Claims for Patent: 7,741,354

Summary for Patent: 7,741,354

Title:	Inhibitors of glutaminyl cyclase
Abstract:	The present invention relates to compounds of formula (I), combinations and uses thereof for disease therapy, ##STR00001## wherein: R.sup.1 represents heteroaryl, -carbocyclyl-heteroaryl, -alkenylheteroaryl or -alkylheteroaryl; R.sup.2 represents alkyl, which may optionally be substituted by one or more groups selected from amino, halogen, hydroxyl, -alkoxy, -thioalkyl, --C(O)O-alkyl and --C(O)OH; carbocyclyl, which may optionally be substituted by one or more groups selected from alkyl, haloalkyl, amino, halogen, hydroxyl, alkoxy-, -thioalkyl, --C(O)O-alkyl and --C(O)OH; alkenyl; alkynyl; -alkyl-aryl; -alkyl-heteroaryl; -alkyl-heterocyclyl; -alkyl-carbocyclyl; -aryl-heteroaryl; -heteroaryl-aryl; -heteroaryl-heteroaryl; -aryl-aryl; -aryl (monocyclic or bicyclic); heteroaryl (monocyclic or bicyclic); heterocyclyl; or R.sup.2 together with R.sup.4 may form a carbocyclyl group optionally substituted by one or more alkyl groups; R.sup.3 represents alkyl, which may optionally be substituted by one or more groups selected from amino, halogen, hydroxyl, alkoxy-, -thioalkyl, --C(O)OH and --C(O)O-alkyl; carbocyclyl, which may optionally be substituted by one or more groups selected from alkyl, amino, halogen, haloalkyl, hydroxyl, -alkoxy, -thioalkyl, --C(O)OH and --C(O)O-alkyl; alkenyl; -alkyl-aryl; -alkyl(aryl).sub.2, -alkyl(heteroaryl).sub.2, -alkyl(aryl)(heteroaryl), -alkyl-heteroaryl; -alkyl-heterocyclyl which heterocyclyl group may optionally be substituted by one or more groups selected from alkyl, hydroxy and oxo ; -alkyl-carbocyclyl; -aryl-heteroaryl; -heteroaryl-aryl; -aryl-aryl; -aryl-O-aryl, -heteroaryl-heteroaryl; -aryl; heteroaryl; heterocyclyl; -aryl-alkyl-aryl; -aryl-O-alkyl-aryl; -alkyl-C(O)--NH-alkyl-aryl; -alkyl-C(O)--NH-alkyl-heteroaryl; -alkyl-C(O)--NH-alkyl-heterocyclyl; -alkyl-C(O)--(N-piperidinyl) or -alkyl-C(O)--(N-pyrrolidinyl) in which piperidinyl or pyrrolidinyl may optionally be fused to optionally substituted phenyl. R.sup.4 represents H or alkyl.
Inventor(s):	Thormann; Michael (Martinsried, DE), Altmstetter; Michael (Martinsried, DE), Treml; Andreas (Martinsried, DE), Heiser; Ulrich (Halle/Saale, DE), Buchholz; Mirko (Halle/Saale, DE)
Assignee:	Probiodrug AG (Halle-Saale, DE)
Application Number:	11/937,159
Patent Claims:	1. A compound of formula (I) ##STR00240## wherein R.sup.1 represents heteroaryl, -carbocyclyl-heteroaryl, -alkenylheteroaryl or -alkylheteroaryl; R.sup.2 represents alkyl, which may optionally be substituted by one or more groups selected from amino, halogen, hydroxyl, -alkoxy, -thioalkyl, --C(O)O-alkyl and --C(O)OH; carbocyclyl, which may optionally be substituted by one or more groups selected from alkyl, haloalkyl, amino, halogen, hydroxyl, alkoxy-, -thioalkyl, --C(O)O-alkyl and --C(O)OH; alkenyl; alkynyl; -alkyl-aryl; -alkyl-heteroaryl; -alkyl-heterocyclyl; -alkyl-carbocyclyl; -aryl-heteroaryl; -heteroaryl-aryl; -heteroaryl-heteroaryl; -aryl-aryl; -aryl; heteroaryl; heterocyclyl; or