Patents Assigned to Avexxin AS
  • Patent number: 11691959
    Abstract: A compound of formula (I) wherein X is 0, C=0 or S; Y is N or CH; R2 and R4 are each independently H, —(CH2)pCOOH, —(CH2)pCON(R5)2 or —(CH2)pCOOC1-6alkyl; or R2 and R4 together form a 6-membered phenyl ring fused to the five membered ring; each R1 is independently selected from H, halo (e.g. fluoro or chloro), C6-10aryl, C7-12arylalkyl, C2-12 alkenyl; OC1-12 alkyl, OC2-12 alkenyl or a C1-12 alkyl group; each R5 is H or C1-6 alkyl; each p is 0 to 3; n is 1 to 4; or a salt, ester, solvate, N-oxide, or prodrug thereof, e.g. a salt thereof.
    Type: Grant
    Filed: June 10, 2021
    Date of Patent: July 4, 2023
    Assignee: Avexxin AS
    Inventors: Berit Johansen, Marcel Sandberg, Inger-Reidun Aukrust, George Kokotos, Efrosini Barbayianni
  • Patent number: 11439625
    Abstract: A combination product comprising: (A) a compound of formula (I) (I) wherein X is O or S, preferably O; R6 is H, C1-6alkyl, —(CH2)pCOOH, —(CH2)pCOOC1-6alkyl, —(CH2)pCONH2, (CH2)pCONHC1-6alkyl, and —(CH2)pCON(C1-6alkyl)2; R11 is H or C1-6 alkyl; each R5 is —OC1-10alkyl, —SC1-10alkyl, —C1-12alkyl, or OAr2; wherein Ar2 is phenyl, optionally substituted with one or more halo; each p is 0 to 3; each z is 1 to 2; or a salt thereof; and (B) a compound of formula (X) (X) where R1 is phenyl wherein said phenyl is substituted by lower alkyl unsubstituted or substituted by cyano; R3 is lower alkyl, such as methyl; and R4 is quinolinyl unsubstituted or substituted by halogen; or a tautomer thereof, or a pharmaceutically acceptable salt, or a hydrate or solvate thereof.
    Type: Grant
    Filed: March 14, 2017
    Date of Patent: September 13, 2022
    Assignee: Avexxin AS
    Inventors: Berit Johansen, Astrid Jullumstrø Feuerherm
  • Patent number: 11351127
    Abstract: A pharmaceutical composition in the form of an emulsion, in particular an oil-in-water emulsion, comprising certain polyunsaturated long-chain ketones and polysorbate. The composition may be used to treat or prevent certain inflammatory or proliferative conditions.
    Type: Grant
    Filed: September 21, 2017
    Date of Patent: June 7, 2022
    Assignee: Avexxin AS
    Inventors: Philip Hansen, Anders Ljungqvist
  • Patent number: 11034666
    Abstract: A compound of formula (I) wherein X is O, C?O or S; Y is N or CH; R2 and R4 are each independently H, —(CH2)pCOOH, —(CH2)pCON(R5)2 or —(CH2)pCOOC1-6alkyl; or R2 and R4 together form a 6-membered phenyl ring fused to the five membered ring; each R1 is independently selected from H, halo (e.g. fluoro or chloro), C6-10aryl, C7-12arylalkyl, C2-12 alkenyl; OC1-12 alkyl, OC2-12 alkenyl or a C1-12 alkyl group; each R5 is H or C1-6 alkyl; each p is 0 to 3; n is 1 to 4; or a salt, ester, solvate, N-oxide, or prodrug thereof, e.g. a salt thereof.
    Type: Grant
    Filed: October 25, 2019
    Date of Patent: June 15, 2021
    Assignee: Avexxin AS
    Inventors: Berit Johansen, Marcel Sandberg, Inger-Reidun Aukrust, George Kokotos, Efrosini Barbayianni
  • Patent number: 10953004
    Abstract: A combination product comprising: (A) a compound of formula (I) R-L-CO—X (I) wherein R is a C10-24 unsaturated hydrocarbon group optionally interrupted by one or more heteroatoms or groups of heteroatoms selected from S, O, N, SO, SO2, said hydrocarbon group comprising at least 4 non-conjugated double bonds; L is a linking group forming a bridge of 1 to 5 atoms between the R group and the carbonyl CO wherein L comprises at least one heteroatom in the backbone of the linking group; and X is an electron withdrawing group; or a salt thereof; and (B) a compound of formula (X) where R1 is phenyl wherein said phenyl is substituted by lower alkyl unsubstituted or substituted by cyano; R3 is lower alkyl, such as methyl; and R4 is quinolinyl unsubstituted or substituted by halogen; or a tautomer thereof, or a pharmaceutically acceptable salt, or a hydrate or solvate thereof.
