US 12,424,426 B2
Benzylpyridinium reagent for mass spectrometry
Robert Hahn, Munich (DE); Dieter Heindl, Munich (DE); Thomas Hoffmann, Bad Heilbrunn (DE); Hans-Peter Josel, Weilheim (DE); Uwe Kobold, Weilheim (DE); Hannes Kuchelmeister, Munich (DE); Simon Ferdinand Loibl, Wolfratshausen (DE); Daniela Mazzier, Munich (DE); Jelena Milic, Penzberg (DE); Giuseppe Prencipe, Penzberg (DE); Martin Rempt, Penzberg (DE); and Christoph Seidel, Tutzing (DE)
Assigned to Roche Diagnostics Operations, Inc., Indianapolis, IN (US)
Filed by Roche Diagnostics Operations, Inc., Indianapolis, IN (US)
Filed on Nov. 20, 2022, as Appl. No. 17/990,714.
Application 17/990,714 is a continuation of application No. PCT/EP2021/063296, filed on May 19, 2021.
Claims priority of application No. 20175801 (EP), filed on May 20, 2020.
Prior Publication US 2023/0127289 A1, Apr. 27, 2023
Int. Cl. H01J 49/00 (2006.01)
CPC H01J 49/0031 (2013.01) 14 Claims
OG exemplary drawing
 
1. A compound of formula I for mass spectrometric determination of an analyte:

OG Complex Work Unit Chemistry
wherein one of the substituents B1, B2, B3, B4, B5 is a coupling group Q, which is capable of forming a covalent bond with the analyte,
wherein the other substituents A1, A2, A3, A4, A5, B1, B2, B3, B4, B5 are each independently selected from hydrogen, halogen, alkyl, N-acylamino, N,N-dialkylamino, alkoxy, thioalkoxy, hydroxy, cyano, alkoxycarbonyl, alkoxythiocarbonyl, acyl, nitro, thioacyl, aryloyl, fluoromethyl, difluoromethyl, trifluoromethyl, trifluoroethyl, cyanomethyl, cyanoethyl, hydroxyethyl, methoxyethyl, nitroethyl, acyloxy, aryloyloxy, cycloalkyl, aryl, heteroaryl, heterocycloalkyl, amino, isotope or derivative thereof,
wherein Y1 and Y2 are each independently selected from hydrogen, methyl, ethyl, methoxy, substituted aromatic, unsubstituted aromatic, substituted cycloalkyl, unsubstituted cycloalkyl, substituted heteroaromatic, unsubstituted heteroaromatic, amine or wherein Y1 and Y2 form a ring structure, which is selected from substituted cycloalkyl, unsubstituted cycloalkyl, substituted aromatic, unsubstituted aromatic, substituted heteroaromatic, unsubstituted heteroaromatic.