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 3):
The compound according to  claim 1 , wherein: o is 0, 1, 2, 3 or 4, 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 CR 5 R 6 , O, S, and N\u2014R 7 , wherein at least one of X and Y is CR 5 R 6 , R 1  is selected from the group consisting of hydrogen and C 1 -C 4 -alkyl, R 2  is selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, benzyl having 1 to 5 halogen atoms, C 1 -C 4 -alkoxy, \u2014NH(C 1 -C 4 -alkyl), \u2014N(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), (C 1 -C 4 -alkyl) 2 -N\u2014C 1 -C 4 -alkyl-, and 4- to 6-membered heterocycloalkyl having at least one nitrogen atom via which the heterocycloalkyl ring is connected to the rest of the molecule, wherein a heterocycloalkyl group in R 2  may be optionally substituted with 1 to 4 substituents selected from the group consisting of fluorine, chlorine, cyano, oxo, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, \u2014N(C 1 -C 4 -alkyl) 2 , and wherein each C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl and C 1 -C 4 -alkoxy in R 2  may be optionally substituted with halogen, OH, NH 2 , \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , cyano, carboxy, carbamoyl, alkoxycarbonyl, \u2014C(O)\u2014NH(C 1 -C 4 -alkyl), \u2014C(O)\u2014N(C 1 -C 4 -alkyl) 2 , C 1 -C 4 -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 azetidines, pyrrolidines, morpholines, piperidines, and piperazines, each of which as a substituent of C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl and C 1 -C 4 -alkoxy in R 2  is optionally substituted with 1, 2 or 3 substituents independently selected from the group consisting of hydrogen, halogen, cyano, oxo, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, 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, R 5  is hydrogen or methyl, R 6  is hydrogen or methyl, R 7  is hydrogen or methyl, 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, halogen, SF 5 , cyano, \u2014CHO, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, hydroxy, C 1 -C 4 -alkoxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkoxy, \u2014O\u2014(C 3 -C 6 -cycloalkyl), cyano-C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , \u2014NH\u2014SO 2 \u2014(C 1 -C 4 -alkyl), \u2014N(SO 2 \u2014[C 1 -C 4 -alkyl])(C 1 -C 4 -alkyl), (C 1 -C 4 -alkoxyimino)-C 1 -C 4 -alkyl, 4- to 6-membered heterocycloalkyl which is optionally substituted with 1 or 2 substituents selected from the group consisting of fluorine, methyl and cyano, or 5-membered heteroaryl having at least one nitrogen atom via which the heteroaryl ring is connected to the rest of the molecule, \u2014CH 2 \u2014O\u2014(C 1 -C 4 -alkyl), \u2014CH 2 \u2014NH(C 1 -C 4 -alkyl), \u2014CH 2 \u2014N(C 1 -C 4 -alkyl) 2 , methyl substituted with C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, methyl substituted with C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkoxy or methyl substituted with a 4- to 6-membered heterocycloalkyl which itself is optionally substituted with 1 or 2 substituents selected from the group consisting of fluorine, methyl and cyano, \u2014CH 2 \u2014S\u2014(C 1 -C 4 -alkyl), \u2014CH 2 \u2014S(O)\u2014(C 1 -C 4 -alkyl), \u2014CH 2 \u2014SO 2 \u2014(C 1 -C 4 -alkyl), \u2014S\u2014(C 1 -C 4 -alkyl), \u2014S(O)\u2014(C 1 -C 4 -alkyl), \u2014SO 2 \u2014(C 1 -C 4 -alkyl), \u2014S\u2014(C 1 -C 4 -halogenoalkyl), \u2014S(O)\u2014(C 1 -C 4 -halogenoalkyl), \u2014SO 2 \u2014(C 1 -C 4 -halogenoalkyl), \u2014S\u2014(C 1 -C 4 -cycloalkyl), \u2014S(O)\u2014(C 1 -C 4 -cycloalkyl), \u2014SO 2 \u2014(C 1 -C 4 -cycloalkyl), \u2014CONH(C 1 -C 4 -alkyl), \u2014CONH(C 3 -C 6 -cycloalkyl), \u2014NHCO(C 1 -C 4 -alkyl), \u2014NHCO(C 3 -C 6 -cycloalkyl), \u2014NHCO(C 1 -C 4 -halogenoalkyl) having 1 to 5 halogen atoms, or Z 1  and Z 2  form, together with the carbon atoms that they are connected to, a 5- or 6-membered heterocycloalkyl, a 5-membered heteroaryl, or a 6-membered heteroaryl, each of which may be optionally substituted with one or two substituents selected from the group consisting of methyl, fluoro and oxo, and Z 3 , Z 4 , and Z 5  are independently selected from the group consisting of hydrogen, halogen, SF 5 , cyano, CHO, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, hydroxy, C 1 -C 4 -alkoxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkoxy, cyano-C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , \u2014NH\u2014SO 2 \u2014(C 1 -C 4 -alkyl), \u2014N(SO 2 -[C 1 -C 4 -alkyl])(C 1 -C 4 -alkyl), (C 1 -C 4 -alkoxyimino)-C 1 -C 4 -alkyl, 4- to 6-membered heterocycloalkyl which is optionally substituted with 1 or 2 substituents selected from the group consisting of fluorine, methyl or cyano, \u2014CH 2 \u2014O\u2014(C 1 -C 4 -alkyl), \u2014CH 2 \u2014NH(C 1 -C 4 -alkyl), \u2014CH 2 \u2014N(C 1 -C 4 -alkyl) 2 , methyl substituted with a 4- to 6-membered heterocycloalkyl which itself is optionally substituted with 1 or 2 substituents selected