    Type: Grant
    Filed: March 14, 2017
    Date of Patent: March 23, 2021
    Assignee: Avexxin AS
    Inventors: Berit Johansen, Astrid Jullumstrø Feuerherm
  • Patent number: 10851114
    Abstract: A compound of formula (I?) wherein R6 is H, C1-6alkyl, —(CH2)pCOOH, —(CH2)pCOOC1-6alkyl, —(CH2)pCONH2, —(CH2)pCONHC1-6alkyl, —(CH2)pCON(C1-6alkyl)2, R7 is as defined for R6; or and R7 taken together with the atoms joining them can form a 6-membered aromatic or non aromatic, saturated or unsaturated, carbocyclic or heteroatom containing (e.g.
    Type: Grant
    Filed: December 10, 2018
    Date of Patent: December 1, 2020
    Assignee: Avexxin AS
    Inventors: Berit Johansen, Marcel Sandberg, Inger-Reidun Aukrust, George Kokotos, Johan Evenäs, Thomas Brimert, Kildahl-Andersen Geir
  • Publication number: 20200330399
    Abstract: A synergistic pharmaceutical composition for simultaneous, parallel, sequential or separate use comprising a polyunsaturated ketone, a corticosteroid and, optionally, a secosteroid partner calciptriol. The composition has utility in the treatment and prevention of skin disorders.
    Type: Application
    Filed: June 5, 2017
    Publication date: October 22, 2020
    Applicant: AveXxin AS
    Inventors: Berit JOHANSEN, Astrid Jullumstrø FEUERHERM
  • Publication number: 20200323793
    Abstract: A synergistic pharmaceutical composition for simultaneous, parallel, sequential or separate use comprising a polyunsaturated ketone and a calcineurin inhibitor. The composition has utility in the treatment and prevention of skin disorders.
    Type: Application
    Filed: June 5, 2017
    Publication date: October 15, 2020
    Applicants: Avexxin AS, Avexxin AS
    Inventors: Berit Johansen, Astrid Jullumstrø Feuerherm
  • Patent number: 10758499
    Abstract: A compound of formula (I) R-L-CO—X??(I) (wherein R is a C10-24 unsaturated hydrocarbon group optionally interrupted by one or more heteroatoms or groups of heteroatoms selected from S, O, N, SO, SO2, said hydrocarbon group comprising at least 4 non-conjugated double bonds; L is a linking group forming a bridge of 1 to 5 atoms between the R group and the carbonyl CO wherein L comprises at least one heteroatom in the backbone of the linking group; and X is an electron withdrawing group) or a salt thereof for use in the treatment of dermatitis.
    Type: Grant
    Filed: August 30, 2018
    Date of Patent: September 1, 2020
    Assignee: Avexxin AS
    Inventor: Berit Johansen
  • Publication number: 20190275010
    Abstract: A synergistic pharmaceutical composition for simultaneous, parallel, sequential or separate use comprising a thiazole and a secosteroid. The composition has utility in the treatment and prevention of skin disorders.
