Patents Assigned to Orchid Chemicals and Pharmaceuticals, Ltd.
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Publication number: 20140187594Abstract: Described herein are compounds of formula (I), their derivatives, analogs, tautomeric forms, stereoisomers, polymorphs, hydrates, solvates, pharmaceutically acceptable salts and compositions, metabolites and prodrugs thereof, for use in treating liver diseases such as non-alcoholic fatty liver disease (NAFLD) and non-alcoholic steatohepatitis (NASH), and other fibrotic diseases of the liver; diabetic complications such as macro (ischemic heart disease, cerebrovascular disease and peripheral vascular disease) and micro (cataract, retinopathy nephropathy neuropathy, maculopathy and glaucoma) vascular complication; and cardiovascular diseases such as atherosclerosis, restenosis, hypertension, vasospasm, and cardiac hypertrophy; and lung disorders and lung fibrosis.Type: ApplicationFiled: March 28, 2011Publication date: July 3, 2014Applicant: ORCHID CHEMICALS AND PHARMACEUTICALS LTDInventors: Shridhar Narayanan, Jeyamurugan Mookkan, Jayanarayan Kulathingal, Narayanan Surendran, Gajendra Singh, Gopalan Balasubramanian
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Patent number: 8212024Abstract: The present invention relates to novel polymorph of Ceftiofur sodium as a crystalline product. The present invention also provides a process for the preparation of crystalline Ceftiofur sodium of formula (I).Type: GrantFiled: October 12, 2006Date of Patent: July 3, 2012Assignee: Orchid Chemicals & Pharmaceuticals Ltd.Inventors: Udayampalayam Palanisamy Senthilkumar, Kanagaraj Suresh Kumar, Singaravel Mohan, Lakshminarayanan Arunkumar, Bakthavachalam Ananthan
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Publication number: 20120165527Abstract: The present invention relates to an improved process for the preparation of pure Paliperidone of formula (I). The present invention more specifically provides an improved process for the preparation of pure Paliperidone which may contain impurities in the acceptable level of pharmacopoeia requirement specifically 3-{2-[4-(5-Fluoro-benzo[d]isoxazol-3-yl]-piperidin-1-yl]-ethyl}-2-methyl-7,8-dihydro-6H-pyrido[1,2-a]pyrimidine-4,9-dione of Formula (IV).Type: ApplicationFiled: August 4, 2010Publication date: June 28, 2012Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LTD.Inventors: Buchi Reddy Reguri, Muthulingam Arunagiri, Saravanakumar Kasiyappan Gurusamy, Kondalarao Ponnapally
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Publication number: 20120035357Abstract: The present invention relates to an improved process for the preparation of the carbapenem antibiotic of formula (I) or its salts, hydrates and esters. The present invention further provides novel crystalline form of compound of general formula (III), wherein R3 is p-nitrobenzyloxy carbonyl.Type: ApplicationFiled: February 25, 2010Publication date: February 9, 2012Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LTD.Inventors: Sureshkumar Kanagaraj, Senthilkumar Udayampalayam Palanisamy, Maruthi Chandrasekhara Kishor Addanki, Vinod Babu Dasari, John Bosco John Peter, Karthikeyan Lakshmi Narayanan
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Publication number: 20100261897Abstract: The present invention relates to a process for the production of cephalosporin antibiotic intermediate of formula (I). More particularly relates to the preparation of the compound of formula (I) using a solvent medium selected from the group consisting of decalin (decahydronapthalene), hexane, cyclohexene, tetralin, petroleum ether, wherein X represents HI, HCI, H2SO4 and the like. The compound of formula (I) is an important intermediate in the preparation of Cefepime.Type: ApplicationFiled: January 16, 2006Publication date: October 14, 2010Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LTD,Inventors: Udayampalayam Palanisamy Senthilkumar, Kanagaraj Suresh Kumar, Singaravel Mohan