R.sup.2 together with R.sup.4 may form a carbocyclyl group optionally substituted by one or more alkyl groups; R.sup.3 represents alkyl, which may optionally be substituted by one or more groups selected from amino, halogen, hydroxyl, alkoxy-, -thioalkyl, --C(O)OH and --C(O)O-alkyl; carbocyclyl, which may optionally be substituted by one or more groups selected from alkyl, amino, halogen, haloalkyl, hydroxyl, -alkoxy, -thioalkyl, --C(O)OH and --C(O)O-alkyl; alkenyl; -alkyl-aryl; -alkyl(aryl).sub.2, -alkyl(heteroaryl).sub.2, -alkyl(aryl)(heteroaryl), -alkyl-heteroaryl; -alkyl-heterocyclyl which heterocyclyl group may optionally be substituted by one or more groups selected from alkyl, hydroxyl and oxo; -alkyl-carbocyclyl; -aryl-heteroaryl; -heteroaryl-aryl; -aryl-aryl; -aryl-O-aryl; -heteroaryl-heteroaryl; -aryl; heteroaryl; heterocyclyl; -aryl-alkyl-aryl; -aryl-O-alkyl-aryl; -alkyl-C(O)--NH-alkyl-aryl; -alkyl-C(O)--NH-alkyl-heteroaryl; -alkyl-C(O)--NH-alkyl-heterocyclyl; -alkyl-C(O)--(N-piperidinyl) or -alkyl-C(O)--(N-pyrrolidinyl) in which piperidinyl or pyrrolidinyl may optionally be fused to optionally substituted phenyl; R.sup.4 represents H or alkyl; or a pharmaceutically acceptable salt thereof, including all tautomers and stereoisomers thereof. 2. A compound according to claim 1 wherein the following compounds are excluded from the scope of formula (I) ##STR00241## ##STR00242## 3. A compound according to claim 1, wherein R.sup.1 represents -alkylheteroaryl. 4. A compound according to claim 3, wherein heteroaryl is 5 or 6 membered monocyclic heteroaryl. 5. A compound according to claim 4, wherein R.sup.1 represents 3-imidazol-1-yl-propyl. 6. A compound according to claim 1 or claim 2, wherein R.sup.1 represents -heteroaryl. 7. A compound according to claim 6, wherein R.sup.1 represents 1H-benzoimidazol-5-yl. 8. A compound according to claim 1, wherein R.sup.2 represents alkyl, which may optionally be substituted by one or more groups selected from -thioalkyl and --C(O)O-alkyl; carbocyclyl, which may optionally be substituted by one or more groups selected from -alkyl, -thioalkyl and --C(O)O-alkyl; alkenyl; -alkyl-aryl; -alkyl-heteroaryl; -aryl heteroaryl; -aryl; heteroaryl; heterocyclyl; or R.sup.2 together with R.sup.4 represents carbocyclyl. 9. A compound according to claim 8, wherein R.sup.2 represents aryl. 10. A compound according to claim 8, wherein R.sup.2 represents heteroaryl. 11. A compound according to claim 8, wherein R.sup.2 together with R.sup.4 represents cycloalkyl. 12. A compound according to claim 1, wherein R.sup.4 represents H. 13. A compound according to claim 1, wherein R.sup.3 represents alkyl, which may optionally be substituted by one or more groups selected from amino, halogen, hydroxyl, alkoxy-, -thioalkyl, --C(O)OH and --C(O)O-alkyl; carbocyclyl, which may optionally be substituted by one or more groups selected from alkyl, amino, halogen, haloalkyl, hydroxyl, -alkoxy, -thioalkyl, --C(O)OH and --C(O)O-alkyl; alkenyl; -alkyl-aryl; -alkyl(aryl).sub.2, -alkyl(heteroaryl).sub.2, -alkyl(aryl)(heteroaryl), -alkyl-heteroaryl; -alkyl-heterocyclyl