Patents Assigned to Pharm-Eco Laboratories, Inc.
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Patent number: 6590106Abstract: Disclosed are novel compounds represented by Structural Formula II, IX or XXVIII: R1, R2, and R22 are independently an aliphatic group, a substituted aliphatic group, an aromatic group or a substituted aromatic group. R2 is —NR4R5 or —N+≡C−. Alternatively, R1, and R2, taken together with the methine group to which they are bonded, are a moiety represented by the following structural formula: R3 is —NH2, —OH, —OC(O)H or —OR9. R5, R6 and R7 are independently —H or an amine protecting group. R8 is —H, —OH or —OR8. R9 is an alcohol protecting group. Also disclosed are methods of preparing these compounds.Type: GrantFiled: June 21, 2002Date of Patent: July 8, 2003Assignee: Pharm-Eco Laboratories, Inc.Inventors: Richard L. Gabriel, Jurjus Jurayj
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Publication number: 20030040644Abstract: The present invention relates to a method of preparing a 1-nitro-3-substituted-3-amino-2-propanol diastereomer represented by Structural Formula I: 1Type: ApplicationFiled: July 3, 2002Publication date: February 27, 2003Applicant: Pharm-Eco Laboratories, Inc.Inventors: Richard L. Gabriel, Adel M. Moussa, Sharon Fitzhenry, Changhua Liu, David A. Swanson, Brittany Le, Salah Zahr, Yesh P. Sachdeva, Jurjus Jurayj
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Publication number: 20020188135Abstract: Disclosed are novel compounds represented by Structural Formula II, IX or XXVIII: 1Type: ApplicationFiled: June 21, 2002Publication date: December 12, 2002Applicant: Pharm-Eco Laboratories, Inc.Inventors: Richard L. Gabriel, Jurjus Jurayj
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Patent number: 6479669Abstract: Disclosed are novel compounds, and methods of making the same, represented by Structural Formula II, IX or XXVII: The compounds can be used to prepare combinatorial libraries based on a multicomponent Ugi reaction.Type: GrantFiled: June 29, 1999Date of Patent: November 12, 2002Assignee: Pharm-Eco Laboratories, Inc.Inventors: Richard L. Gabriel, Jurjus Jurayj
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Patent number: 6461858Abstract: An enzyme is immobilized on a solid support and can react selectively with one enantiomer in an enantiomeric mixture. A methods of using the enzyme immobilized solid support in conjunct with a separating means to separate enantiomeric mixtures is described. An apparatus for separating an enantiomeric mixture using an enzyme immobilized on a solid support is also described.Type: GrantFiled: January 26, 1999Date of Patent: October 8, 2002Assignee: Pharm-Eco Laboratories, Inc.Inventors: Richard L. Gabriel, David A. Swanson
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Patent number: 6462221Abstract: The present invention relates to a method of preparing a 1-nitro-3-substituted-3-amino-2-propanol diastereomer represented by Structural Formula I: In Structural Formula I, R is an amine protecting group, and R1 is an amino acid side-chain, a protected amino acid side-chain, a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, a substituted or unsubstituted aralkyl or a substituted or unsubstituted heteroaralkyl group. The method involves contacting a 1-nitro-3-substituted-3-amino-2-propanone with a reducing agent to form a mixture of 1-nitro-3-substituted-3-amino-2-propanol diastereomers. The 1-nitro-3-substituted-3-amino-2-propanol diastereomers are then separated by simulated moving bed chromatography to obtain one or more 1-nitro-3-substituted-3-amino-2-propanol diastereomer.Type: GrantFiled: May 19, 2000Date of Patent: October 8, 2002Assignee: Pharm-Eco Laboratories, Inc.Inventors: Richard L. Gabriel, Adel M. Moussa, Sharon Fitzhenry, Changhua Liu, David A. Swanson, Brittany La, Salah Zahr, Yesh P. Sachdeva, Jurjus Jurayj
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Patent number: 6268535Abstract: The present invention is a method of preparing a 3-aryl-1-indanamine represented by structural formula I: and physiologically acceptable salts thereof. In structure I, phenyl ring A can be unsubstituted or substituted with 1-4 substitutents. R1 is an aromatic group which can be substituted or unsubstituted. R2 and R3 are each, independently, hydrogen, an aliphantic group, a substituted aliphatic group, an aromatic group, a substituted aromatic group, an aralkyl group, or a substituted aralkyl group. Alternatively, R2 and R3, taken together with the nitrogen substitutent on the indan ring, form a non-aromatic ring system having 1-2 heteroatoms.Type: GrantFiled: January 7, 1999Date of Patent: July 31, 2001Assignee: Pharm-Eco Laboratories, Inc.Inventors: Adel M. Moussa, Reem Haider, Heather Taft, Jurjus Jurayj, Weiheng Wang, HaeSuk Suh
