PATENT CLAIM ANALYSIS

Application Number: 16241705
Application Type: Utility
Filing Date: 2019-01
Publication Date: 2019-05
Patent Classification: ["514", "325000"]

Abstract:
Deoxynojirimycin and deoxygalactonojirimycin derivatives according to the present invention are N-alkylated D-galacto, D-gluco- or L-ido-deoxynojirimycin with a linear methyloxypentyl group bearing various sidegroups and a non-fused bicyclic aromatic group (“X”) on the methyloxy-carbon. Formula (I), Formula (Ia). These compounds display an increased inhibitory potency towards GCS, and/or an increased inhibitory potency towards GBA2, and/or a decreased inhibitory potency towards GBA1, relative to known deoxynojirimycin derivatives of the same (D-gluco, L-ido or D-galacto) configuration. Therefore, compounds of the present invention are effective in the treatment of diseases which are associated with an irregular level of cytosolic or lysosomal glucosylceramide and/or higher glycosphingolipids, such as a lysosomal storage disorder, such as Gaucher disease, Fabry disease, Tay-Sachs disease, Sandhoff disease, GM1 gangliosidosis, Sialidosis, Niemann Pick disease type C and AMRF, or a symptom of one of the diseases collectively classed as metabolic syndrome, such as obesity, insulin resistance, hyperlipidemia, hypercholesterolemia, polycystic kidney disease, type II diabetes and chronic inflammation, or a neurodenegerative disorder, such as Parkinson disease or Lewy-body dementia.

Claim (Index 15):
A method of making a compound according to any of  claims 1 - 7 , comprising alkylation of D-gluco or L-ido deoxynojirimycin or D-galactonojirimycin with an alkyl halide of structure wherein\n Z=mesylate, tosylate, triflate or halide, preferably Br or I \n each of R 19 -R 26  is independently selected from H, F, Me or Et; \n R 27  and R 28  is independently selected from the group consisting of H, F, CF 3  and C 1 -C 8  linear or branched alkyl; \n T is \n wherein\n Y 1 -Y 5  are independently selected from the group of C and N-atoms provided that not more than two of Y 1 -Y 5  are a N-atom, and provided that if one or two of Y 1 -Y 5  is a N-atom, the R-group attached to that N-atom is void; \n Y 6 -Y 9  are independently selected from the group of C-, S-, N- and O-atoms and comprise at least one of an S-, N- or O-atom, provided that Y 6 -Y 9  comprises at most one S-atom, at most one N-atom and/or at most one O-atom, and provided that if one of Y 6 -Y 9  is a S- or O-atom, the R-group attached to any S-, N- and/or O-atom is void, and provided that if none of Y 6 -Y 9  is a S- or O-atom, the R-group attached to any N-atom is selected from the group consisting of H, C 1 -C 8  linear or branched alkyl, IV and V, and provided that O and S-atoms are not concomitantly present; \n one of R 1 -R 9  is a halide, preferably bromide or iodide, or a mesylate, tosylate or triflate, and the remaining of R 1 -R 4  are independently selected from the group consisting of H, F, Cl, Br, I, CN, CF 3 , C 1 -C 8  linear or branched alkyl and C 1 -C 8  linear or branched oxyalkyl; \n and subsequently comprising a coupling reaction with a boronic acid or ester from the group consisting of \n wherein\n Y 10 -Y 14  are independently selected from the group of C- and N-atoms provided that not more than two of Y 10 -Y 14  are a N-atom, and provided that if one or two of Y 10 -Y 14  is a N-atom, the R-group attached to that N-atom is void; \n Y 15 -Y 18  are independently selected from the group of C-, S-, N- and O-atoms and Y 19  is selected from the group consisting of a C-atom and a N-atom, provided that Y 15 -Y 19  comprises at most one S-atom, at most one N-atom and/or at most one O-atom, provided that if one of Y 15 -Y 19  is a S- or O-atom, the group attached to any S-, N and/or O-atom is void, and provided that if none of Y 15 -Y 19  is a S- or O-atom, the group attached to any N-atom is selected from the group consisting of H or C 1 -C 8  linear or branched alkyl, and provided that O and S-atoms are not concomitantly present; \n R 10 -R 18  are independently selected from the group consisting of H, F, Cl, Br, I, CN, CF 3 , C 1 -C 8  linear or branched alkyl or C 1 -C 8  linear or branched oxyalkyl, and/or wherein two of R 10 -R 18  form a linear or branched fused alkylene or alkylenedioxy ring on two adjacent atoms of Y 10 -Y 18 ; \n R 30  is selected from the group consisting of H, linear or branched alkyl, and an aromatic group according to general structure IV or V.

Metadata:
- Claim Count in Document: 74.0
- Percentile: 99.0
- Lexical Diversity: 1.84685
- Patent Class: 514.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['15129815', '12298506', '10595589', '10988428', '10302409']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.6987620229221378
- 35 USC 102 Novelty (BERT): 0.640679190045871
- Combined Prediction Score: 0.6929537396345111
- Mean Citation Score: 295.978828
- Max Citation Score: 613.35895
- Similarity Product: 549.1190459666224

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 1
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test