Claims for Patent: 9,468,642

Summary for Patent: 9,468,642

Title:	Imidazopyrazines
Abstract:	The present invention relates to imidazopyrazine compounds of general Formula (I): in which X, R.sup.1, R.sup.2, R.sup.3a, R.sup.3b, R.sup.4a, R.sup.4b, R.sup.4C, and R.sup.4D are as given in the description and in the claims, to methods of preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds, to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, as well as to intermediate compounds useful in the preparation of said compounds. ##STR00001##
Inventor(s):	Klar; Ulrich (Berlin, DE), Koppitz; Marcus (Berlin, DE), Kosemund; Dirk (Berlin, DE), Bohlmann; Rolf (Berlin, DE), Bader; Benjamin (Berlin, DE), Lienau; Philip (Berlin, DE), Siemeister; Gerhard (Berlin, DE), Prechtl; Stefan (Berlin, DE), Nguyen; Duy (Berlin, DE), Scott; William (Berlin, DE)
Assignee:	BAYER INTELLECTUAL PROPERTY GMBH (Monheim, DE)
Application Number:	13/635,734
Patent Claims:	1. A compound of formula (I): ##STR00067## in which: X represents an --SR.sup.5, --S(.dbd.O)R.sup.5, --S(.dbd.O).sub.2R.sup.5, --S(.dbd.O)(.dbd.NR.sup.5a)R.sup.5b, or --S(.dbd.O).sub.2N(R.sup.5b)R.sup.5c group; R.sup.1 represents a hydrogen atom or a halogen atom, or a --CN, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl-, C.sub.2-C.sub.6-alkynyl-, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.6, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)NH.sub.2, --N(H)C(.dbd.O)N(H)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)OR.sup.8, --N(R.sup.8a)C(.dbd.O)OR.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b, --N.dbd.S(.dbd.O)(R.sup.8a)R.sup.8b, --OH, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --O(C.dbd.O)OR.sup.8, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b, or --S(.dbd.O)(.dbd.NR.sup.8a)R.sup.8b group; R.sup.2 represents a hydrogen atom or a halogen atom, or a --CN, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl-, or C.sub.2-C.sub.6-alkynyl-, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.6, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)NH.sub.2, --N(H)C(.dbd.O)N(H)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)OR.sup.8, --N(R.sup.8a)C(.dbd.O)OR.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b, --N.dbd.S(.dbd.O)(R.sup.8a)R.sup.8b, --OH, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --O(C.dbd.O)OR.sup.8, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b, or --S(.dbd.O)(.dbd.NR.sup.8a)R.sup.8b group; or a group selected from: ##STR00068## R.sup.3a, R.sup.3b represent, independently from one another, a hydrogen atom or a halogen atom, or a --CN, C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, C.sub.1-C.sub.6-alkyl-aryl-, heteroaryl, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.6, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)NH.sub.2, --N(H)C(.dbd.O)N(H)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)OR.sup.8, --N(R.sup.8a)C(.dbd.O)OR.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b, --N.dbd.S(.dbd.O)(R.sup.8a)R.sup.8b, --OH, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --O(C.dbd.O)OR.sup.8, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b, or --S(.dbd.O)(.dbd.NR.sup.8a)R.sup.8b group; said C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, C.sub.1-C.sub.6-alkyl-aryl-, heteroaryl, being optionally substituted, identically or differently, with 1, 2, 3, or 4 R.sup.7 groups; R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d represent, independently from each other, a hydrogen or halogen atom, or a --CN, halo-C.sub.1-C.sub.6-alkyl-, R.sup.8a(R.sup.8b)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.8, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)OR.sup.8, --N(R.sup.8a)C(.dbd.O)OR.