PATENT CLAIM ANALYSIS

Application Number: 16123072
Application Type: Utility
Filing Date: 2018-09
Publication Date: 2019-01
Patent Classification: ["544", "310000"]

Abstract:
The present invention provides, in part, compounds of Formula I: and pharmaceutically acceptable salts thereof; processes for the preparation of; intermediates used in the preparation of; and compositions containing such compounds or salts, and their uses for treating D1-mediated (or D1-associated) disorders including, e.g., schizophrenia (e.g., its cognitive and negative symptoms), cognitive impairment (e.g., cognitive impairment associated with schizophrenia, AD, PD, or pharmacotherapy therapy), and Parkinson's disease.

Claim (Index 1):
A method for treating a D1-mediated (or D1-associated) disease or disorder in a mammal, which method comprises administering to the mammal a therapeutically effective amount of a compound of Formula I: or a pharmaceutically acceptable salt thereof, wherein:\n each of T 1 , T 2 , T 3 , and T 4  is independently selected from the group consisting of H, halogen, \u2014CN, \u2014SF 5 , \u2014OH, \u2014N(R a )(R b ), \u2014C(\u2550O)\u2014N(R a )(R b ), \u2014C(\u2550O)\u2014OR c , \u2014C(\u2550O)\u2014R d , C 1-6  alkyl, C 1-6  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 1-6  alkoxy, C 1-6  haloalkoxy, \u2014S\u2014(C 1-6  alkyl), C 3-7  cycloalkyl, 4- to 7-membered heterocycloalkyl, C 3-7  cycloalkoxy, 5- or 6-membered heteroaryl, cyclopropylmethyl, and cyclobutylmethyl, wherein each of the C 1-6  alkyl, C 2-6  alkenyl, C 2-6  alkynyl, \u2014S\u2014(C 1-6  alkyl), and C 1-6  alkoxy is optionally substituted with one or more substituents each independently selected from the group consisting of halogen, \u2014OH, \u2014CN, \u2014N(R a )(R b ), C 1-4  alkoxy, C 1-4  haloalkoxy, and \u2014S\u2014(C 1-4  alkyl); and wherein each of the C 3-7  cycloalkyl, 4- to 7-membered heterocycloalkyl, C 3-7  cycloalkoxy, 5- or 6-membered heteroaryl, cyclopropylmethyl, and cyclobutylmethyl of T 1 , T 2 , and T 3  is optionally substituted with one or more substituents each independently selected from the group consisting of halogen, \u2014OH, \u2014CN, oxo, \u2014N(R a )(R b ), \u2014C(\u2550O)OH, \u2014C(\u2550O)\u2014C 1-4  alkyl, \u2014C(\u2550O)\u2014O\u2014C 1-4  alkyl, \u2014C(\u2550O)\u2014N(R a )(R b ), C 1-4  alkyl, C 1-4  haloalkyl, C 1-4  hydroxylalkyl, C 1-4  cyanoalkyl, C 1-4  alkoxy, C 1-4  haloalkoxy, and \u2014S\u2014(C 1-4  alkyl); \n L 1  is selected from the group consisting of O, S, NH, N(C 1-4  alkyl), N(\u2014C 1-2  alkyl-C 3-4  cycloalkyl), and N(C 3-6  cycloalkyl); \n each of R a  and R b  is independently selected from the group consisting of H, C 1-4  alkyl, C 3-7  cycloalkyl, and