Patents Assigned to Ash Stevens, Inc.
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Patent number: 6989386Abstract: In one embodiment, the present invention relates to a new class of ammonium salts of N?-acyl derivatives of N?-(4-amino-4-deoxypteroyl)-L-ornithine compounds having a structure according to formula II-IV. Formula II has the structure of: wherein: R2 represents up to four groups independently selected at each occurrence of R2 from the group consisting of hydrogen, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-8 cycloalkyl, C1-6 alkoxy, chloro, fluoro, hydroxy, and —COOH; R3, R4, and R5 are each independently selected from hydrogen and C1-6 alkyl; or NR3R4 taken combination can form a 5 to 7 member heterocycle having at least one nitrogen ring atom; and x is a real number greater than 0 and less than about 4. The ammonium salts provided by the invention exhibit high inhibitory activity against the growth o methotrexate-resistant cells, and also exhibit superior chemical stability than corresponding acidic N?-acyl derivatives of N?-acyl derivatives of N?(4-amino-4-deoxypteroyl)-L-ornithine compounds.Type: GrantFiled: April 14, 2003Date of Patent: January 24, 2006Assignees: Dana-Farber Cancer Institute, Ash Stevens, Inc.Inventors: Andre Rosowsky, Henry Bader, Peter Blumbergs, Ming-The Lin
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Patent number: 6943249Abstract: The invention includes methods for isolating crystalline Form I of 5-azacytidine substantially free of other forms, wherein 5-azacytidine is represented by the formula: The invention also includes pharmaceutical compositions comprising Form I of 5-azacytidine.Type: GrantFiled: March 17, 2003Date of Patent: September 13, 2005Assignees: Ash Stevens, Inc., Pharmion CorporationInventors: Dumitru Ionescu, Peter Blumbergs, Gary L. Silvey
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Publication number: 20050137150Abstract: The disclosure includes novel polymorphic and pseudopolymorphic crystalline forms of 5-azacytidine, along with methods for preparing said forms, wherein 5-azacytidine is represented by the formula: The disclosure also includes pharmaceutical compositions comprising said forms.Type: ApplicationFiled: February 7, 2005Publication date: June 23, 2005Applicants: PHARMION CORPORATION, ASH STEVENS, INC.Inventors: Dumitru Ionescu, Peter Blumbergs, Gary Silvey
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Patent number: 6887855Abstract: The invention provides novel polymorphic and pseudopolymorphic crystalline forms of 5-azacytidine, along with methods for preparing said forms, wherein 5-azacytidine is represented by the formula: The invention also includes pharmaceutical compositions comprising said forms.Type: GrantFiled: March 17, 2003Date of Patent: May 3, 2005Assignees: Pharmion Corporation, Ash Stevens, Inc.Inventors: Dumitru Ionescu, Peter Blumbergs, Gary L. Silvey
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Patent number: 6884880Abstract: A process for substantially enhancing the regio and stereoselective synthesis of 9-?-anomeric nucleoside analogs is described. The introduction of the sugar moiety onto a 6-substituted purine base was preformed so that only the 9-?-D- or L-purine nucleoside analogs were obtained. This regio and stereoselective introduction of the sugar moiety allows the synthesis of nucleoside analogs and in particular 2?-deoxy, 3?-deoxy, 2?-deoxy-2?-?-fluoro and 2?,3?-dideoxy-2?-?-fluoro purine nucleoside analogs in high yield without virtually any formation of the 7-positional isomers. The compounds are drugs or intermediates to drugs.Type: GrantFiled: August 21, 2002Date of Patent: April 26, 2005Assignee: Ash Stevens, Inc.Inventors: Pranab K. Gupta, Stephen A. Munk
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Publication number: 20040039190Abstract: A process for substantially enhancing the regio and stereoselective synthesis of 9-&bgr;-anomeric nucleoside analogs is described. The introduction of the sugar moiety onto a 6-substituted purine base was preformed so that only the 9-&bgr;-D- or L-purine nucleoside analogs were obtained. This regio and stereoselective introduction of the sugar moiety allows the synthesis of nucleoside analogs and in particular 2′-deoxy, 3′-deoxy, 2′-deoxy-2′-&bgr;-fluoro and 2′,3′-dideoxy-2′-&bgr;-fluoro purine nucleoside analogs in high yield without virtually any formation of the 7-positional isomers. The compounds are drugs or intermediates to drugs.Type: ApplicationFiled: August 21, 2002Publication date: February 26, 2004Applicant: Ash Stevens, Inc.Inventors: Pranab K. Gupta, Stephen A. Munk
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Patent number: 5917040Abstract: A process for the preparation of 2-fluoro-9- (2,3,5-tri-O-benzyl-beta-D-arabinofuranosyl)adenine (I) is described. The process involves reacting a protected 2-fluoro adenine with a protected chlorosugar under controlled conditions of temperature (80-85.degree. C.) to produce (I), rather than using a process involving fluorinating a 2-substituted nucleoside precursor of (I).Type: GrantFiled: May 20, 1993Date of Patent: June 29, 1999Assignee: Ash Stevens, Inc.Inventors: Anica Markovac, Maurice P. LaMontagne
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Patent number: 5296589Abstract: A process for the preparation of 2-fluoro-9-beta-D-arabinofuranosyl purine (VII) by a reaction of palladium chloride and hydrochloric acid with 2-fluoro-9-(2,3,5-tribenzyl-beta-D-arabinofuranosyl)adenine (VI) at elevated pressures in a solvent for (VI) is described. The reaction is rapid, economical and efficient.Type: GrantFiled: April 30, 1992Date of Patent: March 22, 1994Assignee: Ash Stevens, Inc.Inventor: Peter Blumbergs
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Patent number: 5206351Abstract: A process for the preparation of 2-amino-9-(2,3,5-tri-O-benzyl-beta-D-arabinofuranosyl) adenine (V) is described. The process uses a protected 2,6-di(tri-alkylsilylamino)-9-trialkylsilylpurine (II) which is reacted with protected chlorosugar 2,3,5-tri-O-benzyl-1-chloro-D-arabinofuranose (III) and then the protection groups are removed from the 2 and 6 positions. The process provides a 9-beta-D-arabinofuranosyl-2-fluoroadenine (VII) which is an antileukenine drug.Type: GrantFiled: June 15, 1990Date of Patent: April 27, 1993Assignee: Ash Stevens, Inc.Inventors: Anica Markovac, Maurice P. LaMontagne
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Patent number: 5110919Abstract: A process for the preparation of 2,6-diamino-9-(2,3,5-tri-O-benzyl-beta-D-arabinofuranosyl)purine (V) by reacting 2,6-di(alkoxyacetamido)purine (II) with 2,3,5-tri-O-benzyl-1-chloro-alpha-D-arabinofuranose (III) to produce 2,6-di(alkoxyacetamido)-9-(2,3,5-tri-O-benzyl-beta-D-arabinofuranosyl)puri ne (IV) and then deprotecting the 2,6-positions to produce the 2,6-diamine (V) is described. The process provides purine (V) in high yield. Purine (V) is an intermediate in the preparation of 9-beta-D-arabinofuranosyl-2-fluoroadenine which is a cytotoxic agent.Type: GrantFiled: December 4, 1989Date of Patent: May 5, 1992Assignee: Ash Stevens, Inc.Inventors: Peter Blumbergs, Mohammed S. Khan, Richard L. Kalamas