PATENT CLAIM ANALYSIS

Application Number: 16018496
Application Type: Utility
Filing Date: 2018-06
Publication Date: 2018-10
Patent Classification: ["514", "210210"]

Abstract:
The present inventions include a method of inhibiting COMT enzyme in a subject as well as compounds of formula I, or a pharmaceutically acceptable salt thereof, that are useful in the treatment of various disorders mediated by COMT, including Parkinson's disease and/or schizophrenia.

Claim (Index 8):
The method of  claim 1 , wherein the compound is selected from the group consisting of:\n 5-tosylquinolin-8-ol; 5-(4-fluorophenyl)sulfonylquinolin-8-ol; 5-(3,4-dimethylphenyl)sulfonylquinolin-8-ol; 5-(3,5-dimethylphenyl)sulfonylquinolin-8-ol; 5-(4-tert-butylphenyl)sulfonylquinolin-8-ol; 5-(3-phenylphenyl)sulfonylquinolin-8-ol; 5-(m-tolylsulfonyl)quinolin-8-ol; 5-(3,5-dichlorophenyl)sulfonylquinolin-8-ol; 5-(4-chlorophenyl)sulfonylquinolin-8-ol; 5-(2,4-dimethylphenyl)sulfonylquinolin-8-ol; 5-[4-(trifluoromethyl)phenyl]sulfonylquinolin-8-ol; 5-(2-naphthylsulfonyl)quinolin-8-ol; 5-[3-(trifluoromethyl)phenyl]sulfonylquinolin-8-ol; 5-(3-chlorophenyl)sulfonylquinolin-8-ol; 5-(3,4-dichlorophenyl)sulfonylquinolin-8-ol; 5-(2-pyridylsulfonyl)quinolin-8-ol; 5-(4-pyridylsulfonyl)quinolin-8-ol; 5-(4-methoxyphenyl)sulfonylquinolin-8-ol; 5-(3-pyridylsulfonyl)quinolin-8-ol; 5-(4-fluoro-2-methyl-phenyl)sulfonylquinolin-8-ol; 5-[2-(trifluoromethyl)phenyl]sulfonylquinolin-8-ol; 5-(benzenesulfonyl)quinolin-8-ol; 5-[3-(4-pyridyl)phenyl]sulfonylquinolin-8-ol; 5-[3-(3-chloro-4-fluoro-phenyl)phenyl]sulfonylquinolin-8-ol; 5-[3-(5-quinolyl)phenyl]sulfonylquinolin-8-ol; 5-[3-(1H-indazol-4-yl)phenyl]sulfonylquinolin-8-ol; 5-[(3-methyl-4-pyridyl)sulfonyl]quinolin-8-ol; 5-[1-[(2-chlorophenyl)methyl]benzimidazol-4-yl]sulfonylquinolin-8-ol; 5-[2-(p-tolyl)ethylsulfonyl]quinolin-8-ol; 5-cyclohexylsulfonylquinolin-8-ol; 5-cyclopentylsulfonylquinolin-8-ol; 5-(p-tolylmethylsulfonyl)quinolin-8-ol; 5-ethyl sulfonylquinolin-8-ol; 5-(4-piperidyl sulfonyl)quinolin-8-ol; 5-[[1-[(4-fluorophenyl)methyl]-4-piperidyl]sulfonyl]quinolin-8-ol; 5-[[1-[(2,3-dichlorophenyl)methyl]-4-piperidyl]sulfonyl]quinolin-8-ol; 5-[[1-(2,3-dimethylphenyl)-4-piperidyl]sulfonyl]quinolin-8-ol; 5-(3,4-dihydro-1H-isoquinolin-2-ylsulfonyl)quinolin-8-ol; 5-(4-phenylpiperazin-1-yl)sulfonylquinolin-8-ol; 8-hydroxy-N-[(3-methoxyphenyl)methyl]-N-methyl-quinoline-5-sulfonamide; 5-(4-benzylpiperazin-1-yl)sulfonylquinolin-8-ol; 8-hydroxy-N-(4-methylbenzyl)quinoline-5-sulfonamide; N-benzyl-8-hydroxy-N-methylquinoline-5-sulfonamide; 8-hydroxy-N-(4-methylphenyl)-N-methylquinoline-5-sulfonamide; 5-isoindolin-2-ylsulfonylquinolin-8-ol; 