cyclopropylmethyl; \n or R a  and R b  together with the N atom to which they are attached form 4- to 7-membered heterocycloalkyl optionally substituted with one or more substituents each independently selected from the group consisting of halogen, \u2014OH, \u2014CN, oxo, \u2014NH 2 , \u2014NH(C 1-4  alkyl), \u2014N(C 1-4  alkyl) 2 , \u2014C(\u2550O)OH, \u2014C(\u2550O)\u2014C 1-4  alkyl, \u2014C(\u2550O)\u2014O\u2014C 1-4  alkyl, \u2014C(\u2550O)\u2014NH 2 , \u2014C(\u2550O)\u2014NH(C 1-4  alkyl), \u2014C(\u2550O)\u2014N(C 1-4  alkyl) 2 , C 1-4  alkyl, C 1-4  haloalkyl, C 1-4  hydroxylalkyl, C 1-4  cyanoalkyl, C 1-4  alkoxy, \u2014S\u2014(C 1-4  alkyl), and C 1-4  haloalkoxy; \n each of R c  and R d  is independently C 1-4  alkyl, C 3-4  cycloalkyl-C 12  alkyl-, or C 3-4  cycloalkyl; \n Q 1  is selected from the group consisting of Q 1b , Q 1c , Q 1d , and Q 1e : \n provided (a) that a ring carbon atom of the Q 1  ring is attached to the benzene ring of Formula I and (b) that when L 1  is NH, then the Q 1  ring is substituted with at least one non-H R 9 , R 10 , R 11 , R 12 , R 13 , R 9A , R 10A , R 11B , R 11A , R 12A , or R 13A ; each of X 1  and X 2  is independently O or S; each of R 1 , R 2 , R 3 , and R 4  is independently selected from the group consisting of H, halogen, \u2014OH, \u2014NO 2 , \u2014CN, \u2014SF 5 , C 1-6  alkyl, C 1-6  haloalkyl, C 1-6  haloalkoxy, C 2-6  alkenyl, C 2-6  alkynyl, C 3-7  cycloalkyl, a 4- to 10-membered heterocycloalkyl, \u2014N(R 5 )(R 6 ), \u2014N(R 7 )(C(\u2550O)R 8 ), \u2014C(\u2550O)\u2014N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014R 8 , \u2014C(\u2550O)\u2014OR 8 , \u2014N(R 7 )(S(\u2550O) 2 R 8 ), \u2014S(\u2550O) 2 \u2014N(R 5 )(R 6 ), \u2014SR 8 , and \u2014OR 8 , wherein each of the C 1-6  alkyl, C 3-7  cycloalkyl, and heterocycloalkyl is optionally substituted with 1, 2, or 3 substituents each independently selected from the group consisting of halogen, \u2014CN, oxo, \u2014OH, C 1-4  alkyl, C 1-4  alkoxy, C 1-4  haloalkyl, C 1-4  haloalkoxy, C 3-6  cycloalkyl, \u2014N(R 5 )(R 6 ), \u2014N(R 7 )(C(\u2550O)R 8 ), \u2014C(\u2550O)\u2014OR 8 , \u2014C(\u2550O)H, \u2014C(\u2550O)R 8 , \u2014C(\u2550O)N(R 5 )(R 6 ), \u2014N(R 7 )(S(\u2550O) 2 R 8 ), \u2014S(\u2550O) 2 \u2014N(R 5 )(R 6 ), \u2014SR 8 , and \u2014OR 8 ; or R 2  and R 4  together with the two carbon atoms to which they are attached form a fused 5- or 6-membered heteroaryl, a fused 5- or 6-membered heterocycloalkyl ring, a fused 5- or 6-membered cycloalkyl ring, or a fused benzene ring, wherein each of the fused rings is optionally substituted with 1, 2, or 3 substituents each independently selected from the group consisting of halo, \u2014CN, \u2014OH, C 1-4  alkyl, C 1-4  