which heterocyclyl group may optionally be substituted by one or more groups selected from alkyl, hydroxyl and oxo; -alkyl-carbocyclyl; -aryl-heteroaryl; -heteroaryl-aryl; -aryl-aryl; -heteroaryl-heteroaryl; -aryl; heteroaryl; heterocyclyl; -aryl-alkyl-aryl; -aryl-O-alkyl-aryl; -alkyl-C(O)--NH-alkyl-aryl; -alkyl-C(O)--NH-alkyl-heteroaryl; -alkyl-C(O)--NH-alkyl-heterocyclyl; -alkyl-C(O)--(N-piperidinyl) or -alkyl-C(O)--(N-pyrrolidinyl) in which piperidinyl or pyrrolidinyl may optionally be fused to optionally substituted phenyl. 14. A compound according to claim 13, wherein R.sup.3 represents unsubstituted alkyl. 15. A compound according to claim 13, wherein R.sup.3 represents alkyl substituted by --C(O)Oalkyl. 16. A compound according to claim 13, wherein R.sup.3 represents -alkyl-aryl. 17. A compound according to claim 13, wherein R.sup.3 represents -alkyl-heteroaryl. 18. A compound selected from the group consisting of examples 1-212 below and the pharmaceutically acceptable salts and solvates of them: Example 1 [[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(3,4-dichloro-phenyl)-methyl]-(3-- imidazol-1-yl-propyl)-amine, Example 2 [[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(2,4-dimethyl-phenyl)-methyl]-(3-- imidazol-1-yl-propyl)-amine, Example 3 2-[[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamino)-m- ethyl]-4-methyl-phenol, Example 4 2-[[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamino)-m- ethyl]-quinolin-8-ol, Example 5 5-[[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamino)-m- ethyl]-2-fluoro-benzonitrile, Example 6 [[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(1H-indol-5-yl)-methyl]-(3-imidaz- ol-1-yl-propyl)-amine, Example 7 {[-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-quinolin-2-yl-methyl}-(3-imidazol-- 1-yl-propyl)-amine, Example 8 [[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-((S)-2-methyl-cyclohex-2-enyl)-me- thyl]-(3-imidazol-1-yl-propyl)-amine, Example 9 {(S)-[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-3,4-dihydro-2H-pyran-2-yl-met- hyl}-(3-imidazol-1-yl-propyl)-amine, Example 10 ((3,4-Dichloro-phenyl)-{1-[(S)-1-(tetrahydro-furan-2-yl)methyl]-1H-tetraz- ol-5-yl}-methyl)-(3-imidazol-1-yl-propyl)-amine, Example 11 2-((3-Imidazol-1-yl-propylamino)-{1-[(S)-1-(tetrahydro-furan-2-yl)methyl]- -1H-tetrazol-5-yl}-methyl)-4-methyl-phenol, Example 12 2-((3-Imidazol-1-yl-propylamino)-{1-[(S)-1-(tetrahydro-furan-2-yl)methyl]- -1H-tetrazol-5-yl}-methyl)-quinolin-8-ol, Example 13 (3-Imidazol-1-yl-propyl)-((1H-indol-5-yl)-{1-[(S)-1-(tetrahydro-furan-2-y- l)methyl]-1H-tetrazol-5-yl}-methyl)-amine Example 14 (3-Imidazol-1-yl-propyl)-(quinolin-2-yl-{1-[(S)-1-(tetrahydro-furan-2-yl)- methyl]-1H-tetrazol-5-yl}-methyl)-amine, Example 15 (Benzofuran-2-yl-{1-[(S)-1-(tetrahydro-furan-2-yl)methyl]-1H-tetrazol-5-y- l}-methyl)-(3-imidazol-1-yl-propyl)-amine, Example 16 (3-Imidazol-1-yl-propyl)-((6-methyl-1H-indol-3-yl)-{1-[(S)-1-(tetrahydro-- furan-2-yl)methyl]-1H-tetrazol-5-yl}-methyl)-amine, Example 