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Patent number: 6201120Abstract: Disclosed is a three step synthesis of 11-aryl-5,6-dihydro-11H-dibenz[b,e]azepines from a 2-aminobenzophenone represented by the following structural formula: and a starting material represented by the following structural formula: Phenyl Ring A, Phenyl Ring B and Phenyl Ring C are independently unsubstituted or substituted with one, two or three substituents. Each substituent on Phenyl Ring A, Phenyl Ring B and Phenyl Ring C is independently chosen. R is —H, a aliphatic group, a substituted aliphatic group, an aryl group, a substituted aryl group, —C(O)—R′, —C(O)—H, —C(O)—NHR′, —S(O)2R′, —C(O)—C(O)—R′, —C(O)—C(O)—H, —C(S)—R′, —C(S)—H, —C(O)—OR′, —C(S)—OR′, —C(O)—SR′, —C(S)—SR′, —C(O)—NR′2 or —C(O)—C(S)—R′.Type: GrantFiled: August 9, 1999Date of Patent: March 13, 2001Assignee: Pharm-Eco Laboratories, Inc.Inventors: Adel M. Moussa, Richard J. Lombardy, Reem M. Haider, Minghua Sun
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Patent number: 6133453Abstract: Disclosed is a method of preparing a compound represented by the following structural formula: ##STR1## and physiological salts thereof. R.sup.1 is --H, an aliphatic group, a substituted aliphatic group, an aryl group or a substituted aryl group.R.sup.2 is a substituted or unsubstituted 2-hydroxy-1-ethyl group.Ring A is a substituted or unsubstituted aryl group.Ring B is substituted or unsubstituted at position two.Type: GrantFiled: May 11, 1999Date of Patent: October 17, 2000Assignee: Pharm-Eco Laboratories, Inc.Inventors: Robert Stevenson, Milind P. Sant, Reem Haider, Ahmed Hilmy, Emile Al-Farhan
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Patent number: 6063921Abstract: Disclosed is a three step synthesis of 11-aryl-5,6-dihydro-11H-dibenz[b,e]azepines from a 2-aminobenzophenone represented by the following structural formula: ##STR1## and a starting material represented by the following structural formula: ##STR2## Phenyl Ring A, Phenyl Ring B and Phenyl Ring C are independently unsubstituted or substituted with one, two or three substituents. Each substituent on Phenyl Ring A, Phenyl Ring B and Phenyl Ring C is independently chosen.R is --H, a aliphatic group, a substituted aliphatic group, an aryl group, a substituted aryl group, --C(O)--R', --C(O)--H, --C(O)--NHR', --S(O).sub.2 R', --C(O)--C(O)--R', --C(O)--C(O)--H, --C(S)--R', --C(S)--H, --C(O)--OR', --C(S)--OR', --C(O)--SR', --C(S)--SR', --C(O)--NR'.sub.2 or --C(O)--C(S)--R'. R' is an aliphatic group, a substituted aliphatic group, an aryl group or a substituted aryl group.R.sub.1 is a leaving group.Type: GrantFiled: November 20, 1997Date of Patent: May 16, 2000Assignee: Pharm-Eco Laboratories, Inc.Inventors: Adel M. Moussa, Richard J. Lombardy, Reem M. Haider, Minghua Sun
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Patent number: 6063963Abstract: The present invention relates to a method of forming a 1,3-diamino-3-substituted-2-propanol chemical intermediate from which various chemicals, such as selected protease-inhibitors and other drugs, as well as polymers, can be synthesized.The method includes contacting a nitromethyl amino acid compound with at least one reducing agent to form the 1,3-diamino-3-substituted-2-propanol chemical intermediate.Type: GrantFiled: August 4, 1997Date of Patent: May 16, 2000Assignee: Pharm-Eco Laboratories, Inc.Inventors: Biman Pal, Siya Ram, Bing Cai, Yesh P. Sachdeva, Jaechul Shim, Salah A. Zahr, Emile Al-Farhan, Richard Gabriel
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Patent number: 6054598Abstract: Disclosed is a method of preparing a compound represented by the following structural formula: ##STR1## The method comprises reacting bromine (Br.sub.2) and an aliphatic organic acid with a compound represented by the following structural formula: ##STR2## R.sub.1 and R.sub.2 are each independently a hydroxyl protecting group.Type: GrantFiled: March 23, 1998Date of Patent: April 25, 2000Assignee: Pharm-Eco Laboratories, Inc.Inventors: Yesh Sachdeva, Siya Ram
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Patent number: 6051726Abstract: Disclosed is a method of preparing a compound represented by the following structural formula: ##STR1## The method comprises reacting bromine (Br.sub.2) and an aliphatic organic acid with a compound represented by the following structural formula: ##STR2## R.sub.1 and R.sub.2 are each independently a hydroxyl protecting group.Type: GrantFiled: March 13, 1997Date of Patent: April 18, 2000Assignee: Pharm-Eco Laboratories, Inc.Inventors: Yesh Sachdeva, Siya Ram