alkoxy, C 1-4  haloalkyl, and C 1-4  haloalkoxy, and wherein the fused heterocycloalkyl ring or fused cycloalkyl ring is further optionally substituted with 1, 2, or 3 oxo; R 5  is H, C 1-4  alkyl, C 1-4  haloalkyl, or C 3-7  cycloalkyl; R 6  is H or selected from the group consisting of C 1-4  alkyl, C 1-4  haloalkyl, C 3-7  cycloalkyl, a 4- to 10-membered heterocycloalkyl, C 6-10  aryl, a 5- to 10-membered heteroaryl, (C 3-7  cycloalkyl)-C 14  alkyl-, (4- to 10-membered heterocycloalkyl)-C 14  alkyl-, (C 6-10  aryl)-C 1-4  alkyl-, and (5- to 10-membered heteroaryl)-C 1-4  alkyl-, wherein each of the selections from the group is optionally substituted with 1, 2, 3, or 4 substituents each independently selected from the group consisting of \u2014OH, \u2014CN, C 1-4  alkyl, C 3-7  cycloalkyl, C 1-4  hydroxylalkyl, \u2014S\u2014C 1-4  alkyl, \u2014C(\u2550O)H, \u2014C(\u2550O)\u2014C 1-4  alkyl, \u2014C(\u2550O)\u2014O\u2014C 1-4  alkyl, \u2014C(\u2550O)\u2014NH 2 , \u2014C(\u2550O)\u2014N(C 1-4  alkyl) 2 , C 1-4  haloalkyl, C 1-4  alkoxy, and C 1-4  haloalkoxy; or R 5  and R 6  together with the N atom to which they are attached form a 4- to 10-membered heterocycloalkyl or a 5- to 10-membered heteroaryl, each optionally substituted with 1, 2, 3, 4, or 5 substituents each independently selected from the group consisting of halogen, \u2014OH, oxo, \u2014C(\u2550O)H, \u2014C(\u2550O)\u2014C 1-4  alkyl, \u2014C(\u2550O)OH, \u2014C(\u2550O)\u2014O\u2014C 1-4  alkyl, \u2014C(\u2550O)\u2014NH 2 , \u2014C(\u2550O)\u2014N(C 1-4  alkyl) 2 , \u2014CN, C 1-4  alkyl, C 1-4  alkoxy, C 1-4  hydroxylalkyl, C 1-4  haloalkyl, and C 1-4  haloalkoxy; R 7  is selected from the group consisting of H, C 1-4  alkyl, and C 3-7  cycloalkyl; R 8  is selected from the group consisting of C 1-6  alkyl, C 3-7  cycloalkyl, a 4- to 10-membered heterocycloalkyl, C 6-10  aryl, a 5- to 10-membered heteroaryl, (C 3-7  cycloalkyl)-C 1-4  alkyl-, (4- to 10-membered heterocycloalkyl)-C 14  alkyl-, (C 6-10  aryl)-C 14  alkyl-, and (5- to 10-membered heteroaryl)-C 14  alkyl-, wherein each of the selections from the group is optionally substituted with 1, 2, or 3 substituents each independently selected from the group consisting of halogen, \u2014CF 3 , \u2014CN, \u2014OH, oxo, \u2014S\u2014C 1-4  alkyl, C 1-4  alkyl, C 1-4  haloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 3-7  cycloalkyl, C 1-4  alkoxy, and C 1-4  haloalkoxy; each R 9  and R 12  is independently selected from the group consisting of halogen, \u2014OH, \u2014CN, \u2014SF 5 , \u2014NO 2 , C 1-6  alkyl, C 1-6  haloalkyl, C 1-6  hydroxylalkyl, C 1-6  alkoxy, C 1-6  haloalkoxy, C 3-7  cycloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, a 4- to 10-membered heterocycloalkyl, a 