from the group consisting of fluorine, methyl or cyano, \u2014CH 2 \u2014S\u2014(C 1 -C 4 -alkyl), \u2014CH 2 \u2014S(O)\u2014(C 1 -C 4 -alkyl), \u2014CH 2 \u2014SO 2 \u2014(C 1 -C 4 -alkyl), \u2014S\u2014(C 1 -C 4 -alkyl), \u2014S(O)\u2014(C 1 -C 4 -alkyl), \u2014SO 2 \u2014(C 1 -C 4 -alkyl), \u2014S\u2014(C 1 -C 4 -halogenoalkyl), \u2014S(O)-(C 1 -C 4 -halogenoalkyl), \u2014SO 2 \u2014(C 1 -C 4 -halogenoalkyl), \u2014CONH(C 1 -C 4 -alkyl), \u2014CONH(C 3 -C 6 -cycloalkyl), \u2014NHCO(C 1 -C 4 -alkyl), \u2014NHCO(C 3 -C 6 -cycloalkyl), \u2014NHCO(C 1 -C 4 -halogenoalkyl) having 1 to 5 halogen atoms, or Z 2  and Z 3  form, together with the carbon atoms that they are connected to, a 5- or 6-membered cycloalkyl or heterocycloalkyl, a 5-membered heteroaryl, or a 6-membered heteroaryl, each of which may be optionally substituted with one or two substituents selected from the group consisting of methyl, fluoro and oxo, and Z 1 , Z 4 , and Z 5  are independently selected from the group consisting of hydrogen, halogen, SF 5 , cyano, CHO, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, hydroxy, C 1 -C 4 -alkoxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkoxy, cyano-C 1 -C 4 -alkoxy, C 1 -C 4 -halogenoalkoxy having 1 to 5 halogen atoms, \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , \u2014NH\u2014SO 2 \u2014(C 1 -C 4 -alkyl), \u2014N(SO 2 -[C 1 -C 4 -alkyl])(C  1 \u2014C 4 -alkyl), (C 1 -C 4 -alkoxyimino)-C 1 -C 4 -alkyl, 4- to 6-membered heterocycloalkyl which is optionally substituted with 1 or 2 substituents selected from the group consisting of fluorine, methyl or cyano, \u2014CH 2 \u2014O\u2014(C 1 -C 4 -alkyl), \u2014CH 2 \u2014NH(C 1 -C 4 -alkyl), \u2014CH 2 \u2014N(C 1 -C 4 -alkyl) 2 , methyl substituted with a 4- to 6-membered heterocycloalkyl which itself is optionally substituted with 1 or 2 substituents selected from the group consisting of fluorine, methyl or cyano, \u2014CH 2 \u2014S\u2014(C 1 -C 4 -alkyl), \u2014CH 2 \u2014S(O)\u2014(C 1 -C 4 -alkyl), \u2014CH 2 \u2014SO 2 \u2014(C 1 -C 4 -alkyl), \u2014S\u2014(C 1 -C 4 -alkyl), \u2014S(O)\u2014(C 1 -C 4 -alkyl), \u2014SO 2 \u2014(C 1 -C 4 -alkyl), \u2014S\u2014(C 1 -C 4 -halogenoalkyl), \u2014S(O)-(C 1 -C 4 -halogenoalkyl), \u2014SO 2 \u2014(C 1 -C 4 -halogenoalkyl), \u2014CONH(C 1 -C 4 -alkyl), \u2014CONH(C 3 -C 6 -cycloalkyl), \u2014NHCO(C 1 -C 4 -alkyl), \u2014NHCO(C 3 -C 6 -cycloalkyl), \u2014NHCO(C 1 -C 4 -halogenoalkyl) having 1 to 5 halogen atoms, or 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, chlorine, bromine, cyano, 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, \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , or Q is a pyrimidine ring of the formula (Q3) in which: Z 10 , Z 11  and Z 12  are independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, cyano, 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, \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , 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, bromine, cyano, 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, \u2014NH 2 , \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , \u2014NH\u2014CO\u2014C 1 -C 4 -alkyl, and monocyclic heterocycles selected from the group of 4- to 7-membered heterocycloalkyl or 5-membered heteroaryls having at least one nitrogen atom via which the heteroaryl ring is connected to the pyridine ring, each of which is optionally substituted with 1, 2 or 3 substituents independently selected from the group consisting of hydrogen, halogen, cyano, nitro, \u2014OH, oxo, thiono, 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, C 3 -C 6 -cycloalkyl, \u2014NH 2 , \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , \u2014S\u2014C 1 -C 4 -alkyl, \u2014S(O)\u2014C 1 -C 4 -alkyl, \u2014SO 2 \u2014C 1 -C 4 -alkyl, \u2014S\u2014C 1 -C 4 -halogenoalkyl, \u2014S(O)\u2014C 1 -C 4 -halogenoalkyl and \u2014SO 2 \u2014C 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 18 , Z 19  and Z 20  are independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, cyano, 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, \u2014NH(C 1 -C 4 -alkyl), \u2014N(C 1 -C 4 -alkyl) 2 , or Q a pyrazole ring of the formula (Q6) in which: Z 21  and Z 23  are independently selected from the group consisting of hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -halogenoalkyl having 1 to 5 halogen atoms, 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) 2 -N\u2014C 1 -C 4 -alkyl-, morpholino-C 1 -C 4 -alkyl, (C 1 -C 4 -alkyl)-NH\u2014C 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, bromine, cyano, 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,\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): 0.7957126428019251
- 35 USC 102 Novelty (BERT): 0.5171884873993357
- Combined Prediction Score: 0.7678602272616663
- Mean Citation Score: 295.60647
- Max Citation Score: 308.264
- Similarity Product: 253.40242370224

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