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b, --N.dbd.S(.dbd.O)(R.sup.8a)R.sup.8b, --OH, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --O(C.dbd.O)OR.sup.8, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b, --S(.dbd.O)(.dbd.NR.sup.8a)R.sup.8b group; or R.sup.4c, together with R.sup.2, forms an *N(R.sup.6)--N.dbd.C*--NH.sub.2 group; R.sup.5, R.sup.5b, R.sup.5c, represent, independently from each other, a hydrogen atom, or a C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, heteroaryl group; said C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, heteroaryl, being optionally substituted, identically or differently, with 1, 2, 3, or 4 R.sup.7 groups; R.sup.5a represents a hydrogen atom or a --C(.dbd.O)--C.sub.1-C.sub.6-alkyl, or --C(.dbd.O)--C.sub.3-C.sub.6-cycloalkyl group; said C.sub.1-C.sub.6-alkyl being optionally substituted, identically or differently, with one or more halogen atom; R.sup.6, R.sup.6a represent, independently from each other, a hydrogen atom or a C.sub.1-C.sub.6-alkyl or C.sub.3-C.sub.6-cycloalkyl group, R.sup.7 represents a hydrogen or halogen atom, or a --CN, halo-C.sub.1-C.sub.6-alkyl-, R.sup.8a(R.sup.8b)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.8, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)OR.sup.8, --N(R.sup.8a)C(.dbd.O)OR.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b, --N.dbd.S(.dbd.O)(R.sup.8a)R.sup.8b, --OH, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --O(C.dbd.O)OR.sup.8, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b, --S(.dbd.O)(.dbd.NR.sup.8a)R.sup.8b group; R.sup.8, R.sup.8a, R.sup.8b, represent, independently from each other, a hydrogen atom, or a C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-cycloalkyl, 3- to 7-membered heterocycloalkyl, aryl, heteroaryl, aryl-C.sub.1-C.sub.6-alkyl-, or heteroaryl-C.sub.1-C.sub.6-alkyl- group; m is an integer of 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of same. 2. The compound according to claim 1, wherein: X represents an --SR.sup.5, --S(.dbd.O)R.sup.5, --S(.dbd.O).sub.2R.sup.5, --S(.dbd.O)(.dbd.NR.sup.5a)R.sup.5b, or --S(.dbd.O).sub.2N(R.sup.5b)R.sup.5c group; R.sup.1 represents a hydrogen atom or a halogen atom, or a --CN, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.6, or --N(R.sup.8a)R.sup.8b group; R.sup.2 represents a --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)NH.sub.2, --N(H)C(.dbd.O)N(H)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b group; or a group selected from: ##STR00069## R.sup.3a, R.sup.3b represent, independently from one another, a hydrogen atom or a halogen atom, or a --CN, C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, C.sub.1-C.sub.6-alkyl-aryl-, heteroaryl, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.6, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)NH.sub.2, --N(H)C(.dbd.O)N(H)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)OR.sup.8, --N(R.sup.8a)C(.dbd.O)OR.