    Type: Application
    Filed: November 3, 2017
    Publication date: September 12, 2019
    Applicants: Avexxin AS, Avexxin AS
    Inventors: Berit Johansen, Astrid Jullumstrø Feuerherm
  • Patent number: 10370344
    Abstract: The invention provides compounds of formula (I) wherein X is O or S; R1 is H, OH, SH, nitro, NH2, NHC1-6alkyl, N(C1-6alkyl)2, halo, haloC1-6alkyl, CN, C1-6-alkyl, OC1-6alkyl, C1-6alkylCOOH, C1-6alkylCOOC1-6alkyl, C2-6-alkenyl, C3-10cycloalkyl, C6-10aryl, C1-6alkylC6-10aryl, heterocyclyl, heteroaryl, CONH2, CONHC1-6alkyl, CON(C1-6alkyl)2, OCOC1-6alkyl, or is an acidic group, such as a group comprising a carboxyl, phosphate, phosphinate, sulfate, sulfonate, or tetrazolyl group; R2 is as defined for R1 or R1 and R2 taken together can form a 6-membered aromatic ring optionally substituted by up to 4 groups R5; R3 is H, halo (preferably fluoro), or CHal3 (preferably CF3); each R5 is defined as for R1; V1 is a covalent bond, —O—, or a C1-20alkyl group, or C2-20-mono or multiply unsaturated alkenyl group; said alkyl or alkenyl groups being optionally interrupted by one or more heteroatoms selected from O, NH, N(C1-6 alkyl), S, SO, or SO2; M1 is absent or is a C5-10 cyclic group or a C5-15 aromatic group; and R
    Type: Grant
    Filed: February 24, 2017
    Date of Patent: August 6, 2019
    Assignee: Avexxin AS
    Inventors: George Kokotos, Berit Johansen, Victoria Magrioti, Michael Tsakos
  • Patent number: 10259801
    Abstract: A compound of formula (I) wherein X is O, C?O or S; Y is N or CH; R2 and R4 are each independently H, —(CH2)pCOOH, —(CH2)pCON(R5)2 or —(CH2)pCOOC1-6alkyl; or R2 and R4 together form a 6-membered phenyl ring fused to the five membered ring; each R1 is independently selected from H, halo (e.g. fluoro or chloro), C6-10aryl, C7-12arylalkyl, C2-12 alkenyl; OC1-12 alkyl, OC2-12 alkenyl or a C1-12 alkyl group; each R5 is H or C1-6 alkyl; each p is 0 to 3; n is 1 to 4; or a salt, ester, solvate, N-oxide, or prodrug thereof, e.g. a salt thereof.
    Type: Grant
    Filed: October 20, 2017
    Date of Patent: April 16, 2019
    Assignee: Avexxin AS
    Inventors: Berit Johansen, Marcel Sanderberg, Inger-Reidun Aukrust, George Kokotos, Efrosini Barbayianni
  • Patent number: 10183911
    Abstract: A process for the preparation of a polyunsaturated thiol comprising: (1) reacting a polyunsaturated alcohol in the presence of a compound of formula R2—SO2Hal wherein R2 is a C1-20 hydrocarbyl group, such an C1-10 alkyl group, to form a polyunsaturated sulphonyl ester; (2) converting the polyunsaturated sulphonyl ester to a polyunsaturated thioester by reacting with an anion of formula ?SC(?O)R4 wherein R4 is a C1-20 hydrocarbyl group; (3) converting the polyunsaturated thioester to form a polyunsaturated thiol optionally in the presence of an antioxidant, e.g. using a metal carbonate. (4) reacting said polyunsaturated thiol with a compound (LG)R3COX wherein X is an electron withdrawing group and R3 is an alkylene group carrying a leaving group (LG), such as LG-CH2— forming where X is an electron withdrawing group and LG is a leaving group; optionally in the presence of an antioxidant, so as to form a polyunsaturated ketone compound.
    Type: Grant
    Filed: January 25, 2016
    Date of Patent: January 22, 2019
    Assignee: Avexxin AS
    Inventors: Marcel Sanderberg, Inger-Reidun Aukrust
  • Patent number: 10150781
    Abstract: A compound of formula (I?) wherein R6 is H, C1-6alkyl, —(CH2)pCOOH, —(CH2)pCOOC1-6alkyl, —(CH2)pCONH2, —(CH2)pCONHC1-6alkyl, —(CH2)pCON(C1-6alkyl)2, R7 is as defined for R6; or R6 and R7 taken together with the atoms joining them can form a 6-membered aromatic or non aromatic, saturated or unsaturated, carbocyclic or heteroatom containing (e.g.
    Type: Grant
    Filed: August 3, 2015
    Date of Patent: December 11, 2018
    Assignee: Avexxin AS
    Inventors: Berit Johansen, Marcel Sanderberg, Inger-Reidun Aukrust, George Kokotos, Johan Evenäs, Thomas Brimert, Kildahl-Andersen Geir
  • Patent number: 10093618
    Abstract: The invention relates to the manufacture of certain polyunsaturated compounds employing a particular application of the Mitsonobu reaction in the presence of at least one anti-oxidant. We have found a method of making a pharmaceutically-acceptable polyunsaturated ester or thioester compound directly, which can ultimately be converted to the advantageous ketone compounds, in which unwanted oxidation and cis/trans isomerization are substantially reduced or eliminated using particular Mitsonobu chemistry.
