Global Patent Index - EP 0648223 A4

EP 0648223 A4 19960731 - SUBSTITUTED LACTOSE DERIVATIVES AS CELL ADHESION INHIBITORS.

Title (en)

SUBSTITUTED LACTOSE DERIVATIVES AS CELL ADHESION INHIBITORS.

Title (de)

SUBSTITUTIERTE LACTOSEDERIVATE ALS INHIBITOREN ZELLADHÄSION.

Title (fr)

DERIVES DE LACTOSE SUBSTITUES UTILISES COMME INHIBITEURS D'ADHESION CELLULAIRE.

Publication

EP 0648223 A4 19960731 (EN)

Application

EP 93916790 A 19930625

Priority

  • US 9306110 W 19930625
  • US 91070992 A 19920629

Abstract (en)

[origin: WO9400477A1] Compounds and methods of making them having formula (I) are described which bind to selectin receptors and thus modulate the course of inflammation, cancer and related diseases by modulating cell-cell adhesion events. In formula (I), R1 is independently H or lower alkyl(1-4C); R2 is H, OH or lower alkyl(1-4C), alkylaryl or one or more additional saccharide residues; R3 is a negatively charged moiety including SO4--, PO4--, or related group; Y is H or lower alkyl(1-4C); and X is -CHR4(CHOR1)2CHR5OR1 wherein R4 and R5 are each independently H, lower alkyl(1-4C), or taken together result in a five- or six-membered ring optionally containing a heteroatom selected from the group consisting of O, S, and NR1; said five- or six-membered ring optionally substituted with one substituent selected from the group consisting of R1, CH2OR1, OR1, OOCR1, NR12, NHCOR1, and SR1 with the proviso that if X represents a hexose substituent R3 and R4, taken together, cannot provide a hexose substituent.

IPC 1-7

C07H 23/00

IPC 8 full level

A61K 31/70 (2006.01); A61K 31/7028 (2006.01); A61P 29/00 (2006.01); A61P 35/00 (2006.01); C07H 3/04 (2006.01); C07H 3/06 (2006.01); C07H 11/00 (2006.01); C07H 15/04 (2006.01); C07H 15/18 (2006.01); C07H 23/00 (2006.01)

CPC (source: EP)

A61P 29/00 (2017.12); A61P 35/00 (2017.12); C07H 3/04 (2013.01); C07H 3/06 (2013.01); C07H 11/00 (2013.01); C07H 15/18 (2013.01); C07H 23/00 (2013.01)

Citation (search report)

  • [PX] WO 9310796 A1 19930610 - GLYCOMED INC [US]
  • [E] EP 0579196 A1 19940119 - NISSHIN OIL MILLS LTD [JP]
  • [PX] E.V. CHANDRASEKARAN ET AL: "Ovarian Cancer alpha 1,3-L-Fucosyltransferase", J. BIOL. CHEM., vol. 267, 25 November 1992 (1992-11-25), pages 23806 - 23814, XP000566486
  • [PX] CHUN-TING YUEN ET AL: "Novel Sulfated Ligands for the Cell Adhesion Molecule E-Selectin...", BIOCHEMISTRY, vol. 31, 29 September 1992 (1992-09-29), pages 9126 - 9131, XP000566479
  • [X] TYRRELL D ET AL: "STRUCTURAL REQUIREMENTS FOR THE CARBOHYDRATE LIGAND OF E-SELECTIN", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF USA, vol. 88, no. 22, 15 November 1991 (1991-11-15), pages 10372 - 10376, XP000562667
  • [X] NICOLAOU K C ET AL: "STEREOCONTROLLED SYNTHESIS OF SIALYL LEX, THE OLIGOSACCHARIDE BINDING LIGAND TO ELAM-1 (SIALYL = N-ACETYLNEURAMIN)", JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS, no. 13, 1 July 1991 (1991-07-01), pages 870 - 872, XP000562674
  • [DX] S. SATO ET AL: "An efficient approach to O-glycosides...", CARBOHYDRATE RESEARCH, vol. 155, 1986, pages c6 - c10, XP002002609
  • [DA] A. ARUFFO ET AL: "CD62/P-Selectin Recognition of Myeloid and Tumor Cell Sulfatides", CELL, vol. 67, 4 October 1991 (1991-10-04), pages 35 - 44, XP002002610
  • [A] J. BREG ET AL: "Characterisation of Four Lactose Monophosphates...", CARBOHYDRATE RESEARCH, vol. 174, 1988, pages 23 - 36, XP002002611
  • See references of WO 9400477A1

Designated contracting state (EPC)

AT BE CH DE DK ES FR GB GR IE IT LI LU MC NL PT SE

DOCDB simple family (publication)

WO 9400477 A1 19940106; AU 4652693 A 19940124; AU 678373 B2 19970529; CA 2138645 A1 19940106; EP 0648223 A1 19950419; EP 0648223 A4 19960731; JP H08500820 A 19960130

DOCDB simple family (application)

US 9306110 W 19930625; AU 4652693 A 19930625; CA 2138645 A 19930625; EP 93916790 A 19930625; JP 50260794 A 19930625