5- to 10-membered heteroaryl, (C 3-7  cycloalkyl)-C 1-4  alkyl-, (4- to 10-membered heterocycloalkyl)-C 1-4  alkyl-, (C 6-10  aryl)-C 1-4  alkyl-, (5- to 10-membered heteroaryl)-C 1-4  alkyl-, \u2014N(R 5 )(R 6 ), \u2014N(R 7 )(C(\u2550O)R 8 ), \u2014S(\u2550O) 2 N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014R 8 , \u2014C(\u2550O)\u2014OR 8 , \u2014SR 8 , and \u2014OR 8 , wherein each of the C 1-6  alkyl, C 3-7  cycloalkyl, 4- to 10-membered heterocycloalkyl, 5- to 10-membered heteroaryl, (C 3-7  cycloalkyl)-C 1-4  alkyl-, (4- to 10-membered heterocycloalkyl)-C 1-4  alkyl-, (C 6-10  aryl)-C 1-4  alkyl-, and (5- to 10-membered heteroaryl)-C 1-4  alkyl- is optionally substituted with 1, 2, 3, or 4 substituents each independently selected from the group consisting of halogen, \u2014OH, \u2014CN, \u2014NO 2 , C 1-4  alkyl, C 1-4  hydroxylalkyl, C 1-4  alkoxy, \u2014N(R 5 )(R 6 ), \u2014S\u2014(C 1-4  alkyl), \u2014S(\u2550O) 2 \u2014(C 1-4  alkyl), C 6-10  aryloxy, [(C 6-10  aryl)-C 14  alkyloxy- optionally substituted with 1 or 2 C 1-4  alkyl], oxo, \u2014C(\u2550O)H, \u2014C(\u2550O)\u2014C 1-4  alkyl, \u2014C(\u2550O)O\u2014C 1-4  alkyl, \u2014C(\u2550O)NH 2 , \u2014NHC(\u2550O)H, \u2014NHC(\u2550O)\u2014(C 1-4  alkyl), C 3-7  cycloalkyl, a 5- or 6-membered heteroaryl, C 1-4  haloalkyl, and C 1-4  haloalkoxy; each of R 10 , R 11  and R 13  is independently selected from the group consisting of halogen, \u2014OH, \u2014CN, \u2014SF 5 , \u2014NO 2 , C 1-6  alkyl, C 1-6  haloalkyl, C 1-6  hydroxylalkyl, C 1-6  alkoxy, C 1-6  haloalkoxy, C 3-7  cycloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, C 6-10  aryl, a 4- to 10-membered heterocycloalkyl, a 5- to 10-membered heteroaryl, (C 3-7  cycloalkyl)-C 1-4  alkyl-, (4- to 10-membered heterocycloalkyl)-C 1-4  alkyl-, (C 6-10  aryl)-C 1-4  alkyl-, (5- to 10-membered heteroaryl)-C 1-4  alkyl-, \u2014N(R 5 )(R 6 ), \u2014N(R 7 )(C(\u2550O)R 8 ), \u2014S(\u2550O) 2 N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014R 8 , \u2014C(\u2550O)\u2014OR 8 , \u2014SR 8 , and \u2014OR 8 , wherein each of the C 1-6  alkyl, C 3-7  cycloalkyl, C 6-10  aryl, 4- to 10-membered heterocycloalkyl, 5- to 10-membered heteroaryl, (C 3-7  cycloalkyl)-C 1-4  alkyl-, (4- to 10-membered heterocycloalkyl)-C 1-4  alkyl-, (C 6-10  aryl)-C 1-4  alkyl-, and (5- to 10-membered heteroaryl)-C 1-4  alkyl- is optionally substituted with 1, 2, 3, or 4 substituents each independently selected from the group consisting of halogen, \u2014OH, \u2014CN, \u2014NO 2 , C 1-4  alkyl, C 1-4  hydroxylalkyl, C 1-4  alkoxy, \u2014N(R 5 )(R 6 ), \u2014S\u2014(C 1-4  alkyl), \u2014S(\u2550O) 2 \u2014(C 1-4  alkyl), C 6-10  aryloxy, [(C 6-10  aryl)-C 1-4  alkyloxy-optionally substituted