17 (3-Imidazol-1-yl-propyl)-[{1-[(S)-1-(tetrahydro-furan-2-yl)methyl]-1H-tet- razol-5-yl}-(2,4,5-trimethyl-phenyl)-methyl]-amine, Example 18 [(1-Butyl-1H-tetrazol-5-yl)-(3,4-dichloro-phenyl)-methyl]-(3-imidazol-1-y- l-propyl)-amine, Example 19 2-[(1-Butyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]-4-met- hyl-phenol, Example 20 2-[(1-Butyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]-quino- lin-8-ol, Example 21 [(1-Butyl-1H-tetrazol-5-yl)-(1H-indol-5-yl)-methyl]-(3-imidazol-1-yl-prop- yl)-amine Example 22 [(1-Butyl-1H-tetrazol-5-yl)-quinolin-2-yl-methyl]-(3-imidazol-1-yl-propyl- )-amine, Example 23 [Benzofuran-2-yl-(1-butyl-1H-tetrazol-5-yl)-methyl]-(3-imidazol-1-yl propyl)-amine, Example 24 [(1-Butyl-1H-tetrazol-5-yl)-(2,4,5-trimethyl-phenyl)-methyl]-(3-imidazol-- 1-yl-propyl)-amine, Example 25 2-[(1-Cyclopentyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]- -quinolin-8-ol, Example 26 [(1-Cyclopentyl-1H-tetrazol-5-yl)-(1H-indol-5-yl)-methyl]-(3-imidazol-1-y- l-propyl)-amine, Example 27 [(1-Cyclopentyl-1H-tetrazol-5-yl)-((S)-2-methyl-cyclohex-2-enyl)-methyl]-- (3-imidazol-1-yl-propyl)-amine, Example 28 [(S)-(1-Cyclopentyl-1H-tetrazol-5-yl)-3,4-dihydro-2H-pyran-2-yl-methyl]-(- 3-imidazol-1-yl-propyl)-amine, Example 29 2-[(3-Imidazol-1-yl-propylamino)-(1-methyl-1H-tetrazol-5-yl)-methyl]-quin- olin-8-ol, Example 30 (3-Imidazol-1-yl-propyl)-[(1H-indol-5-yl)-(1-methyl-1H-tetrazol-5-yl)-met- hyl]-amine, Example 31 (3-Imidazol-1-yl-propyl)-[(1-methyl-1H-tetrazol-5-yl)-quinolin-2-yl-methy- l]-amine, Example 32 {(3,4-Dichloro-phenyl)-[1-(3-methoxy-propyl)-1H-tetrazol-5-yl]-methyl}-(3- -imidazol-1-yl-propyl)-amine, Example 33 2-{(3-Imidazol-1-yl-propylamino)-[1-(3-methoxy-propyl)-1H-tetrazol-5-yl]-- methyl}-4-methyl-phenol, Example 34 2-{(3-Imidazol-1-yl-propylamino)-[1-(3-methoxy-propyl)-1H-tetrazol-5-yl]-- methyl}-quinolin-8-ol, Example 35 (3-Imidazol-1-yl-propyl)-{(1H-indol-5-yl)-[1-(3-methoxy-propyl)-1H-tetraz- ol-5-yl]-methyl}-amine, Example 36 (3-Imidazol-1-yl-propyl)-{[1-(3-methoxy-propyl)-1H-tetrazol-5-yl]-quinoli- n-2-yl-methyl}-amine, Example 37 2-[[1-(2-Dimethylamino-ethyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylam- ino)-methyl]-quinolin-8-ol, Example 38 {(S)-3,4-Dihydro-2H-pyran-2-yl-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-y- l]-methyl}-(3-imidazol-1-yl-propyl)-amine, Example 39 2-{(3-Imidazol-1-yl-propylamino)-[1-(2-methoxy-ethyl)-1H-tetrazol-5-yl]-m- ethyl}-4-methyl-phenol, Example 40 2-{(3-Imidazol-1-yl-propylamino)-[1-(2-methoxy-ethyl)-1H-tetrazol-5-yl]-m- ethyl}-quinolin-8-ol, Example 41 (3-Imidazol-1-yl-propyl)-{(1H-indol-5-yl)-[1-(2-methoxy-ethyl)-1H-tetrazo- l-5-yl]-methyl}-amine, Example 42 (3-Imidazol-1-yl-propyl)-{[1-(2-methoxy-ethyl)-1H-tetrazol-5-yl]-quinolin- -2-yl-methyl}-amine, Example 43 (3-Imidazol-1-yl-propyl)-[[1-(2-methoxy-ethyl)-1H-tetrazol-5-yl]-(2,4,5-t- rimethyl-phenyl)-methyl]-amine, Example 44 2-[(1-Allyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]-4-met- hyl-phenol, Example 45 