8-hydroxy-N-methyl-N-phenethyl-quinoline-5-sulfonamide; N-[(4-fluorophenyl)methyl]-8-hydroxy-N-methyl-quinoline-5-sulfonamide; 8-hydroxy-N-methyl-N-[(1R)-1-phenylethyl]quinoline-5-sulfonamide; 8-hydroxy-N-methyl-N-[(1 S)-1-phenylethyl]quinoline-5-sulfonamide; N-[(2-fluorophenyl)methyl]-8-hydroxy-N-methyl-quinoline-5-sulfonamide; N-[(3-chlorophenyl)methyl]-8-hydroxy-N-methyl-quinoline-5-sulfonamide; 8-hydroxy-N-methyl-N-(3-pyridylmethyl)quinoline-5-sulfonamide; 8-hydroxy-N-methyl-N-(2-naphthylmethyl)quinoline-5-sulfonamide; N-benzyl-N-ethyl-8-hydroxy-quinoline-5-sulfonamide; N-benzyl-N-(2-dimethylaminoethyl)-8-hydroxy-quinoline-5-sulfonamide; 5-(2-phenylpyrrolidin-1-yl)sulfonylquinolin-8-ol; 5-pyrrolidin-1-ylsulfonylquinolin-8-ol; 5-(4-methylpiperazin-1-yl)sulfonylquinolin-8-ol; 5-[(2-phenyl-1-piperidyl)sulfonyl]quinolin-8-ol; 5-(3-(4-fluorophenyl)pyrrolidin-1-yl)sulfonylquinolin-8-ol; 5-(piperidin-1-yl)sulfonylquinolin-8-ol; 5-(4-morpholin-1-yl)sulfonylquinolin-8-ol; N-[(4-(trifluoromethyl)phenyl)methyl]-8-hydroxy-N-methyl-quinoline-5-sulfonamide; N-ethyl-8-hydroxy-N-(4-pyridylmethyl)quinoline-5-sulfonamide; 5-(6,8-dihydro-5H-1,7-naphthyridin-7-ylsulfonyl)quinolin-8-ol; N,N-diethyl-8-hydroxy-quinoline-5-sulfonamide; 5-[4-(5-chloro-2-pyridyl)piperazin-1-yl]sulfonylquinolin-8-ol; 5-[(3R,4R)-3,4-difluoropyrrolidin-1-yl]sulfonylquinolin-8-ol; 5-[2-(o-tolyl)pyrrolidin-1-yl]sulfonylquinolin-8-ol; 5-[2-(3-pyridyl)pyrrolidin-1-yl]sulfonylquinolin-8-ol; 5-[(4-phenyl-1-piperidyl)sulfonyl]quinolin-8-ol; 5-[2-(4-fluorophenyl)pyrrolidin-1-yl]sulfonylquinolin-8-ol; 5-(2-benzylpyrrolidin-1-yl)sulfonylquinolin-8-ol; 5-(2-cyclohexylpyrrolidin-1-yl)sulfonylquinolin-8-ol; 5-[2-(4-methoxyphenyl)pyrrolidin-1-yl]sulfonylquinolin-8-ol; 5-(2-isopropylpyrrolidin-1-yl)sulfonylquinolin-8-ol; 5-[2-(4-pyridyl)pyrrolidin-1-yl]sulfonylquinolin-8-ol; 5-[2-(2-pyridyl)pyrrolidin-1-yl]sulfonylquinolin-8-ol; 5-[2-[2-(trifluoromethyl)phenyl]pyrrolidin-1-yl]sulfonylquinolin-8-ol; 5-(2-isobutylpyrrolidin-1-yl)sulfonylquinolin-8-ol; 5-[(4-hydroxy-4-phenyl-1-piperidyl)sulfonyl]quinolin-8-ol; 5-[(4-benzyl-1-piperidyl)sulfonyl]quinolin-8-ol; [1-[(8-hydroxy-5-quinolyl)sulfonyl]-4-piperidyl]-phenyl-methanone; 1-[1-[(8-hydroxy-5-quinolyl)sulfonyl]-4-phenyl-4-piperidyl]ethanone; 8-[(8-hydroxy-5-quinolyl)sulfonyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one; methyl 4-[(8-hydroxy-5-quinolyl)sulfonyl]piperazine-1-carboxylate; 5-[4-(3-methoxypropyl)piperazin-1-yl]sulfonylquinolin-8-ol; 2-[4-[(8-hydroxy-5-quinolyl)sulfonyl]piperazin-1-yl]benzonitrile; 5-(3-azabicyclo[3.2.2]nonan-3-ylsulfonyl)quinolin-8-ol; 5-[4-(2-phenylphenyl)piperazin-1-yl]sulfonylquinolin-8-ol; 5-[4-(2,5-dimethylphenyl)piperazin-1-yl]sulfonylquinolin-8-ol; 5-[4-[4-(trifluoromethyl)phenyl]piperazin-1-yl]sulfonylquinolin-8-ol; 