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Patent number: 7687488Abstract: Novel 2-substituted methyl penam derivatives include the formula (I), their analogs, their tautomeric forms, their stereoisomers, their polymorphs, their solvates, their pharmaceutically acceptable salts, and pharmaceutical compositions containing them; wherein A=C or N; Het is a three- to seven-membered heterocyclic ring; R1 represents carboxylate anion, or —COOR4 where R4 represents hydrogen, carboxylic acid protecting group or a pharmaceutically acceptable salt; R2 and R3 may be same or different and independently represent hydrogen, halogen, amino, alkyl, protected amino, optionally substituted alkyl, alkenyl, alkynyl and the like; R represents substituted or unsubstituted alkyl, alkenyl, aryl, aralkyl, cycloalkyl, heterocyclyl or heterocyclylalkyl.Type: GrantFiled: July 11, 2007Date of Patent: March 30, 2010Assignee: Orchid Chemicals & Pharmaceuticals Ltd.Inventors: Senthilkumar Udayampalayam Palanisamy, Andrew Gnanaprakasam, Panchapakesan Ganapathy, Mukut Gohain, Venkatasubramanian Hariharan, Sriram Rajagopal, Maneesh Paul-Satyaseela, Shakti Singh Solanki, Sathishkumar Devarajan
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Patent number: 7662955Abstract: A process for the preparation of cefoxitin of formula (I) The process includes treating the compound of formula (II) with a halogenating agent in an organic solvent, followed by treatment with alkali/alkaline earth metal methoxide at a temperature in the range of ?100° C. to 0° C. The product formed is then isolated as an organic amine salt of the formula (III), The salt of formula (III) is treated with a base in the presence of solvent at a temperature in the range of ?75 to 10° C., the product formed is isolated as an organic amine salt of the formula (IV) The compound of formula (IV) is carbamoylated with isocyanate of formula (V) RNCO??(V) in the presence of a solvent at a temperature in the range of ?60° C. to 10° C., and isolating to get cefoxitin of the formula (I).Type: GrantFiled: December 31, 2003Date of Patent: February 16, 2010Assignee: Orchid Chemicals and Pharmaceuticals Ltd.Inventors: Pandurang Balwant Deshpande, Bhausaheb Pandharinath Khadangale
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Publication number: 20090087893Abstract: The present invention relates to a mutant penicillin expandase which comprises an amino acid substitution at one or more residue positions corresponding to those of a wild-type expandase selected from the group consisting of threonine at position 42, isoleucine at position 50, histidine at position 57, threonine at position 67, valine at position 133, threonine at position 143, proline at position 145, glycine at position 148, phenyl alanine at position 152, proline at position 196, alanine at position 240, cysteine at position 281, Serine at position 309, provided that the amino acid substitution at the residue position of cysteine at position 281 is not tyrosine.Type: ApplicationFiled: April 20, 2005Publication date: April 2, 2009Applicant: Orchid Chemicals & Pharmaceutical Ltd.Inventors: Micheal Durairaj, Vasu Vinayagam, Vinit Tiwari, Billy Asir, Twinkle Jasmine Masilamani, Meghana Ravindranathan
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Patent number: 7459550Abstract: The present invention relates to an improved process for the preparation of Cefditoren of formula (I), the said process comprising the steps of: i) converting the compound of formula (II) to a compound of the formula (III) using TPP and sodium iodide in the presence of THF, water, and base; ii) reacting the compound of formula (III) with 4-methyl-5-formyl-thiazole to produce a compound of formula (IV); iii) deesterifying the compound of the formula (IV) to yield compound of formula (V); iv) converting the compound of formula (V) to compound of formula (VI) in the presence of a base and solvent; v) converting the compound of formula (VI) into compound of formula (VII) by enzymatic hydrolysis; and vi) reacting compound of formula (VII) with compound of formula (VIII) in the presence of solvent and base to produce compound of formula (I).Type: GrantFiled: July 3, 2004Date of Patent: December 2, 2008Assignee: Orchid Chemicals & Pharmaceuticals Ltd.Inventors: Kumar Sahoo Prabhat, Anandam Vempali, Sivakumaran Sundaravadivelan, Nagesh Ganesh Praveen, Manikrao Waghdare Vittal, Balawant Deshpande Pandurang, Kumar Luthra Parven, Ramesh Sathe Pratik
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Patent number: 7361761Abstract: The present invention is to relate an improved process using anisole as solvent for the preparation of compound of formula (I) and its pharmaceutically acceptable salts thereof. wherein R represents —NR1R2, or a group n=1, 2, 3, 4 and 5, where R1 and R2 may be same or different and independently represents hydrogen, or C1-6 alkyl.Type: GrantFiled: September 19, 2006Date of Patent: April 22, 2008Assignee: Orchid Chemicals & Pharmaceuticals Ltd.Inventors: Udayampalayam P. Senthilkumar, Thangavel Arulmoli, Venu S. Lakshmipathi, Siripragada M. Rao