2-[(1-Allyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]-quino- lin-8-ol, Example 46 [(1-Allyl-1H-tetrazol-5-yl)-(1H-indol-5-yl)-methyl]-(3-imidazol-1-yl-prop- yl)-amine, Example 47 [(1-Allyl-1H-tetrazol-5-yl)-quinolin-2-yl-methyl]-(3-imidazol-1-yl-propyl- )-amine, Example 48 [(1-Allyl-1H-tetrazol-5-yl)-(2,4,5-trimethyl-phenyl)-methyl]-(3-imidazol-- 1-yl-propyl)-amine, Example 49 {5-[1-(3-Imidazol-1-yl-propylamino)-cyclobutyl]-tetrazol-1-yl}-acetic methyl ester, Example 50 {5-[(3,4-Dichloro-phenyl)-(3-imidazol-1-yl-propylamino)-methyl]-tetrazol-- 1-yl}-acetic methyl ester, Example 51 {5-[(2-Hydroxy-5-methyl-phenyl)-(3-imidazol-1-yl-propylamino)-methyl]-tet- razol-1-yl}-acetic methyl ester, Example 52 {5-[(8-Hydroxy-quinolin-2-yl)-(3-imidazol-1-yl-propylamino)-methyl]tetraz- ol-1-yl}-acetic methyl ester, Example 53 {5-[(3-Cyano-4-fluoro-phenyl)-(3-imidazol-1-yl-propylamino)-methyl]-tetra- zol-1-yl}-acetic methyl ester, Example 54 {5-[(3-Imidazol-1-yl-propylamino)-(1H-indol-5-yl)-methyl]-tetrazol-1-yl}-- acetic methyl ester, Example 55 {5-[(3-Imidazol-1-yl-propylamino)-quinolin-2-yl-methyl]-tetrazol-1-yl}-ac- etic methyl ester, Example 56 {5-[(S)-3,4-Dihydro-2H-pyran-2-yl-(3-imidazol-1-yl-propylamino)-methyl]-t- etrazol-1-yl}-acetic methyl ester, Example 57 {5-[Cyclopropyl-(3-imidazol-1-yl-propylamino)-methyl]-tetrazol-1-yl}-acet- ic methyl ester, Example 58 {5-[(3-Hydroxy-4-methoxy-phenyl)-(3-imidazol-1-yl-propylamino)-methyl]-te- trazol-1-yl}-acetic methyl ester, Example 59 2-[(1-tert-Butyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]-- 4-methyl-phenol, Example 60 2-[(1-tert-Butyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]-- quinolin-8-ol, Example 61 [(S)-(1-tert-Butyl-1H-tetrazol-5-yl)-3,4-dihydro-2H-pyran-2-yl-methyl]-(3- -imidazol-1-yl-propyl)-amine, Example 62 [(1-tert-Butyl-1H-tetrazol-5-yl)-(2,4-dimethoxy-pyrimidin-5-yl)-methyl]-(- 3-imidazol-1-yl-propyl)-amine, Example 63 2-[[1-(2,2-Dimethyl-propyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamin- o)-methyl]-4-methyl-phenol, Example 64 2-[[1-(2,2-Dimethyl-propyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamin- o)-methyl]-quinolin-8-ol, Example 65 [[1-(2,2-Dimethyl-propyl)-1H-tetrazol-5-yl]-(1H-indol-5-yl)-methyl]-(3-im- idazol-1-yl-propyl)-amine, Example 66 {[1-(2,2-Dimethyl-propyl)-1H-tetrazol-5-yl]-quinolin-2-yl-methyl}-(3-imid- azol-1-yl-propyl)-amine, Example 67 {(S)-3,4-Dihydro-2H-pyran-2-yl-[1-(2,2-dimethyl-propyl)-1H-tetrazol-5-yl]- -methyl}-(3-imidazol-1-yl-propyl)-amine, Example 68 2-[(1-Cyclopropyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]- -4-methyl-phenol, Example 69 [(1-Cyclopropyl-1H-tetrazol-5-yl)-(1H-indol-5-yl)-methyl]-(3-imidazol-1-y- l-propyl)-amine, Example 70 [(1-Cyclopropyl-1H-tetrazol-5-yl)-quinolin-2-yl-methyl]-(3-imidazol-1-yl-- propyl)-amine, Example 71 [(S)-(1-Cyclopropyl-1H-tetrazol-5-yl)-3,4-dihydro-2H-pyran-2-yl-methyl]-(- 3-imidazol-1-yl-propyl)-amine, Example 72 (1H-Benzoimidazol-5-yl)-[(1-cyclohexyl-1H-tetrazol-5-yl)-(4-methoxy-pheny- l)-methyl]-amine, Example 73 (1H-Benzoimidazol-5-yl)-[2-phenyl-1-(1-pyridin-3-ylmethyl-1H-tetrazol-5-y- l)-ethyl]-amine, Example 