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Patent number: 6020495Abstract: The present invention relates to a method for the stereospecific synthesis of an enantiomer of a chiral amine, wherein the chiral amine has the formula R.sup.1 CH(NH.sub.2)R.sup.2. R.sup.1 and R.sup.2 are each independently selected from the group consisting of alkyl, aryl and heterocyclic and radicals. This method is particularly useful for stereospecifically synthesizing S-dolaphenine. The method involves contacting a chiral enantiomer of norephedrine with borane, within an aprotic solvent to form a complex for stereospecifically reducing oximes. The complex is then contacted with an oxime, thereby stereospecifically reducing said oxime to form an enantiomer of a chiral amine.Type: GrantFiled: December 8, 1997Date of Patent: February 1, 2000Assignee: Pharm-Eco Laboratories, Inc.Inventors: Xiaoyong Sun, Yesh P. Sachdeva, Donna Kaye Wilson, Richard L. Gabriel, Siya Ram
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Patent number: 5750713Abstract: The present invention relates to a method for the stereospecific synthesis of an enantiomer of a chiral amine, wherein the chiral amine has the formula R.sup.1 CH(NH.sub.2)R.sup.2. R.sup.1 and R.sup.2 are each independently selected from the group consisting of alkyl, aryl and heterocyclic and radicals. This method is particularly useful for stereospecifically synthesizing S-dolaphenine. The method involves contacting a chiral enantiomer of norephedrine with borane, within an aprotic solvent to form a complex for stereospecifically reducing oximes. The complex is then contacted with an oxime, thereby stereospecifically reducing said oxime to form an enantiomer of a chiral amine.Type: GrantFiled: August 18, 1997Date of Patent: May 12, 1998Assignee: Pharm-Eco Laboratories, Inc.Inventors: Xiaoyong Sun, Yesh P. Sachdeva, Donna Kaye Wilson, Richard L. Gabriel, Siya Ram
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Patent number: 5643408Abstract: An apparatus for decontaminating a liquid surfactant of a dioxane having a vapor pressure which is higher than the vapor pressure of the surfactant includes an elevated reservoir for dioxane-contaminated liquid surfactant and an elongate inclined conduit, which has an upper portion for receiving a stream of the contaminated liquid surfactant from the elevated reservoir and a lower portion for discharge of decontaminated liquid surfactant. A heat source is suitable for heating contaminated liquid surfactant in the elongate inclined conduit in an amount sufficient to cause the dioxane contaminant of the liquid surfactant to volatilize, thereby decontaminating the surfactant. A gas source is suitable for directing a gas through the inclined conduit to transport volatilized dioxane out of the conduit. A receptacle is connected to the elongate inclined conduit for receiving the decontaminated liquid surfactant discharged from the inclined conduit.Type: GrantFiled: May 16, 1995Date of Patent: July 1, 1997Assignee: Pharm-Eco Laboratories, Inc.Inventors: Yesh P. Sachdeva, Richard L. Gabriel
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Patent number: 5630914Abstract: A method for decontaminating a liquid of a contaminant having a vapor pressure which is higher than the vapor pressure of the liquid. A contaminated liquid is directed through an inclined conduit. A gas is directed into the inclined conduit, whereby the gas contacts the liquid and transports the contaminant, which has volatilized in the inclined conduit, out of the inclined conduit, thereby decontaminating the liquid. The liquid is discharged from the inclined conduit.Type: GrantFiled: June 7, 1995Date of Patent: May 20, 1997Assignee: Pharm-Eco Laboratories, Inc.Inventors: Yesh P. Sachdeva, Richard L. Gabriel
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Patent number: 5599994Abstract: The present invention relates to a method of forming a 1,3-diamino-3-substituted-2-propanol chemical intermediate from which various chemicals, such as selected protease-inhibitors and other drugs, as well as polymers, can be synthesized.The method includes contacting a nitromethyl amino acid compound with at least one reducing agent to form the 1,3-diamino-3-substituted-2-propanol chemical intermediate.Type: GrantFiled: June 7, 1995Date of Patent: February 4, 1997Assignee: Pharm-Eco Laboratories, Inc.Inventors: Biman Pal, Siya Ram, Yesh P. Sachdeva, Jaechul Shim, Salah A. Zahr, Emile Al-Farhan, Richard L. Gabriel
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Patent number: 5562808Abstract: A method and apparatus are disclosed for decontaminating a liquid surfactant of a dioxane having a vapor pressure which is higher than the surfactant. A contaminated liquid surfactant is directed through an inclined conduit. A gas is directed into the inclined conduit, whereby the gas contacts the surfactant and transports the dioxane contaminant, which has volatilized in the inclined conduit, out of the inclined conduit, thereby decontaminating the surfactant. The liquid surfactant is discharged from the inclined conduit.Type: GrantFiled: September 21, 1993Date of Patent: October 8, 1996Assignee: Pharm-Eco Laboratories, Inc.Inventors: Yesh P. Sachdeva, Richard L. Gabriel