PATENT CLAIM ANALYSIS

Application Number: 16015227
Application Type: Utility
Filing Date: 2018-06
Publication Date: 2018-10
Patent Classification: ["514", "395000"]

Abstract:
The present invention belongs to the pharmaceutical field, and relates to a preparation method for a series of benzimidazole derivatives, their pharmaceutical salts and pharmaceutically acceptable prodrugs, a pharmaceutical composition containing the derivatives, and the uses of the derivatives and pharmaceutical composition in the preparation of antigout drugs and in the treatment of related diseases.

Claim (Index 4):
The benzimidazole derivative of  claim 1 , wherein said benzimidazole derivative is selected from the group consisting of:\n 2-methyl-2-[[5-methoxy-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoic acid (I1); 2-methyl-2-[[1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoic acid (I2); 2-methyl-2-[[5-bromo-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoic acid (I3); 2-methyl-2-[[1-(4-cyanophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoic acid (I4); 2-methyl-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoic acid (I5); 2-(4-chlorophenyl)-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]acetic acid (I6); 2-methyl-2-[[1-(4-nitro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoic acid (I7); 2-methyl-2-[(1-phenyl-1H-benzo[d]imidazol-2-yl)thio]propanoic acid (I8); 2-methyl-2-[(1-methyl-1H-benzo[d]imidazol-2-yl)thio]propanoic acid (I9); 2-methyl-2-[[1-(4-acetamino-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl)thio]propanoic acid (I10); 2-methyl-2-[[1-(4-bromo-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoic acid (I11); 2-methyl-2-[[1-(4-chloro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoic acid (I12); 2-methyl-2-[[1-(2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoic acid (I13); Sodium 2-methyl-2-[[5-methoxy-1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I14); Sodium 2-methyl-2-[[1-(4-acetamino-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I15); Sodium 2-methyl-2-[[1-(4-bromo-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I16); Sodium 2-methyl-2-[[1-(4-nitro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I17); Sodium 2-methyl-2-[[1-(4-cyanophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I18); Sodium 2-methyl-2-[[1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I19); Sodium 2-methyl-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I20); Sodium 2-methyl-2-[(1-methyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I21); Sodium 2-methyl-2-[[1-(2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I22); Sodium 2-methyl-2-[[1-(4-chloro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I23); Sodium 2-methyl-2-[[5-bromo-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I24); Sodium 2-methyl-2-[(1-phenyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I25); Sodium 2-(4-chlorophenyl)-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]acetate (I26); Potassium 2-methyl-2-[[5-methoxy-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I27); Potassium 2-methyl-2-[[1-(4-acetamino-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I28); Potassium 2-methyl-2-[[1-(4-bromo-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I29); Potassium 2-methyl-2-[[1-(4-nitro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I30); Potassium 2-methyl-2-[[1-(4-cyanophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I31); Potassium 2-methyl-2-[[1-(4-cyano-1-naphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I32); Potassium 2-methyl-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I33); Potassium 2-methyl-2-[(1-methyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I34); Potassium 2-methyl-2-[[1-(2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I35); Potassium 2-methyl-2-[[1-(4-chloro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I36); Potassium 2-methyl-2-[[5-bromo-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I37); Potassium 2-methyl-2-[(1-phenyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I38); Potassium 2-(4-chlorophenyl)-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]acetate (I39); Methyl 2-methyl-2-[[5-methoxy-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I40); Methyl 2-methyl-2-[[1-(4-acetamino-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I41); Methyl 2-methyl-2-[[1-(4-bromo-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I42); Methyl 2-methyl-2-[[1-(4-nitro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I43); Methyl 2-methyl-2-[[1-(4-cyanophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I44); Methyl 2-methyl-2-[[1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I45); Methyl 2-methyl-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I46); Methyl 2-methyl-2-[(1-methyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I47); Methyl 2-methyl-2-[[1-(2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I48); Methyl 2-methyl-2-[[1-(4-chloro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I49); Methyl 2-methyl-2-[[5-bromo-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I50); Methyl 2-methyl-2-[(1-phenyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I51); Methyl 2-(4-chlorophenyl)-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]acetate (I52); Ethyl 2-methyl-2-[[5-methoxy-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I53); Ethyl 2-methyl-2-[[1-(4-acetamino-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I54); Ethyl 2-methyl-2-[[1-(4-bromo-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I55); Ethyl 2-methyl-2-[[1-(4-nitro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I56); Ethyl 2-methyl-2-[[1-(4-cyanophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I57); Ethyl 2-methyl-2-[[1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I58); Ethyl 2-methyl-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I59); Ethyl 2-methyl-2-[(1-methyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I60); Ethyl 2-methyl-2-[[1-(2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I61); Ethyl 2-methyl-2-[[1-(4-chloro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I62); Ethyl 2-methyl-2-[[5-bromo-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I63); Ethyl 2-methyl-2-[(I-phenyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I64); Ethyl 2-(4-chlorophenyl)-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]acetate (I65); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[5-methoxy-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I66); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[1-(4-acetamino-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I67); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[1-(4-bromo-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I68); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[1-(4-nitro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I69); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[1-(4-cyanophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I70); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I71); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I72); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[(1-methyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I73); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[1-(2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I74); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[1-(4-chloro-2-fluorophenyl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I75); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[[5-bromo-1-(4-cyanonaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]propanoate (I76); (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-methyl-2-[(1-phenyl-1H-benzo[d]imidazol-2-yl)thio]propanoate (I77); and (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-(4-chlorophenyl)-2-[[1-(4-cyclopropylnaphth-1-yl)-1H-benzo[d]imidazol-2-yl]thio]acetate (I78).

Metadata:
- Claim Count in Document: 16.0
- Percentile: 94.0
- Lexical Diversity: 1.76471
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['14777317', '15492306', '14576683', '14210888', '14911000']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8240842302684943
- 35 USC 102 Novelty (BERT): 0.525863186175936
- Combined Prediction Score: 0.7942621258592385
- Mean Citation Score: 317.392386
- Max Citation Score: 349.67477
- Similarity Product: 273.70253174545707

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