    Type: Grant
    Filed: July 23, 2014
    Date of Patent: October 9, 2018
    Assignee: Avexxin AS
    Inventors: Marcel Sanderberg, Inger-Reidun Aukrust
  • Patent number: 10085952
    Abstract: A compound of formula (I) R-L-CO—X??(I) (wherein R is a C10-24 unsaturated hydrocarbon group optionally interrupted by one or more heteroatoms or groups of heteroatoms selected from S, O, N, SO, SO2, said hydrocarbon group comprising at least 4 non-conjugated double bonds; L is a linking group forming a bridge of 1 to 5 atoms between the R group and the carbonyl CO wherein L comprises at least one heteroatom in the backbone of the linking group; and X is an electron withdrawing group) or a salt thereof for use in the treatment of dermatitis.
    Type: Grant
    Filed: November 25, 2013
    Date of Patent: October 2, 2018
    Assignee: Avexxin AS
    Inventor: Berit Johansen
  • Patent number: 10085953
    Abstract: A compound of formula (I) R-L-CO—X??(I) wherein R is a C10-24 unsaturated hydrocarbon group optionally interrupted by one or more heteroatoms or groups of heteroatoms selected from S, O, N, SO, SO2, said hydrocarbon group comprising at least 4 non-conjugated double bonds; L is a linking group forming a bridge of 1 to 5 atoms between the R group and the carbonyl CO wherein L comprises at least one heteroatom in the backbone of the linking group; and X is an electron withdrawing group or a salt thereof for use in the treatment of skin cancer such as basal cell carcinoma.
    Type: Grant
    Filed: May 26, 2015
    Date of Patent: October 2, 2018
    Assignee: Avexxin AS
    Inventors: Berit Johansen, Astrid Jullumistro Feuerherm
  • Patent number: 9682930
    Abstract: A compound of formula (I) R-L-CO—X??(I) (wherein R is a C10-24 unsaturated hydrocarbon group optionally interrupted by one or more heteroatoms or groups of heteroatoms selected from S, O, N, SO, SO2, said hydrocarbon group comprising at least 4 non-conjugated double bonds; L is a linking group forming a bridge of 1 to 5 atoms between the R group and the carbonyl CO; and X is an electron withdrawing group) for use in the treatment of rheumatoid arthritis.
    Type: Grant
    Filed: March 1, 2013
    Date of Patent: June 20, 2017
    Assignee: Avexxin AS
    Inventors: Astrid Jullumstro Feuerherm, Berit Johansen
  • Patent number: 9597318
    Abstract: The invention provides compounds of formula (I) wherein X is O or S; R1 is H, OH, SH, nitro, NH2, NHC1-6alkyl, N(C1-6alkyl)2, halo, haloC1-6alkyl, CN, C1-6-alkyl, OC1-6alkyl, C1-6alkylCOOH, C1-6alkylCOOC1-6alkyl, C2-6-alkenyl, C3-10cycloalkyl, C6-10aryl, C1-6alkylC6-10aryl, heterocyclyl, heteroaryl, CONH2, CONHC1-6alkyl, CON(C1-6alkyl)2, OCOC1-6alkyl, or is an acidic group, such as a group comprising a carboxyl, phosphate, phosphinate, sulfate, sulfonate, or tetrazolyl group; R2 is as defined for R1 or R1 and R2 taken together can form a 6-membered aromatic ring optionally substituted by up to 4 groups R5; R3 is H, halo (preferably fluoro), or CHal3 (preferably CF3); each R5 is defined as for R1; V1 is a covalent bond, —O—, or a C1-20alkyl group, or C2-20-mono or multiply unsaturated alkenyl group; said alkyl or alkenyl groups being optionally interrupted by one or more heteroatoms selected from O, NH, N(C1-6 alkyl), S, SO, or SO2; M1 is absent or is a C5-10 cyclic group or a C5-15 aromatic group; and R
    Type: Grant
    Filed: October 4, 2010
    Date of Patent: March 21, 2017
    Assignee: Avexxin AS
    Inventors: George Kokotos, Berit Johansen, Victoria Magrioti, Michael Tsakos
  • Patent number: 9375409
    Abstract: Psoriasis is a common, chronic, inflammatory skin disorder. This invention provides the use of a compound of formula (I) R—CO—X (Wherein R is a C16-24 unsaturated hydrocarbon group optionally interrupted ?, ?, ?, or ? to the carbonyl group by a heteroatom or group of heteroatoms selected from S, O, N, SO, SO2 said hydrocarbon group comprising at least 5 non-conjugated double bonds; and X is an electron withdrawing group) in the manufacture of a medicament for the treatment of psoriasis.
    Type: Grant
    Filed: September 16, 2014
    Date of Patent: June 28, 2016
    Assignee: Avexxin AS
    Inventors: Berit Johansen, Marit Anthonsen, Wenche Sjursen, Anne K. Holmeide, Lars Skattebol