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b, --N.dbd.S(.dbd.O)(R.sup.8a)R.sup.8b, --OH, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --O(C.dbd.O)OR.sup.8, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b, or --S(.dbd.O)(.dbd.NR.sup.8a)R.sup.8b group; said C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, C.sub.1-C.sub.6-alkyl-aryl-, heteroaryl, being optionally substituted, identically or differently, with 1, 2, 3, or 4 R.sup.7 groups; R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d represent, independently from each other, a hydrogen or halogen atom, or a --CN, halo-C.sub.1-C.sub.6-alkyl-, R.sup.8a(R.sup.8b)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.8, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)OR.sup.8, --N(R.sup.8a)C(.dbd.O)OR.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b, --N.dbd.S(.dbd.O)(R.sup.8a)R.sup.8b, --OH, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --O(C.dbd.O)OR.sup.8, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b, --S(.dbd.O)(.dbd.NR.sup.8a)R.sup.8b group; or R.sup.4c, together with R.sup.2, forms an *N(R.sup.6)--N.dbd.C*--NH.sub.2 group; R.sup.5, R.sup.5b, R.sup.5c, represent, independently from each other, a hydrogen atom, or a C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, heteroaryl group; said C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, heteroaryl, being optionally substituted, identically or differently, with 1, 2, 3, or 4 R.sup.7 groups; R.sup.5a represents a hydrogen atom or a --C(.dbd.O)--C.sub.1-C.sub.6-alkyl, or --C(.dbd.O)--C.sub.3-C.sub.6-cycloalkyl group; said C.sub.1-C.sub.6-alkyl being optionally substituted, identically or differently, with one or more halogen atom; R.sup.6, R.sup.6a represent, independently from each other, a hydrogen atom or a C.sub.1-C.sub.6-alkyl or C.sub.3-C.sub.6-cycloalkyl group, R.sup.7 represents a hydrogen or halogen atom, or a --CN, halo-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.8, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(R.sup.8)C(.dbd.O)OR.sup.8a, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b group; R.sup.8, R.sup.8a, R.sup.8b, represent, independently from each other, a hydrogen atom, or a C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-cycloalkyl, 3- to 7-membered heterocycloalkyl, aryl, heteroaryl, aryl-C.sub.1-C.sub.6-alkyl-, or heteroaryl-C.sub.1-C.sub.6-alkyl- group; m is an integer of 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of same. 3. The compound according to claim 1, wherein: X represents an --SR.sup.5, --S(.dbd.O)R.sup.5, --S(.dbd.O).sub.2R.sup.5, --S(.dbd.O)(.dbd.NR.sup.5a)R.sup.5b, or --S(.dbd.O).sub.2N(R.sup.5b)R.sup.5c group; R.sup.1 represents a hydrogen atom or a halogen atom, or a --CN, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.6 or --N(R.sup.8a)R.sup.8b group; R.sup.2 represents a --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)NH.sub.2, --N(H)C(.dbd.O)N(H)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b group; or a group selected from: ##STR00070## R.sup.3a, R.sup.3b represent, independently from one another, a hydrogen atom or a halogen atom, or a --CN, C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, C.sub.1-C.sub.6-alkyl-aryl-, heteroaryl, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.6, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)NH.sub.2, --N(H)C(.dbd.O)N(H)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)OR.sup.8, --N(R.sup.8a)C(.dbd.O)OR.sup.8b, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.8a)S(.dbd.O)R.sup.8b, --N(H)S(.dbd.O).sub.2R.sup.8, --NR.sup.8aS(.dbd.O).sub.2R.sup.8b, --N.dbd.S(.dbd.O)(R.sup.8a)R.sup.8b, --OH, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --O(C.dbd.O)OR.sup.8, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b, or --S(.dbd.O)(.dbd.NR.sup.8a)R.sup.8b group; said C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, C.sub.1-C.sub.6-alkyl-aryl-, heteroaryl, being optionally substituted, identically or differently, with 1, 2, 3, or 4 R.sup.7 groups; R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d represent a hydrogen atom or R.sup.4c, together with R.sup.2, forms an *N(R.sup.6)--N.dbd.C*--NH.sub.2 group; R.sup.5, R.sup.5b, R.sup.5c, represent, independently from each other, a hydrogen atom, or a C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, heteroaryl group; said C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkenyl, --(CH.sub.2).sub.m--C.sub.2-C.sub.6-alkynyl, --(CH.sub.2).sub.m--C.sub.3-C.sub.6-cycloalkyl, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), aryl-C.sub.1-C.sub.6-alkyl-, heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, R.sup.6(R.sup.6a)N--C.sub.1-C.sub.6-alkyl-, HO--C.sub.1-C.sub.6-alkyl-, --C.sub.1-C.sub.6-alkyl-CN, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.3-C.sub.6-cycloalkyl-, a 3- to 7-membered heterocycloalkyl, C.sub.2-C.sub.6-alkenyl-, C.sub.3-C.sub.6-cycloalkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, heteroaryl, being optionally substituted, identically or differently, with 1, 2, 3, or 4 R.sup.7 groups; R.sup.5a represents a hydrogen atom or a --C(.dbd.O)--C.sub.1-C.sub.6-alkyl, or --C(.dbd.O)--C.sub.3-C.sub.6-cycloalkyl group; said C.sub.1-C.sub.6-alkyl being optionally substituted, identically or differently, with one or more halogen atom; R.sup.6, R.sup.6a represent, independently from each other, a hydrogen atom or a C.sub.1-C.sub.6-alkyl or C.sub.3-C.sub.6-cycloalkyl group; R.sup.7 represents a hydrogen or halogen atom, or a --CN, halo-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl, --C(.dbd.O)R.sup.8, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)N(R.sup.8a)R.sup.8b, --C(.dbd.O)O--R.sup.8, --N(R.sup.8a)R.sup.8b, --NO.sub.2, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(H)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)N(R.sup.8a)R.sup.8b, --N(R.sup.8)C(.dbd.O)OR.sup.8a, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b, --SR.sup.8, --S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)N(R.sup.8a)R.sup.8b, --S(.dbd.O.sub.2)R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2N(R.sup.8a)R.sup.8b group; R.sup.8, R.sup.8a, R.sup.8b, represent, independently from each other, a hydrogen atom, or a C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-cycloalkyl, 3- to 7-membered heterocycloalkyl, aryl, heteroaryl, aryl-C.sub.1-C.sub.6-alkyl-, or heteroaryl-C.sub.1-C.sub.6-alkyl- group; m is an integer of 1, 2 or 3; or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of same. 4. The compound according to claim 1, wherein: X represents an --SR.sup.5, --S(.dbd.O)R.sup.5, --S(.dbd.O).sub.2R.sup.5, --S(.dbd.O)(.dbd.NR.sup.5a)R.sup.5b, or --S(.dbd.O).sub.2N(R.sup.5b)R.sup.5c group; R.sup.1 represents a hydrogen atom; R.sup.2 represents a --C(.dbd.O)N(H)R.sup.8 group; or an ##STR00071## group; R.sup.3a represents a hydrogen atom; R.sup.3b represents a hydrogen atom or a halogen atom, or a C.sub.2-C.sub.6-alkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, C.sub.1-C.sub.6-alkyl-aryl-, or heteroaryl group; said C.sub.2-C.sub.6-alkenyl-, C.sub.2-C.sub.6-alkynyl-, aryl-, C.sub.1-C.sub.6-alkyl-aryl- or heteroaryl, being optionally substituted, identically or differently, with 1, 2, 3, or 4 R.sup.7 