Patents by Inventor Rafal R. Sicinski

Rafal R. Sicinski 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).

  • Patent number: 6844330
    Abstract: This invention discloses (20S)-1?-hydroxy-2?-methyl-19-nor-vitamin D3 and (20S)-1?-hydroxy-2?-methyl-19-nor-vitamin D3 and pharmaceutical uses therefor. These compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.
    Type: Grant
    Filed: January 22, 2004
    Date of Patent: January 18, 2005
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Pawel K. Grzywacz
  • Patent number: 6844457
    Abstract: This invention discloses (20S)-1?-hydroxy-2?-methyl-19-nor-vitamin D3 and (20S)-1?-hydroxy-2?-methyl-19-nor-vitamin D3 and pharmaceutical uses therefor. These compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.
    Type: Grant
    Filed: January 22, 2004
    Date of Patent: January 18, 2005
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Pawel K. Grzywacz
  • Publication number: 20040229851
    Abstract: 2-propylidene-19-nor-vitamin D compounds are disclosed as well as pharmaceutical uses for these compounds and methods of synthesizing these compounds. These compounds are characterized by high bone calcium mobilization activity and high intestinal calcium transport activity. This results in novel therapeutic agents for the treatment and prophylaxis of diseases where bone formation is desired, particularly osteoporosis, as well as autoimmune diseases such as multiple sclerosis, diabetes mellitus and lupus. These compounds also exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis. These compounds also increase both breaking strength and crushing strength of bones evidencing use in conjunction with bone replacement surgery such as hip and knee replacements.
    Type: Application
    Filed: April 9, 2004
    Publication date: November 18, 2004
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Agnieszka Glebocka, Lori A. Plum
  • Publication number: 20040220418
    Abstract: A method of making 1&agr;-hydroxy-2-methylene-19-nor-homopregnacalciferol. The method includes the steps of condensing a bicyclic ketone with an allylic phosphine oxide to produce a protected 19-nor-pregnacalciferol analog, thereafter cleaving the protecting group to form 22-alcohol, converting the alcohol to an ester, reducing the ester to 17&bgr;-isopropyl-19-nor-vitamin D analog, and finally deprotecting the 17&bgr;-isopropyl derivative to form the desired compound.
    Type: Application
    Filed: May 17, 2004
    Publication date: November 4, 2004
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Sumithra Gowlugari, Rafal R. Sicinski
  • Patent number: 6806262
    Abstract: Biologically active 19-nor vitamin D analogs substituted at C-2 in the A-ring with an ethylidene or an ethyl group. These compounds have preferential activity on mobilizing calcium from bone and either high or normal intestinal calcium transport activity which allows their in vivo administration for the treatment of metabolic bone diseases where bone loss is a major concern. These compounds are also characterized by high cell differentiation activity.
    Type: Grant
    Filed: May 31, 2001
    Date of Patent: October 19, 2004
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski
  • Publication number: 20040204588
    Abstract: A method of synthesizing aromatic ketone compositions of formula I comprising the step of introducing a double bond into the 5 membered ring of the 4,5-dihydro-1,3-azoles moiety of formula II is disclosed. A method of synthesizing aromatic ketone compositions of formula I comprising the step of ring synthesis of the tetrahydro-1,3-azoles of formula XI is also disclosed.
    Type: Application
    Filed: February 11, 2003
    Publication date: October 14, 2004
    Inventors: Hector F. DeLuca, Pawel K. Grzywacz, Rafal R. Sicinski
  • Publication number: 20040167104
    Abstract: This invention provides a novel class of vitamin D related compounds, namely, the 2-alkylidene-19-nor-vitamin D derivatives, as well as a general method for their chemical synthesis.
    Type: Application
    Filed: February 17, 2004
    Publication date: August 26, 2004
    Inventors: Hector F. DeLuca, Rafal R. Sicinski
  • Patent number: 6774251
    Abstract: A method of making 1&agr;-hydroxy-2-methylene-19-nor-homopregnacalciferol. The method includes the steps of condensing a bicyclic ketone with an allylic phosphine oxide to produce a protected 19-nor-pregnacalciferol analog, thereafter cleaving the protecting group to form 22-alcohol, converting the alcohol to an ester, reducing the ester to 17&bgr;-isopropyl-19-nor-vitamin D analog, and finally deprotecting the 17&bgr;-isopropyl derivative to form the desired compound.
    Type: Grant
    Filed: March 26, 2003
    Date of Patent: August 10, 2004
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Sumithra Gowlugari, Rafal R. Sicinski
  • Publication number: 20040152679
    Abstract: This invention discloses (20S)-1&agr;-hydroxy-2&agr;-methyl-19-nor-vitamin D3 and (20S)-1&agr;-hydroxy-2&bgr;-methyl-19-nor-vitamin D3 and pharmaceutical uses therefor. These compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.
    Type: Application
    Filed: January 22, 2004
    Publication date: August 5, 2004
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Pawel K. Grzywacz
  • Publication number: 20040152677
    Abstract: This invention discloses (20S)-1&agr;-hydroxy-2&agr;-methyl-19-nor-vitamin D3 and (20S)-1&agr;-hydroxy-2&bgr;-methyl-19-nor-vitamin D3 and pharmaceutical uses therefor. These compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.
