PATENT CLAIM ANALYSIS

Application Number: 16093565
Application Type: Utility
Filing Date: 2018-10
Publication Date: 2019-03
Patent Classification: ["514", "259300"]

Abstract:
The present invention covers Pyrazolopyrimidine compounds of general formula (I), in which n, o, X, Y, R, Q, R 1 , R 2 , R 3  and R 4  are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing pharmaceutical compositions for the treatment, control and/or prevention of diseases, in particular of helminth infections, as a sole agent or in combination with other active ingredients.

Claim (Index 4):
The compound according to  claim 1 , wherein: o is 0 or 1, R is selected from the group consisting of hydrogen, fluorine, chlorine, C 1 -C 4 -alkyl, n is 0 or 1, X, Y are independently selected from the group consisting of CH 2  and O, wherein at least one of X and Y is CH 2 , R 1  is hydrogen, R 2  is selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 4 -fluoroalkyl having 1 to 5 fluorine atoms, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, benzyl having 1 to 5 halogen atoms, C 1 -C 4 -alkoxy, NH(C 1 -C 4 -alkyl), N(C 1 -C 4 -alkyl) 2 , \u2014NH(C 3 -C 6 -cycloalkyl), \u2014N(C 1 -C 4 -alkyl)(C 3 -C 6 -cycloalkyl), \u2014N(C 1 -C 4 -alkyl)(6-membered heterocycloalkyl), \u2014N(C 1 -C 4 -alkyl)(C 1 -C 4 -alkoxy), morpholino optionally substituted with 1 to 2 C 1 -C 4 -alkyl groups, C 1 -C 4 -alkyl-N(C 1 -C 4 -alkyl) 2 , wherein each C 1 -C 4 -alkyl in R 2  may be optionally substituted with halogen, \u2014N(C 1 -C 4 -alkyl) 2 , C 1 -C 4 -alkoxy which itself may be substituted with C 1 -C 2 -alkoxy-substituted C 1 -C 2 -alkoxy, \u2014S\u2014C 1 -C 4 -alkyl, \u2014S(O)\u2014C 1 -C 4 -alkyl, \u2014SO 2 \u2014C 1 -C 4 -alkyl, or optionally substituted by a monocyclic heterocycle selected from the group of 4- to 7-membered heterocycloalkyl, which itself may be substituted with methyl or oxo, R 3  is selected from the group consisting of hydrogen and C 1 -C 4 -alkyl, R 4  is selected from the group consisting of hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, C 3 -C 6 -cycloalkyl, \u2014S\u2014C 1 -C 4 -alkyl, \u2014S(O)\u2014C 1 -C 4 -alkyl, \u2014SO 2 \u2014C 1 -C 4 -alkyl, and Q is a substituted phenyl ring of the formula (Q1) in which: Z 1 , Z 2 , Z 3 , Z 4 , and Z 5  are independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, cyano, methyl, propyl, difluoromethyl, trifluoromethyl, hydroxy, methoxy, ethoxy, isopropoxy, \u2014O-cyclopropyl, \u2014OCH 2 -cyclopropyl, \u2014OCH 2 CN, trifluoromethoxy, difluoromethoxy, trifluoroethoxy, methylamino, dimethylamino, methylethylamino, diethylamino, acetylamino, methylsulfonamide, trifluoroacetylamino, \u2014SO 2 Me, \u2014SO 2 -cyclopropyl, \u2014CH 2 \u2014O-methyl, \u2014CH 2 \u2014O-ethyl, \u2014CH 2 \u2014O\u2014CH 2 -cyclopropyl, \u2014CH 2 \u2014O-isopropyl, \u2014CH 2 \u2014N(CH 3 ) 2 , \u2014CH 2 \u2014N(CH 2 CH 3 ) 2 , \u2014CH 2 \u2014N(CH 3 )(CH 2 CH 3 ), \u2014CH 2 \u2014SCH 3 , \u2014CH 2 \u2014S(O)CH 3 , \u2014CH 2 \u2014SO 2 \u2014CH 3 , \u2014C(O)NH\u2014 cyclopropyl, and or Z 1  and Z 2  form, together with the carbon atoms that they are connected to, a 5-membered heterocycloalkyl or a 5-membered heteroaryl, each of which may be optionally substituted with one or two substituents selected from the group consisting of methyl, fluorine and oxo, and Z 3 , Z 4 , and Z 5  are independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, cyano, methyl, propyl, difluoromethyl, trifluoromethyl, hydroxy, methoxy, ethoxy, isopropoxy, \u2014O-cyclopropyl, \u2014OCH 2 -cyclopropyl, \u2014OCH 2 CN, trifluoromethoxy, difluoromethoxy, trifluoroethoxy, methylamino, dimethylamino, methylethylamino, diethylamino, acetylamino, methylsulfonamide, trifluoroacetylamino, \u2014SO 2 Me, \u2014SO 2 -cyclopropyl, \u2014CH 2 \u2014O-methyl, \u2014CH 2 \u2014O-ethyl, \u2014CH 2 \u2014O\u2014CH 2 -cyclopropyl, \u2014CH 2 \u2014O-isopropyl, \u2014CH 2 \u2014N(CH 3 ) 2 , \u2014CH 2 \u2014N(CH 2 CH 3 ) 2 , \u2014CH 2 \u2014N(CH 3 )(CH 2 CH 3 ), \u2014CH 2 \u2014SCH 3 , \u2014CH 2 \u2014S(O)CH 3 , \u2014CH 2 \u2014SO 2 \u2014CH 3 , \u2014C(O)NH\u2014 cyclopropyl, and or Z 2  and Z 3  form, together with the carbon atoms that they are connected to, a 5-membered cycloalkyl or heterocycloalkyl or a 5-membered heteroaryl, each of which may be optionally substituted with one or two substituents selected from the group consisting of methyl, fluorine and oxo, and Z 1 , Z 4 , and Z 5  are independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, cyano, methyl, propyl, difluoromethyl, trifluoromethyl, hydroxy, methoxy, ethoxy, isopropoxy, \u2014O-cyclopropyl, \u2014OCH 2 -cyclopropyl, \u2014OCH 2 CN, trifluoromethoxy, difluoromethoxy, trifluoroethoxy, methylamino, dimethylamino, methylethylamino, diethylamino, acetylamino, methylsulfonamide, trifluoroacetylamino, \u2014SO 2 Me, \u2014SO 2 -cyclopropyl, \u2014CH 2 \u2014O-methyl, \u2014CH 2 \u2014O-ethyl, \u2014CH 2 \u2014O\u2014CH 2 -cyclopropyl, \u2014CH 2 \u2014O-isopropyl, \u2014CH 2 \u2014N(CH 3 ) 2 , \u2014CH 2 \u2014N(CH 2 CH 3 ) 2 , \u2014CH 2 \u2014N(CH 3 )(CH 2 CH 3 ), \u2014CH 2 \u2014SCH 3 , \u2014CH 2 \u2014S(O)CH 3 , \u2014CH 2 \u2014SO 2 \u2014CH 3 , \u2014C(O)NH\u2014 cyclopropyl, and Q is a pyridine ring of the formula (Q2) in which: Z 6 , Z 7 , Z 8  and Z 9  are independently selected from the group consisting of hydrogen, fluorine or chlorine, or Q is a pyrimidine ring of the formula (Q3) in which: Z 10 , Z 1  and Z 12  are independently selected from the group consisting of hydrogen, fluorine, chlorine, C 1 -C 4 -alkyl, or Q is a pyridine ring of the formula (Q4) in which: Z 13 , Z 14 , Z 15  and Z 16  are independently selected from the group consisting of hydrogen, fluorine, chlorine, C 1 -C 4 -alkyl, NH 2 , \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , \u2014NH\u2014CO\u2014C 1 -C 4 -alkyl, and morpholino, pyrazoles, triazoles, imidazoles and pyrroles, wherein a heteroaryl ring is connected to the pyridine ring via one of its nitrogen atoms, each of which is optionally substituted with 1, 2 or 3 substituents independently selected from the group consisting of hydrogen, halogen, cyano, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, or Q is a pyridine ring of the formula (Q5) in which: Z 17 , Z 8, Z 19  and Z 20  are independently selected from the group consisting of hydrogen, fluorine, chlorine, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, or Q a pyrazole ring of the formula (Q6) in which: Z 21  and Z 23  are hydrogen, and Z 22  is selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, C 1 -C 4 -alkyl-C 3 -C 6 -cycloalkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkyl-N(C 1 -C 4 -alkyl) 2 , morpholino-C 1 -C 4 -alkyl, or Q is a pyrazole ring of the formula (Q7) in which: Z 24 , Z 25  and Z 26  are independently selected from the group consisting of hydrogen, fluorine, chlorine, cyano, methyl, triflouromethyl,\n or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of any of the foregoing.

Metadata:
- Claim Count in Document: 11.0
- Percentile: 97.0
- Lexical Diversity: 1.67213
- Patent Class: 514.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['15022583', '14914069', '15300057', '14767621', '14772471']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7958468639833074
- 35 USC 102 Novelty (BERT): 0.5155498679794095
- Combined Prediction Score: 0.7678171643829176
- Mean Citation Score: 295.60647
- Max Citation Score: 308.264
- Similarity Product: 263.62874858379365

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