5-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]sulfonylquinolin-8-ol; 5-[4-(4-fluorophenyl)piperazin-1-yl]sulfonylquinolin-8-ol; 5-[4-(2,3-dichlorophenyl)piperazin-1-yl]sulfonylquinolin-8-ol; 5-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]sulfonylquinolin-8-ol; 5-[3-[4-(trifluoromethoxy)phenoxy]azetidin-1-yl]sulfonylquinolin-8-ol; 5-[4-(2,3-dimethylphenyl)piperazin-1-yl]sulfonylquinolin-8-ol; 5-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]sulfonylquinolin-8-ol; 5-[(3-phenyl-1-piperidyl)sulfonyl]quinolin-8-ol; tert-butyl 4-[(8-hydroxy-5-quinolyl)sulfonyl]piperazine-1-carboxylate; 5-piperazin-1-ylsulfonylquinolin-8-ol; tert-butyl 4-[(8-hydroxy-5-quinolyl)sulfonyl]-3-methyl-piperazine-1-carboxylate; 5-(2-methylpiperazin-1-yl)sulfonylquinolin-8-ol; 7-iodo-5-(p-tolylsulfonyl)quinolin-8-ol; 7-bromo-5-(p-tolylsulfonyl)quinolin-8-ol; 7-chloro-5-(p-tolylsulfonyl)quinolin-8-ol; 7-fluoro-5-(p-tolylsulfonyl)quinolin-8-ol; 7-methyl-5-pyrrolidin-1-ylsulfonyl-quinolin-8-ol; 7-chloro-5-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]sulfonyl-quinolin-8-ol; 7-fluoro-5-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]sulfonyl-quinolin-8-ol; 5-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]sulfonyl-7-methyl-quinolin-8-ol; 8-hydroxy-N,7-dimethyl-N-[(1R)-1-phenylethyl]quinoline-5-sulfonamide; 5-[(3R,4R)-3,4-difluoropyrrolidin-1-yl]sulfonyl-7-methyl-quinolin-8-ol; 7-chloro-8-hydroxy-N-methyl-N-[(1R)-1-phenylethyl]quinoline-5-sulfonamide; 7-chloro-5-[(2 S)-2-methylpyrrolidin-1-yl]sulfonyl-quinolin-8-ol; 7-chloro-5-[(2R)-2-methylpyrrolidin-1-yl]sulfonyl-quinolin-8-ol; 7-bromo-8-hydroxy-N-methyl-N-[(1R)-1-phenylethyl]quinoline-5-sulfonamide; 7-bromo-5-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]sulfonyl-quinolin-8-ol; 7-fluoro-5-pyrrolidin-1-ylsulfonyl-quinolin-8-ol; 7-fluoro-8-hydroxy-N-methyl-N-[(1R)-1-phenylethyl]quinoline-5-sulfonamide; 5-(p-tolylsulfonyl)-7-(trifluoromethyl)quinolin-8-ol; 5-cyclopentylsulfonyl-7-(trifluoromethyl)quinolin-8-ol; 5-[[1-(4-fluorophenyl)-4-piperidyl]sulfonyl]quinolin-8-ol; and 5-[(2-methylpyrrolidin-1-yl)sulfonyl]quinolin-8-ol.

Metadata:
- Claim Count in Document: 11.0
- Percentile: 94.0
- Lexical Diversity: 1.23077
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15011353', '15011365', '15458534', '11015348', '14097808']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.822527137161755
- 35 USC 102 Novelty (BERT): 0.5987827206640584
- Combined Prediction Score: 0.8001526955119853
- Mean Citation Score: 363.848216
- Max Citation Score: 524.0887
- Similarity Product: 457.96047218558783

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 0
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test