    Type: Application
    Filed: January 22, 2004
    Publication date: August 5, 2004
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Pawel K. Grzywacz
  • Publication number: 20040152680
    Abstract: This invention discloses (20S)-1&agr;-hydroxy-2&agr;-methyl-19-nor-vitamin D3 and (20S)-1&agr;-hydroxy-2&agr;-methyl-19-nor-vitamin D3 and pharmaceutical uses therefor. These compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.
    Type: Application
    Filed: January 22, 2004
    Publication date: August 5, 2004
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Pawel K. Grzywacz
  • Publication number: 20040152676
    Abstract: This invention discloses (20S)-1&agr;-hydroxy-2&agr;-methyl-19-nor-vitamin D3 and (20S)-1&agr;-hydroxy-2&bgr;-methyl-19-nor-vitamin D3 and pharmaceutical uses therefor. These compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.
    Type: Application
    Filed: January 22, 2004
    Publication date: August 5, 2004
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Pawel K. Grzywacz
  • Publication number: 20040152675
    Abstract: This invention discloses (20S)-1&agr;-hydroxy-2&agr;-methyl-19-nor-vitamin D3 and (20S)-1&agr;-hydroxy-2&bgr;-methyl-19-nor-vitamin D3 and pharmaceutical uses therefor. These compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.
    Type: Application
    Filed: January 22, 2004
    Publication date: August 5, 2004
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Pawel K. Grzywacz
  • Publication number: 20040152678
    Abstract: This invention discloses (20S)-1&agr;-hydroxy-2&agr;-methyl-19-nor-vitamin D3 and (20S)-1&agr;-hydroxy-2&bgr;-methyl-19-nor-vitamin D3 and pharmaceutical uses therefor. These compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.
    Type: Application
    Filed: January 22, 2004
    Publication date: August 5, 2004
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Pawel K. Grzywacz
  • Publication number: 20040082802
    Abstract: This invention provides a novel class of vitamin D related compounds, namely, the 2-alkyl-19-nor-vitamin D derivatives, as well as a general method for their chemical synthesis.
    Type: Application
    Filed: October 10, 2003
    Publication date: April 29, 2004
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski
  • Patent number: 6696431
    Abstract: This invention provides a novel class of vitamin D related compounds, namely, the 2-alkylidene-19-nor-vitamin D derivatives, as well as a general method for their chemical synthesis. The compounds have the formula: where Y1 and Y2, which may be the same or different, are each selected from the group consisting of hydrogen and a hydroxy-protecting group, R6 and R8, which may be the same or different, are each selected from hydrogen, alkyl, hydroxyalkyl and fluoroalkyl, or when taken together represent the group —(CH2)x— where x is an integer from 2 to 5, and where the group R represents any of the typical side chains known for vitamin D type compounds. These 2-substituted compounds are characterized by relatively high intestinal calcium transport activity and relatively high bone calcium mobilization activity resulting in novel therapeutic agents for the treatment of diseases where bone formation is desired, particularly low bone turnover osteoporosis.
    Type: Grant
    Filed: January 28, 2003
    Date of Patent: February 24, 2004
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski
  • Patent number: 6667298
    Abstract: This invention provides a novel class of vitamin D related compounds, namely, the 2-alkyl-19-nor-vitamin D derivatives, as well as a general method for their chemical synthesis. The compounds have the formula: where Y1 and Y2, which may be the same or different, are each selected from the group consisting of hydrogen and a hydroxy-protecting group, R6 is selected from the group consisting of alkyl, hydroxyalkyl and fluoroalkyl, and where the group R represents any of the typical side chains known for vitamin D type compounds. These 2-substituted compounds, especially the 2&agr;-methyl and the 2&agr;-methyl-20S derivatives, are characterized by relatively high intestinal calcium transport activity and relatively high bone calcium mobilization activity resulting in novel therapeutic agents for the treatment of diseases where bone formation is desired, particularly low bone turnover osteoporosis.
    Type: Grant
    Filed: September 19, 2002
    Date of Patent: December 23, 2003
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski
  • Publication number: 20030203882
    Abstract: This invention discloses (20S)-1&agr;-hydroxy-2&agr;-methyl-19-nor-vitamin D3 and (20S)-1&agr;-hydroxy-2&bgr;-methyl-19-nor-vitamin D3 and pharmaceutical uses therefor. These compounds exhibit pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.
    Type: Application
    Filed: April 22, 2002
    Publication date: October 30, 2003
    Inventors: Hector F. DeLuca, Rafal R. Sicinski, Pawel K. Grzywacz
  • Publication number: 20030191095
    Abstract: A method of making 1&agr;-hydroxy-2-methylene-19-nor-homopregnacalciferol. The method includes the steps of condensing a bicyclic ketone with an allylic phosphine oxide to produce a protected 19-nor-pregnacalciferol analog, thereafter cleaving the protecting group to form 22-alcohol, converting the alcohol to an ester, reducing the ester to 17&bgr;-isopropyl-19-nor-vitamin D analog, and finally deprotecting the 17&bgr;-isopropyl derivative to form the desired compound.
    Type: Application
    Filed: March 26, 2003
    Publication date: October 9, 2003
    Inventors: Hector F. DeLuca, Sumithra Gowlugari, Rafal R. Sicinski
  • Publication number: 20030181427
    Abstract: This invention provides a novel class of vitamin D related compounds, namely, the 2-alkylidene-19-nor-vitamin D derivatives, as well as a general method for their chemical synthesis.
    Type: Application
    Filed: January 28, 2003
    Publication date: September 25, 2003
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Rafal R. Sicinski