with 1 or 2 C 1-4  alkyl], oxo, \u2014C(\u2550O)H, \u2014C(\u2550O)\u2014C 1-4  alkyl, \u2014C(\u2550O)O\u2014C 1-4  alkyl, \u2014C(\u2550O)NH 2 , \u2014NHC(\u2550O)H, \u2014NHC(\u2550O)\u2014(C 1-4  alkyl), C 3-7  cycloalkyl, a 5- or 6-membered heteroaryl, C 1-4  haloalkyl, and C 1-4  haloalkoxy; each of R 9A  and R 10A  is independently selected from the group consisting of H, C 1-6  alkyl, C 1-6  hydroxylalkyl, C 2-6  alkenyl, \u2014S(\u2550O) 2 N(R)(R 6 ), \u2014C(\u2550O)\u2014N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014R 8 , \u2014C(\u2550O)\u2014OR 8 , \u2014SR 15 , \u2014C(R 14 ) 2 \u2014OH, \u2014C(R 14 ) 2 \u2014OS(\u2550O) 2 H, \u2014C(R 14 ) 2 \u2014OP(\u2550O)(OH) 2 , \u2014C(R 14 ) 2 \u2014OR 15 , \u2014C(R 14 ) 2 \u2014OC(\u2550O)\u2014R 15 , \u2014C(R 14 ) 2 \u2014N(R 5 )(R 6 ), each of R 10B , R 11A , R 12A , and R 13A  is independently selected from the group consisting of H, C 1-6  alkyl, C 1-6  haloalkyl, C 1-6  hydroxylalkyl, C 3-7  cycloalkyl, C 3-6  alkenyl, C 3-6  alkynyl, C 6-10  aryl, a 4- to 10-membered heterocycloalkyl, a 5- to 10-membered heteroaryl, (C 3-7  cycloalkyl)-C 1-4  alkyl-, (4- to 10-membered heterocycloalkyl)-C 1-4  alkyl-, (C 6-10  aryl)-C 1-4  alkyl-, (5- to 10-membered heteroaryl)-C 1-4  alkyl-, \u2014S(\u2550O) 2 N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014R 8 , and \u2014C(\u2550O)\u2014OR 8 , wherein each of the C 1-6  alkyl, C 3-7  cycloalkyl, C 6-10  aryl, 4- to 10-membered heterocycloalkyl, 5- to 10-membered heteroaryl, (C 3-7  cycloalkyl)-C 1-4  alkyl-, (4- to 10-membered heterocycloalkyl)-C 1-4  alkyl-, (C 6-10  aryl)-C 1-4  alkyl-, and (5- to 10-membered heteroaryl)-C 1-4  alkyl-, is optionally substituted with 1, 2, 3, or 4 substituents each independently selected from the group consisting of halogen, \u2014OH, \u2014CN, \u2014NO 2 , C 1-4  alkyl, C 1-4  hydroxylalkyl, C 1-4  alkoxy, \u2014N(R 5 )(R 6 ), \u2014S\u2014(C 1-4  alkyl), \u2014S(\u2550O) 2 \u2014(C 1-4  alkyl), C 6-10  aryloxy, [(C 6-10  aryl)-C 1-4  alkyloxy- optionally substituted with 1 or 2 C 1-4  alkyl], oxo, \u2014C(\u2550O)H, \u2014C(\u2550O)\u2014C 1-4  alkyl, \u2014C(\u2550O)O\u2014C 1-4  alkyl, \u2014C(\u2550O)NH 2 , \u2014NHC(\u2550O)H, \u2014NHC(\u2550O)\u2014(C 1-4  alkyl), \u2014OC(\u2550O)\u2014C 1-4  alkyl, C 3-7  cycloalkyl, a 5- or 6-membered heteroaryl, C 1-4  haloalkyl, and C 1-4  haloalkoxy; each R 14  is independently H or selected from the group consisting of C 1-10  alkyl, C 3-14  cycloalkyl, C 2-10  alkenyl, C 2-10  alkynyl, C 6-10  aryl, 4- to 10-membered heterocycloalkyl, 5- to 10-membered heteroaryl, (C 3-14  cycloalkyl)-C 1-10  alkyl-, (4- to 14-membered heterocycloalkyl)-C 1-10  alkyl-, (C 6-10  aryl)-C 1-10  alkyl-, (5- to 10-membered