groups; R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d represent a hydrogen atom, or R.sup.4c, together with R.sup.2, forms an *N(R.sup.6)--N.dbd.C*--NH.sub.2 group; R.sup.5, R.sup.5b, R.sup.5c, represent, independently from each other, a C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl- group; said C.sub.1-C.sub.6-alkyl-, --(CH.sub.2).sub.m-(3- to 7-membered heterocycloalkyl), heteroaryl-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, being optionally substituted, identically or differently, with 1, 2, 3, or 4 R.sup.7 groups; R.sup.5a represents a hydrogen atom or a --C(.dbd.O)--C.sub.1-C.sub.6-alkyl, or --C(.dbd.O)--C.sub.3-C.sub.6-cycloalkyl group; said C.sub.1-C.sub.6-alkyl being optionally substituted, identically or differently, with one or more halogen atom; R.sup.6, R.sup.6a represent, independently from each other, a hydrogen atom or a C.sub.1-C.sub.6-alkyl or C.sub.3-C.sub.6-cycloalkyl group; R.sup.7 represents a hydrogen or halogen atom, or a halo-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl, --C(.dbd.O)N(H)R.sup.8, --N(R.sup.8a)R.sup.8b, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.8a)C(.dbd.O)R.sup.8b, --N(R.sup.8)C(.dbd.O)OR.sup.8a, --OR.sup.8, --O(C.dbd.O)R.sup.8, --O(C.dbd.O)N(R.sup.8a)R.sup.8b group; R.sup.8, R.sup.8a, R.sup.8b, represent, independently from each other, a hydrogen atom, or a C.sub.1-C.sub.6-alkyl or C.sub.3-C.sub.6-cycloalkyl group; m is an integer of 1; or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of same. 5. The compound according to claim 1, which is selected from the group consisting of: 4-[6-Bromo-8-(methylsulfanyl)imidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylben- zamide; N-Cyclopropyl-4-[8-(methylsulfanyl)-6-phenylimidazo[1,2-a]pyrazin-- 3-yl]benzamide; N-Cyclopropyl-4-[8-(methylsulfonyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]be- nzamide; (RS)--N-cyclopropyl-4-[8-(methylsulfinyl)-6-phenylimidazo[1,2-a]p- yrazin-3-yl]benzamide; N-Cyclopropyl-4-[8-(ethylsulfanyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]ben- zamide; (RS) N-Cyclopropyl-4-[8-(ethylsulfinyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]ben- zamide; N-Cyclopropyl-4-[8-(ethylsulfonyl)-6-phenylimidazo[1,2-a]pyrazin-3- -yl]benzamide; N-Cyclopropyl-4-[6-phenyl-8-(propylsulfanyl)imidazo[1,2-a]pyrazin-3-yl]be- nzamide; (RS) N-Cyclopropyl-4-[6-phenyl-8-(propylsulfinyl)imidazo[1,2-a]pyrazin-3-yl]be- nzamide; N-Cyclopropyl-4-[6-phenyl-8-(propylsulfonyl)imidazo[1,2-a]pyrazin- -3-yl]benzamide; 4-[8-(Butylsulfanyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylben- zamide; (RS) 4-[8-(Butylsulfinyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylben- zamide; 4-[8-(Butylsulfonyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]-N-cyclopr- opylbenzamide; N-Cyclopropyl-4-{8-[(3,3-dimethylbutyl)sulfanyl]-6-phenylimidazo[1,2-a]py- razin-3-yl}benzamide; (RS) N-Cyclopropyl-4-{8-[(3,3-dimethylbutyl)sulfinyl]-6-phenylimidazo[1,2-a]py- razin-3-yl}benzamide; N-Cyclopropyl-4-{8-[(3,3-dimethylbutyl)sulfonyl]-6-phenylimidazo[1,2-a]py- razin-3-yl}benzamide; (RS) N-Cyclopropyl-4-{6-phenyl-8-[(tetrahydrofuran-2-ylmethyl)sulfanyl]imidazo- [1,2-a]pyrazin-3-yl}benzamide; (RS) N-cyclopropyl-4-{6-phenyl-8-[(2RS)-(tetrahydrofuran-2-ylmethyl)sulfinyl]i- midazo[1,2-a]pyrazin-3-yl}benzamide; (RS) N-cyclopropyl-4-{6-phenyl-8-[(tetrahydrofuran-2-ylmethyl)sulfonyl]imidazo- [1,2-a]pyrazin-3-yl}benzamide; 