Abstract: Compounds are disclosed for treating AIDS, herpes, and other viral infections by means of lipid derivatives of antiviral agents. The compounds consist of nucleoside analogues having antiviral activity which are linked, commonly through a phosphate group at the 5' position of the pentose residue, to one of a selected group of lipids. The lipophilic nature of these compounds provide advantages over the use of the nucleoside analogue alone. It also makes it possible to incorporate them into the lamellar structure of liposomes, either alone or combined with similar molecules. In the form of liposomes, these antiviral agents are preferentially taken up by macrophages and monocytes, cells which have been found to harbor the target HIV virus. Additional site specificity may be incorporated into the liposomes with the addition of ligands, such as monoclonal antibodies or other peptides or proteins which bind to viral proteins.Type: GrantFiled: June 28, 1989Date of Patent: June 29, 1993Assignee: Vical, Inc.Inventors: Karl Y. Hostetler, Raj Kumar, Louise M. Stuhmiller
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Patent number: 5194654Abstract: Compounds are disclosed for treating viral infections due to herpes, influenza, hepatitis B, Epstein-Barr, and varicella zoster viruses, as well as cytomegalovirus and human immunodeficiency virus (HIV) by means of lipid derivatives of antiviral agents. The compounds consist of lipid derivatives of phosphonoacids having antiviral activity which are linked, commonly through the phosphate group of the phosphonoacid, to one of a selected group of lipids.The lipophilic nature of these compounds provides advantages over the use of the phosphonoacids alone. It also makes it possible to incorporate them into the lamellar structure of liposomes when combined with similar molecules. In the form of liposomes, these antiviral molecules are preferentially taken up by macrophages and monocytes, cells which have been found to harbor the target human immunodeficiency virus (HIV).Type: GrantFiled: November 22, 1989Date of Patent: March 16, 1993Assignee: Vical, Inc.Inventors: Karl Y. Hostetler, Raj Kumar
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Patent number: 4116979Abstract: (-)-6A,10A-Trans-1-hydroxy-3-n-pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro dibenzo[b,d]pyran and related pyrans are prepared by a one-step process from (+)-p-mentha-2,8-dien-1-ol and substituted resorcinols. The pyrans produced by the process of this invention have useful pharmacological properties.Type: GrantFiled: February 7, 1977Date of Patent: September 26, 1978Assignee: Sheehan Institute for Research, Inc.Inventors: Raj Kumar Razdan, Haldean Cloyce Dalzell
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Patent number: 4096265Abstract: Benzopyrano[3,4-d]pyridine-2-cyano, carboxamidoximes and carboximidates of the formula ##STR1## wherein R represents -C.ident.N, ##STR2## R.sub.1 is a lower alkyl, R.sub.2 is hydrogen or a lower alkyl and R.sub.3 is a straight or branched alkyl having 1 to 20 carbons, a cycloalkyl-lower alkyl group in which the cycloalkyl group has 3 to 8 carbons or it is an arylalkyl group, and R.sub.4 is a lower alkyl group.The compounds are useful for lowering blood pressure.Type: GrantFiled: November 8, 1976Date of Patent: June 20, 1978Assignee: Sharps AssociatesInventors: Anil Chandra Ghosh, Raj Kumar Razdan
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Patent number: 4075067Abstract: In the production of alumina for supply to electrolytic reduction cells in the production of aluminum metal, alumina trihydrate is calcined in a calcination furnace to convert it to alumina, typically having a water content of less than 2%. In the course of this operation fine particles in a size range below 44 microns are separated from the exhaust gases from the calciner. In conventional procedures these particles which are only partially dehydrated, are either recycled to the calciner or directly added to the calciner product alumina. With the dual objective of reducing environmental pollution and saving valuable alumina the present invention converts these collected fines into compacted granules in a size range of 150-5000 microns for supply to an electrolytic reduction cell either directly or after readmixture with the calciner product alumina.Type: GrantFiled: February 20, 1976Date of Patent: February 21, 1978Assignee: Alcan Research and Development LimitedInventor: Kaloo Raj Kumar Bhilotra