heteroaryl)-C 1-10  alkyl-, wherein each of the selections of the group is optionally substituted with 1, 2, 3, or 4 substituents each independently selected from the group consisting of halogen, \u2014OH, \u2014CN, \u2014NO 2 , C 1-4  alkyl, C 1-4  hydroxylalkyl, C 1-4  alkoxy, \u2014N(R 5 )(R 6 ), \u2014N(R 7 )C(\u2550O)R 8 , \u2014N(R 7 )C(\u2550O)OR 8 , \u2014N(R 7 )S(\u2550O) 2 R 8 , \u2014S(\u2550O) 2 N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014R 8 , \u2014C(\u2550O)\u2014OR 8 , \u2014SR 8 , \u2014OR 8 , \u2014S(\u2550O) 2 \u2014R 8 , C 6-10  aryloxy, [(C 6-10  aryl)-C 14  alkyloxy- optionally substituted with 1 or 2 C 1-4  alkyl], oxo, \u2014C(\u2550O)H, \u2014NHC(\u2550O)H, C 3-7  cycloalkyl, a 5- or 6-membered heteroaryl, C 1-4  haloalkyl, and C 1-4  haloalkoxy; R 15  is selected from the group consisting of C 1-20  alkyl, C 3-14  cycloalkyl, C 2-20  alkenyl, C 2-20  alkynyl, C 6-10  aryl, 4- to 14-membered heterocycloalkyl, 5- to 10-membered heteroaryl, (C 3-14  cycloalkyl)-C 120  alkyl-, (4- to 10-membered heterocycloalkyl)-C 1-20  alkyl-, (C 6-10  aryl)-C 1-20  alkyl-, (5- to 10-membered heteroaryl)-C 120  alkyl-, wherein each of the selections of the group is optionally substituted with 1, 2, 3, or 4 substituents each independently selected from the group consisting of halogen, \u2014OH, \u2014CN, \u2014NO 2 , C 1-4  alkyl, C 1-4  hydroxylalkyl, C 1-4  alkoxy, \u2014N(R 5 )(R 6 ), \u2014N(R 7 )C(\u2550O)R 8 , \u2014N(R 7 )C(\u2550O)OR 8 , \u2014N(R 7 )S(\u2550O) 2 R 8 , \u2014S(\u2550O) 2 N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014N(R 5 )(R 6 ), \u2014C(\u2550O)\u2014R 8 , \u2014C(\u2550O)\u2014OR 8 , \u2014SR 8 , \u2014OR 8 , \u2014S(\u2550O) 2 \u2014R 8 , C 6-10  aryloxy, [(C 6-10  aryl)-C 1-4  alkyloxy- optionally substituted with 1 or 2 C 1-4  alkyl], oxo, \u2014C(\u2550O)H, \u2014NHC(\u2550O)H, C 3-7  cycloalkyl, a 5- or 6-membered heteroaryl, C 1-4  haloalkyl, and C 1-4  haloalkoxy; t1 is 0, 1, or 2; t2 is 0 or 1; and t3 is 0, 1, or 2, and wherein the D1-mediated (or D1-associated) disease or disorder is selected from the group consisting of Parkinson's disease, Alzheimer's disease, dementia, and cognitive impairment.

Metadata:
- Claim Count in Document: 50.0
- Percentile: 97.0
- Lexical Diversity: 1.68519
- Patent Class: 544.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['14311963', '15729111', '15349075', '14819541', '14339123']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8251976678269414
- 35 USC 102 Novelty (BERT): 0.583399562881051
- Combined Prediction Score: 0.8010178573323523
- Mean Citation Score: 447.258236
- Max Citation Score: 471.30627
- Similarity Product: 469.4755115704786

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