4-[6-bromo-8-(methylsulfonyl)imidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylben- zamide; (RS) N-cyclopropyl-4-{8-[S-methyl-N-(trifluoroacetyl)sulfonimidoyl]-6-phenylim- idazo[1,2-a]pyrazin-3-yl}benzamide; tert-butyl[2-({3-[4-(cyclopropylcarbamoyl)phenyl]-6-phenylimidazo[1,2-a]p- yrazin-8-yl}sulfanyl)ethyl]carbamate; N-cyclopropyl-4-[8-(pentylsulfanyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]be- nzamide; (RS) N-cyclopropyl-4-[8-(pentylsulfinyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]be- nzamide; N-cyclopropyl-4-[8-(pentylsulfonyl)-6-phenylimidazo[1,2-a]pyrazin- -3-yl]benzamide; N-cyclopropyl-4-[8-(isopropylsulfanyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl- ]benzamide; (RS) N-cyclopropyl-4-[8-(isopropylsulfinyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl- ]benzamide; N-cyclopropyl-4-[8-(isopropylsulfonyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl- ]benzamide; N-cyclopropyl-4-[8-(isobutylsulfanyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]- benzamide; (RS) N-cyclopropyl-4-[8-(isobutylsulfinyl)-6-phenylimidazo[1,2-a]pyrazin-3-yl]- benzamide; N-cyclopropyl-4-[8-(isobutylsulfonyl)-6-phenylimidazo[1,2-a]pyr- azin-3-yl]benzamide; N-cyclopropyl-4-{8-[(3-methylbutyl)sulfanyl]-6-phenylimidazo[1,2-a]pyrazi- n-3-yl}benzamide; (RS) N-cyclopropyl-4-{8-[(3-methylbutyl)sulfinyl]-6-phenylimidazo[1,2-a]pyrazi- n-3-yl}benzamide; N-cyclopropyl-4-{8-[(3-methylbutyl)sulfonyl]-6-phenylimidazo[1,2-a]pyrazi- n-3-yl}benzamide; N-cyclopropyl-4-{6-phenyl-8-[(2,2,2-trifluoroethyl)sulfanyl]imidazo[1,2-a- ]pyrazin-3-yl}benzamide; (RS) N-cyclopropyl-4-{6-phenyl-8-[(2,2,2-trifluoroethyl)sulfinyl]imidazo[1,2-a- ]pyrazin-3-yl}benzamide; N-cyclopropyl-4-{6-phenyl-8-[(2,2,2-trifluoroethyl)sulfonyl]imidazo[1,2-a- ]pyrazin-3-yl}benzamide; N-cyclopropyl-4-{8-[(2-furylmethyl)sulfanyl]-6-phenylimidazo[1,2-a]pyrazi- n-3-yl}benzamide; (RS) N-cyclopropyl-4-{8-[(2-furylmethyl)sulfinyl]-6-phenylimidazo[1,2-a]pyrazi- n-3-yl}benzamide; N-cyclopropyl-4-{8-[(2-furylmethyl)sulfonyl]-6-phenylimidazo[1,2-a]pyrazi- n-3-yl}benzamide; 3-[4-(2-cyclopropyl-1H-imidazol-5-yl)phenyl]-8-(methylsulfanyl)-6-phenyli- midazo[1,2-a]pyrazine; 3-[4-(2-cyclopropyl-1H-imidazol-5-yl)phenyl]-8-(methylsulfanyl)-6-(4-viny- lphenyl)imidazo[1,2-a]pyrazine; 3-[4-(2-cyclopropyl-1H-imidazol-5-yl)phenyl]-8-(methylsulfanyl)-6-(pyridi- n-4-yl)imidazo[1,2-a]pyrazine; 3-{3-[4-(2-cyclopropyl-1H-imidazol-5-yl)phenyl]-8-(methylsulfanyl)imidazo- [1,2-a]pyrazin-6-yl}prop-2-yn-1-ol; N-[2-({3-[4-(2-cyclopropyl-1H-imidazol-5-yl)phenyl]-6-phenylimidazo[1,2-a- ]pyrazin-8-yl}sulfanyl)ethyl]acetamide; 2-(4-{3-[4-(2-cyclopropyl-1H-imidazol-5-yl)phenyl]-8-(methylsulfanyl)imid- azo[1,2-a]pyrazin-6-yl}phenyl)ethanol; (1R or 1S)-1-(4-{3-[4-(2-cyclopropyl-1H-imidazol-5-yl)phenyl]-8-(methylsulfanyl)- imidazo[1,2-a]pyrazin-6-yl}phenyl)ethanol; (1S or 1R)-1-(4-{3-[4-(2-cyclopropyl-1H-imidazol-5-yl)phenyl]-8-(methylsulfanyl)- imidazo[1,2-a]pyrazin-6-yl}phenyl)ethanol; N-cyclopropyl-4-{8-[(4-hydroxybutyl)sulfanyl]-6-phenylimidazo[1,2-a]pyraz- in-3-yl}benzamide; (RS) N-cyclopropyl-4-{8-[(4-hydroxybutyl)sulfinyl]-6-phenylimidazo[1,2-a]pyraz- in-3-yl}benzamide; N-cyclopropyl-4-{8-[(4-hydroxybutyl)sulfonyl]-6-phenylimidazo[1,2-a]pyraz- in-3-yl}benzamide; 4-{8-[(2-aminoethyl)sulfanyl]-6-phenylimidazo[1,2-a]pyrazin-3-yl}-N-cyclo- propylbenzamide; (RS) tert-butyl[2-({3-[4-(cyclopropylcarbamoyl)phenyl]-6-phenylimidazo[1,2-a]p- yrazin-8-yl}sulfinyl)ethyl]carbamate; tert-butyl[2-({3-[4-(cyclopropylcarbamoyl)phenyl]-6-phenylimidazo[1,2-a]p- yrazin-8-yl}sulfonyl)ethyl]carbamate; and 4-{8-[(2-aminoethyl)sulfonyl]-6-phenylimidazo[1,2-a]pyrazin-3-yl}-N-cyclo- propylbenzamide. 