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Patent number: 7345169Abstract: An improved one-pot process for the preparation of Ceftiofur of the formula (I) or its salt, without isolating intermediate compoundType: GrantFiled: October 3, 2005Date of Patent: March 18, 2008Assignee: Orchid Chemicals & Pharmaceuticals Ltd.Inventors: Udayampalayam P. Senthilkumar, Kanagaraj Sureshkumar, Singaravel Mohan, Lakshminarayanan Arunkumar
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Patent number: 7339055Abstract: A process for the preparation of cephalosporin antibiotic of the formula (I) which comprises: (i) activating the compound of formula (III) as acid halide in an organic solvent (ii) treating the reaction mass obtained from step (i) with water (iii) separating the organic layer containing the reactive derivative of formula (III) and condensing it with 7-amino cephalosporin derivative by maintaining the pH in the range 5.0-10.0 using an inorganic base of the formula (XV), and iv) cyclizing the compound of formula (XVI) with thiourea in the presence of solvent and salt of organic or inorganic acid at a temperature in the range of ?50 to +50° C. to produce compound of formula (I).Type: GrantFiled: August 23, 2004Date of Patent: March 4, 2008Assignee: Orchid Chemicals & Pharmaceuticals Ltd.Inventors: Pandurang Balwant Deshpande, Udayampalayam Palanisamy Senthilkumar, Velladurai Hero
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Publication number: 20080015156Abstract: Novel 2-substituted methyl penam derivatives include the formula (I), their analogs, their tautomeric forms, their stereoisomers, their polymorphs, their solvates, their pharmaceutically acceptable salts, and pharmaceutical compositions containing them; wherein A=C or N; Het is a three- to seven-membered heterocyclic ring; R1 represents carboxylate anion, or —COOR4 where R4 represents hydrogen, carboxylic acid protecting group or a pharmaceutically acceptable salt; R2 and R3 may be same or different and independently represent hydrogen, halogen, amino, alkyl, protected amino, optionally substituted alkyl, alkenyl, alkynyl and the like; R represents substituted or unsubstituted alkyl, alkenyl, aryl, aralkyl, cycloalkyl, heterocyclyl or heterocyclylalkyl.Type: ApplicationFiled: July 11, 2007Publication date: January 17, 2008Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LTD.Inventors: Senthilkumar Udayampalayam Palanisamy, Andrew Gnanaprakasam, Panchapakesan Ganapathy, Mukut Gohain, Venkatasubramanian Hariharan, Sriram Rajagopal, Maneesh Paul-Satyaseela, Shakti Solanki, Sathishkumar Devarajan
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Patent number: 7273935Abstract: A process for the preparation of 3-methylcepham-4-carboxylate of the formula (I). wherein R2 and R3 may be same or different and represent hydrogen, halogen, amino, alkyl, phenacetamido, substituted acetamido, phthalimido with a proviso that both R2 and R3 are not NH2, phenacetamido, phthalimido and the like; R1 represents a lower alkyl, p-methoxybenzyl, p-nitrobenzyl, o-nitrobenzyl, o-methoxybenzyl, o-chlorobenzyl or diphenylmethyl group, or a suitable ester residue which can be deprotected at a latter stage, L represents a leaving group; which comprises cyclizing the compound of formula (III) using a cyclizing agent in the presence of organic or inorganic nitrites and a solvent at a temperature in the range of ?40° C. to +60° C. to obtain compound of formula (I).Type: GrantFiled: August 23, 2004Date of Patent: September 25, 2007Assignee: Orchid Chemicals & Pharmaceuticals, Ltd.Inventors: Pandurang Balwant Deshpande, Udayampalayam Palanisamy Senthilkumar, Andrew Gnanaprakasam, Kanagaraj Sureshkumar
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Patent number: 7244842Abstract: A process for the preparation of cefdinir of the formula (I) the said process comprising the steps of: i) condensing 7-amino-3-cephem-4-carboxylic acid of the formula (XII) wherein R1 is as defined above with compound of the formula (XIII) in the presence of a tertiary amine and an organic solvent, followed by treatment with a base to produce a salt of compound formula (XIV), wherein M+ is a counter ion and ii) hydrolyzing the compound of the formula (XIV) using an acid in the presence of a solvent to produce cefdinir of formula (I).Type: GrantFiled: November 10, 2003Date of Patent: July 17, 2007Assignee: Orchid Chemicals & Pharmaceuticals Ltd.Inventors: Pandurang Balwant Desphande, Bhausaheb Pandharinath Khadangale, Chandrasekaran Ramasubbu