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Patent number: 4051152Abstract: Benzopyrans of the formula ##STR1## wherein n represents 0 or 1, R is an alkyl group having 1 to 20 carbon atoms, an aryl-lower alkyl group or a cycloalkyl-lower alkyl group, R.sub.1 is hydrogen or ##STR2## wherein R.sub.4 is lower alkyl, phenyl, cycloalkyl-lower alkyl or aryl-lower alkyl, R.sub.2 is a lower alkyl and R.sub.3 is hydrogen or one or two lower alkyl groups, pharmaceutical compositions containing the compounds, and uses of the compounds as tranquilizers and analgesics.Type: GrantFiled: January 7, 1976Date of Patent: September 27, 1977Assignee: Sharps AssociatesInventors: Raj Kumar Razdan, Haldean Cloyce Dalzell, Patricia Herlihy
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Patent number: 4042694Abstract: Novel heterocyclic esters of benzopyranopyridines represented by the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, lower alkanoyl, cycloalkyl-lower alkyl, cycloalkyl-lower alkanoyl, lower alkenyl, lower alkynyl, halo-loweralkenyl, phenyl-lower alkyl, phenyl-lower alkenyl or phenyl-lower alkynyl; R.sub.2 is lower alkyl; R.sub.3 is an alkyl having one to twenty carbon atoms or a cycloalkyl-lower alkyl, Y is a straight or branched chain alkylene having one to eight carbon atoms, and R.sub.4 is a group of the formula ##STR2## a is an integer from 1 to 4, b is an integer from 1 to 4 and X is CH.sub.2, O, S or N--R.sub.5 with R.sub.5 being hydrogen or lower alkyl, with the limitation that when X is O, S or N--R.sub.5, a and b each must be 2 and R.sub.6 is hydrogen or a lower alkyl group bonded to a carbon in the ring; and the acid addition salts thereof.Type: GrantFiled: March 8, 1976Date of Patent: August 16, 1977Assignee: Sharps AssociatesInventors: Louis Selig Harris, Harry George Pars, John Clark Sheehan, Raj Kumar Razdan
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Patent number: 4036857Abstract: 3-Formyl-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-ol, ethers and esters thereof having the formula ##STR1## wherein R is hydrogen, lower alkyl or lower alkanoyl and R.sub.6 is formyl or 1,3-dithiolan-2-yl but is 1,3-dithiolan-2-yl only when R is hydrogen, and derivatives thereof of the formula ##STR2## wherein R.sub.1 is hydrogen or lower alkanoyl, R.sub.2 is alkyl, aryl-lower alkyl or cycloalkyl-lower alkyl, A represents ##STR3## when R.sub.1 is hydrogen and R.sub.3 is lower alkyl, and A is ##STR4## when R.sub.1 is lower alkanoyl and R.sub.4 is the same lower alkanoyl represented by R.sub.1, processes of making such compounds and intermediates useful in such processes, pharmaceutical compositions containing the compounds and the use of the compounds as tranquilizing and antidepressant agents.Type: GrantFiled: February 2, 1976Date of Patent: July 19, 1977Assignee: Sharps AssociatesInventors: Raj Kumar Razdan, Haldean Cloyce Dalzell
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Patent number: 4025516Abstract: (-)-6A,10A-TRANS -1-Hydroxy-3-n-pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydrodibenzo[b,d]pyr an and related pyrans are prepared by a one-step process from (+)-p-mentha-2,8-dien-1-ol and substituted resorcinols. The pyrans produced by the process of this invention have useful pharmacological properties.Type: GrantFiled: November 28, 1975Date of Patent: May 24, 1977Assignee: The John C. Sheehan Institute for Research, Inc.Inventors: Raj Kumar Razdan, Haldean Cloyce Dalzell
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Patent number: 4020163Abstract: Heterocyclic esters of 1,4-ethano-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-b]pyridines and 1,4-ethano-1,2,3,4,13,14-hexahydro-5H-[1]benzopyrano[3,4-b]pyridines. The esters have the formulas ##STR1## wherein R.sub.2 is lower alkyl, R.sub.3 is an alkyl having one to twenty carbon atoms, a cycloalkyl-lower alkyl or a phenyl-lower alkyl, Y is a straight or branched chain alkylene having one to eight carbon atoms, and R.sub.4 is a group of the formula ##STR2## wherein a is an integer from 1 to 4, b is an integer from 1 to 4 and X is CH.sub.2, O, S or N--R.sub.5 with R.sub.5 being hydrogen or lower alkyl, and R.sub.6 is hydrogen or a lower alkyl group bonded to a carbon in the ring.The compounds have pharmacological activity, including analgesic, anti-convulsive and tranquilizing activity in animals. The compounds can be administered in pharmaceutical composition form.Type: GrantFiled: July 10, 1975Date of Patent: April 26, 1977Assignee: Sharps AssociatesInventors: Louis Selig Harris, Harry George Pars, Raj Kumar Razdan, John Clark Sheehan, Barbara Zitko Terris