6. A method of preparing a compound of formula (Ia): ##STR00072## in which R.sup.1, R.sup.2, R.sup.3a, R.sup.3b, R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d, R.sup.5b and R.sup.5c are as defined in claim 1, in which method an intermediate compound of formula (VIII): ##STR00073## in which R.sup.1, R.sup.2, R.sup.3a, R.sup.3b, R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d are as defined in claim 1, is allowed to react with an amine of formula (VIIIa): ##STR00074## in which R.sup.5b and R.sup.5c are as defined in claim 1, thus providing a compound of general formula (Ia). 7. A method of preparing a compound of formula (Ib): ##STR00075## in which R.sup.1, R.sup.2, R.sup.3a, R.sup.3b, R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d, and R.sup.5 are as defined in claim 1, in which method an intermediate methyl sulphone compound of formula (VII): ##STR00076## in which R.sup.1, R.sup.2, R.sup.3a, R.sup.3b, R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d are as defined in claim 1, is allowed to react with a thiol of formula (VIIa), which is deprotonated: ##STR00077## in which R.sup.5 is as defined in claim 1, thus providing a compound of general formula (Ib). 8. A pharmaceutical composition comprising a compound according to claim 1 and a pharmaceutically acceptable diluent or carrier. 9. A pharmaceutical combination comprising: one or more compounds according to claim 1; and one or more agents selected from: a taxane; an epothilone; Mitoxantrone; Predinisolone; Dexamethasone; Estramustin; Vinblastin; Vincristin; Doxorubicin; Adriamycin; Idarubicin; Daunorubicin; Bleomycin; Etoposide; Cyclophosphamide; Ifosfamide; Procarbazine; Melphalan; 5-Fluorouracil; Capecitabine; Fludarabine; Cytarabine; Ara-C; 2-Chloro-2'-deoxyadenosine; Thioguanine; an anti-androgen; Bortezomib; a platinum derivative; Chlorambucil; Methotrexate; and Rituximab. 10. A method for the inhibition of Mps-1 in a subject in need thereof comprising administering to the subject an effective amount of a compound according to claim 1. 11. A compound of formula (VIII): ##STR00078## in which R.sup.1, R.sup.2, R.sup.3a, R.sup.3b, R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d are as defined in claim 1, or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of same. 12. A compound of formula (VII): ##STR00079## in which R.sup.1, R.sup.2, R.sup.3a, R.sup.3b, R.sup.4a, R.sup.4b, R.sup.4c, R.sup.4d are as defined in claim 1. 13. The pharmaceutical combination according to claim 9, wherein the taxane is selected from Docetaxel, Paclitaxel, and Taxol. 14. The pharmaceutical combination according to claim 9, wherein the epothilone is selected from Ixabepilone, Patupilone, and Sagopilone. 15. The pharmaceutical combination according to claim 9, wherein the anti-androgen is selected from Flutamide, Cyproterone acetate, and Bicalutamide. 16. The pharmaceutical combination according to claim 9, wherein the platinum derivative is selected from Cisplatin and Carboplatin.

Details for Patent 9,468,642

Applicant	Tradename	Biologic Ingredient	Dosage Form	BLA	Approval Date	Patent No.	Expiredate
Genentech, Inc.	RITUXAN	rituximab	Injection	103705	11/26/1997		2031-03-16
Idec Pharmaceuticals Corp.	RITUXAN	rituximab	Injection	103737	02/19/2002		2031-03-16
Genentech, Inc.	RITUXAN HYCELA	rituximab and hyaluronidase human	Injection	761064	06/22/2017		2031-03-16