Global Patent Index - EP 1578759 A1

EP 1578759 A1 20050928 - PYRROLES SUBSTITUTED BY OLIGONUCLEOTIDES

Title (en)

PYRROLES SUBSTITUTED BY OLIGONUCLEOTIDES

Title (de)

DURCH OLIGONUKLEOTIDESUBSTITUIERTE PYRROLE

Title (fr)

PYRROLES SUBSTITUES AVEC DES OLIGONUCLEOTIDES

Publication

EP 1578759 A1 20050928 (FR)

Application

EP 03814482 A 20031216

Priority

  • FR 0303747 W 20031216
  • FR 0216184 A 20021219

Abstract (en)

[origin: FR2849038A1] Pyrrole compounds (I), C-substituted by an oligonucleotide via a spacer arm, are new. Oligonucleotide-substituted pyrrole compounds of formula (I) are new. R1 = oligonucleotide (ONT); Y = S or O; X = spacer arm selected from -(CH2)n-O-, -(CH2)p-O-((CH2)2-O)q-, -(CH2)r-CO-NR'-(CH2)t-O-, -(CH2)r-N(Me)-(CH2)t-O-, -(CH2)r-CO-NR'-((CH2)2-O)s- or -(CH2)r-N(Me)-((CH2)2-O)s-; R' = undefined; n = 1-5; p = 1 or 2; q = 1-4; r, s, t = 1-3; The pyrrole ring is substituted in the 2-, 3-, 4- or 5-position. Independent claims are included for: (1) the preparation of (I); (2) new substituted pyrrole derivative intermediates of formula (IV); (3) the production of ONT-functionalized, electro-active, conductive copolymers (A) by: (a) electrochemically copolymerizing (I; pyrrole substituted in the 3-position) (I') with at least one substituted pyrrole comonomer (II) (preferably in a (I'):(II) molar ratio of 1:1000-100000); (b) electrochemically polymerizing (II), then electrochemically graft polymerizing (I') (or copolymerizing (I') and (II), preferably in a molar ratio of 1:1000-100000) onto the obtained electroactive conductive polymer; or (c) electrochemically polymerizing (II), then electrochemically coupling (I; pyrrole substituted in the 2-position) with the obtained electroactive conductive polymer; and (4) the new copolymers (A) obtained by the above processes. R2 = amino-protecting group selected from mono- or dimethoxytrityl, tosyl, triisopropylsilyl, tert. butoxycarbonyl, 9-fluorenyloxycarbonyl, benzyloxycarbonyl and acetyl; R3 = phosphorus-containing group reactive with free hydroxy, selected from phospho-triester, H-phosphonate and phosphoramidite.

IPC 1-7

C07H 21/00

IPC 8 full level

C07H 21/00 (2006.01)

CPC (source: EP)

C07H 21/00 (2013.01); Y02P 20/55 (2015.11)

Citation (search report)

See references of WO 2004060904A1

Designated contracting state (EPC)

AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PT RO SE SI SK TR

DOCDB simple family (publication)

FR 2849038 A1 20040625; FR 2849038 B1 20050311; AU 2003300628 A1 20040729; AU 2003300628 A8 20040729; CN 100436472 C 20081126; CN 1753902 A 20060329; EP 1578759 A1 20050928; JP 2006518334 A 20060810; US 2006189555 A1 20060824; US 7446186 B2 20081104; WO 2004060904 A1 20040722

DOCDB simple family (application)

FR 0216184 A 20021219; AU 2003300628 A 20031216; CN 200380106557 A 20031216; EP 03814482 A 20031216; FR 0303747 W 20031216; JP 2004564281 A 20031216; US 53631705 A 20050726