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Patent number: 4007207Abstract: 1,2,3,4-Tetrahydrocyclopenta[c][1]benzopyrans of the formulae ##STR1## wherein R is a lower alkyl group having 1 to 5 carbons, R.sub.1 is hydrogen or a lower alkyl group having 1 to 5 carbons, R.sub.2 is a lower alkyl group and R.sub.3 is an alkyl group having 1 to 20 carbon atoms, a phenyl-lower alkyl group or a cycloalkyl-lower alkyl group. The compounds have anti-hypertensive, antidepressant, analgesic, anticonvulsant, anti-anxiety, sedative-hypnotic and tranquilizing activity in animals.Type: GrantFiled: July 9, 1975Date of Patent: February 8, 1977Assignee: Sharps AssociatesInventors: Martin Winn, Raj Kumar Razdan, Haldean Cloyce Dalzell, Joyce Ruth Krei
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Patent number: 3993585Abstract: A human lipids control serum comprising normal human serum to which has been added a human plasma fraction high in lipids for use as a control in assay for lipids.Type: GrantFiled: January 27, 1975Date of Patent: November 23, 1976Assignee: American Cyanamid CompanyInventors: Joseph Diago Pinto, Raj Kumar
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Patent number: 3992550Abstract: 1,2,3,4-Tetrahydrocyclopenta[c] [1]benzopyrans of the formulae ##SPC1##Wherein R is a lower alkyl group having 1 to 5 carbons, R.sub.1 is hydrogen or a lower alkyl group having 1 to 5 carbons, R.sub.2 is a lower alkyl group and R.sub.3 is an alkyl group having 1 to 20 carbon atoms, a phenyl-lower alkyl group or a cycloalkyl-lower alkyl group. The compounds have anti-hypertensive, antidepressant, analgesic, anticonvulsant, anti-anxiety and tranquilizing activity in animals.Type: GrantFiled: July 9, 1975Date of Patent: November 16, 1976Assignee: Sharps AssociatesInventors: Martin Winn, Raj Kumar Razdan, Haldean Cloyce Dalzell, Joyce Ruth Krei
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Patent number: 3991194Abstract: Novel heterocyclic esters of benzopyranopyridines represented by the formula ##SPC1##Wherein R.sub.1 is hydrogen, lower alkyl, lower alkanoyl, cycloalkyl-lower alkyl, cycloalkyl-lower alkanoyl, lower alkenyl, lower alkynyl, halo-loweralkenyl, phenyl-lower alkyl, phenyl-lower alkenyl or phenyl-lower alkynyl; R.sub.2 is lower alkyl; R.sub.3 is an alkyl having one to twenty carbon atoms or a cycloalkyl-lower alkyl, Y is a straight or branched chain alkylene having one to eight carbon atoms, and R.sub.4 is a group of the formula ##EQU1## a is an integer from 1 to 4, b is an integer from 1 to 4 and X is CH.sub.2, O, S or N--R.sub.5 with R.sub.5 being hydrogen or lower alkyl, with the limitation that when X is O, S or N--R.sub.5, a and b each must be 2 and R.sub.6 is hydrogen or a lower alkyl group bonded to a carbon in the ring; and the acid addition salts thereof.Type: GrantFiled: December 4, 1972Date of Patent: November 9, 1976Assignee: Sharps AssociatesInventors: Louis Selig Harris, Harry George Pars, John Clark Sheehan, Raj Kumar Razdan
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Patent number: 3987190Abstract: A method of reducing blood pressure in a hypertensive mammalian patient by administering 1,2-dihydro-4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4H-thieno[2,3-c][1 ]benzopyran or 1,2-dihydro-5,5-dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-3H,5H-thiopyrano- 8 2,3-c][1]benzopyran. Pharmaceutical compositions containing 1,2-dihydro-4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4H-thieno[2,3-c][1 ]benzopyran or 1,2-dihydro-5,5-dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-3H,5H-thiopyrano[ 2,3-c][1]benzopyran dispersed in a pharmaceutical carrier.Type: GrantFiled: February 18, 1975Date of Patent: October 19, 1976Assignee: Sharps AssociatesInventors: Raj Kumar Razdan, Harry George Pars
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Patent number: 3972880Abstract: Novel thienobenzopyran and thiopyranobenzopyran esters represented by the formula ##SPC1##Wherein n is 0 to 3 and m is 0 to 3 and m + n = 2 or 3, R.sub.1 is lower alkyl, R.sub.2 is alkyl or cycloalkyl-lower alkyl, R.sub.4 is hydrogen or lower alkyl, R.sub.5 is hydrogen or lower alkyl, and R.sub.3 is ##EQU1## wherein Y is a straight or branched chain C.sub.1 to C.sub.8 alkylene, R.sub.6 is hydrogen or a lower alkyl, a is an integer from 1 to 4, b is an integer from 1 to 4, X is CH.sub.2, O, S or NR.sub.7 wherein R.sub.7 is hydrogen or lower alkyl, with the limitation that when X is O, S or NR.sub.7, a and b each must be 2; and the acid addition salts thereof.Type: GrantFiled: March 17, 1975Date of Patent: August 3, 1976Assignee: Sharps AssociatesInventors: Louis Selig Harris, Harry George Pars, Raj Kumar Razdan, John Clark Sheehan