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Publication number: 20070066569Abstract: The present invention is to relate an improved process using anisole as solvent for the preparation of compound of formula (I) and its pharmaceutically acceptable salts thereof.Type: ApplicationFiled: September 19, 2006Publication date: March 22, 2007Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LTD.Inventors: Udayampalayam Senthilkumar, Thangavel Arulmoli, Venu Lakshmipathi, Siripragada Rao
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Publication number: 20070060756Abstract: The present invention relates to an improved process for the preparation of compound of formula (I), 8-chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine (Desloratadine) or its pharmaceutically acceptable salts thereof, by reacting a compound of formula (II), 4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1 piperidinecarboxylic acid ethyl ester (Loratadine) with sodium hydroxide in a solvent mixture of toluene and polyethylene glycol (PEG 400) at reflux temperature.Type: ApplicationFiled: September 15, 2006Publication date: March 15, 2007Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LTD.Inventors: Veerappan Vijayabaskar, Siripragada Rao, Prabhakaran Kannan, Devasitham Prabhu
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Publication number: 20060252928Abstract: The present invention relates to an improved process for the preparation of cefoxitin of formula (I).Type: ApplicationFiled: December 31, 2003Publication date: November 9, 2006Applicant: Orchid Chemicals and Pharmaceuticals Ltd.Inventors: Pandurang Deshpande, Bhausaheb Khadangale
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Patent number: 7098329Abstract: An improved process for the preparation of ceftriaxone sodium comprising the steps of: i) reacting the 3-cephem derivative of formula (II) ?with halo acid derivative of formula (III) ?wherein X represents halogen and Y represent halogen in the presence of silylating agent and methylene chloride at ?25 to 10° C., to produce (IV), ii) quenching the reaction by pouring the reaction mixture into water or in a aqueous solution of sodium carbonate, iii) preparing sodium salt solution of (IV) by adding sodium carbonate and separating the organic layer, iv) cyclizing the sodium salt of (IV) in the aqueous solution with thiourea at a temperature in the range of 0 to 30° C., v) adjusting the pH to 1.5 to 2.5 to precipitate the ceftriaxone free acid, vi) converting the ceftriaxone free acid to sodium salt using sodium-2-ethyl hexanoate in water and vii) precipitating and isolating the ceftriaxone sodium.Type: GrantFiled: June 16, 2004Date of Patent: August 29, 2006Assignee: Orchid Chemicals & Pharmaceuticals Ltd.Inventors: Pandurang Balwant Deshpande, Prabhat Kumar Sahoo, Anandam Vempali, Srinivasu Ghanta
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Publication number: 20060173175Abstract: The present invention relates to an improved process for the preparation of Cefditoren of formula (I), the said process comprising the steps of: i) converting the compound of formula (II) to a compound of the formula (III) using TPP and sodium iodide in the presence of THF, water, and base; ii) reacting the compound of formula (III) with 4-methyl-5-formyl-thiazole to produce a compound of formula (IV); iii) deesterifying the compound of the formula (IV) to yield compound of formula (V); iv) converting the compound of formula (V) to compound of formula (VI) in the presence of a base and solvent; v) converting the compound of formula (VI) into compound of formula (VII) by enzymatic hydrolysis; and vi) reacting compound of formula (VII) with compound of formula (VIII) in the presence of solvent and base to produce compound of formula (I).Type: ApplicationFiled: July 3, 2004Publication date: August 3, 2006Applicant: ORCHID CHEMICALS & PHARMACEUTICALS LTD.Inventors: Kumar Prabhat, Anandam Vempali, Sivakumaran Sundaravadivelan, Nagesh Praveen, Manikrao Vittal, Balawant Pandurang, Kumar Parven, Ramesh Pratik