74 (1H-Benzoimidazol-5-yl)-[(3-propoxy-phenyl)-(1-pyridin-3-ylmethyl-1H-tetr- azol-5-yl)-methyl]-amine, Example 75 (1H-Benzoimidazol-5-yl)-[[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-(4-methox- y-2-methyl-phenyl)-methyl]-amine, Example 76 (1H-Benzoimidazol-5-yl)-{(4-pyridin-2-yl-phenyl)-[1-(tetrahydro-furan-2-y- lmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 77 (1H-Benzoimidazol-5-yl)-[[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-(4-methox- y-2-methyl-phenyl)-methyl]-amine, Example 78 {Benzo[b]thiophen-3-yl-[1-(tetrahydro-furan-2-ylmethyl)-1H-tetrazol-5-yl]- -methyl}-(1H-benzoimidazol-5-yl)-amine, Example 79 [Benzofuran-2-yl-(1-cyclohexyl-1H-tetrazol-5-yl)-methyl]-(1H-benzoimidazo- l-5-yl)-amine, Example 80 (1H-Benzoimidazol-5-yl)-{(6-methyl-1H-indol-3-yl)-[1-(tetrahydro-furan-2-- ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 81 (1H-Benzoimidazol-5-yl)-[(1-cyclohexyl-1H-tetrazol-5-yl)-(6-fluoro-1H-ind- ol-3-yl)-methyl]-amine, Example 82 (1H-Benzoimidazol-5-yl)-[(4-ethyl-phenyl)-(1-pyridin-3-ylmethyl-1H-tetraz- ol-5-yl)-methyl]-amine, Example 83 (1H-Benzoimidazol-5-yl)-{(3,4-dimethyl-phenyl)-[1-(tetrahydro-furan-2-ylm- ethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 84 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-chloro-3-fluoro-phenyl)-methyl]-tet- razol-1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 85 3-{(1H-Benzoimidazol-5-ylamino)-[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-me- thyl}-benzoic acid methyl ester, Example 86 3-{(1H-Benzoimidazol-5-ylamino)-[1-(tetrahydro-furan-2-ylmethyl)-1H-tetra- zol-5-yl]-methyl}-6-methyl-chromen-4-one, Example 87 {5-[(1H-Benzoimidazol-5-ylamino)-(4-bromo-phenyl)-methyl]-tetrazol-1-yl}-- acetic acid tert-butyl ester, Example 88 (1H-Benzoimidazol-5-yl)-{(4-methoxy-phenyl)-[1-(tetrahydro-furan-2-ylmeth- yl)-1H-tetrazol-5-yl]-methyl}-amine, Example 89 (1H-Benzoimidazol-5-yl)-{(3-methoxy-phenyl)-[1-(tetrahydro-furan-2-ylmeth- yl)-1H-tetrazol-5-yl]-methyl}-amine, Example 90 {Benzofuran-2-yl-[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-methyl}-(1H-benzo- imidazol-5-yl)-amine, Example 91 {5-[(1H-Benzoimidazol-5-ylamino)-(4-chloro-3-fluoro-phenyl)-methyl]-tetra- zol-1-yl}-acetic acid tert-butyl ester, Example 92 (1H-Benzoimidazol-5-yl)-{(2E,4E)-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-ylmet- hyl)-1H-tetrazol-5-yl]-hexa-2,4-dienyl}-amine, Example 93 {3-Benzo[1,3]dioxol-5-yl-2-methyl-1-[1-(tetrahydro-furan-2-ylmethyl)-1H-t- etrazol-5-yl]-propyl}-(1H-benzoimidazol-5-yl)-amine, Example 94 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-chloro-phenyl)-methyl]-tetrazol-1-y- l}-cyclohexanecarboxylic acid ethyl ester, Example 95 [1-(1-Benzhydryl-1H-tetrazol-5-yl)-3-methylsulfanyl-propyl]-(1H-benzoimid- azol-5-yl)-amine, Example 96 (1H-Benzoimidazol-5-yl)-[1-(1-cyclohexyl-1H-tetrazol-5-yl)-3-(5-methyl-fu- ran-2-yl)-butyl]-amine, Example 97 (1H-Benzoimidazol-5-yl)-{3-phenyl-1-[1-(tetrahydro-furan-2-ylmethyl)-1H-t- etrazol-5-yl]-butyl}-amine, Example 98 2-{5-[1-(1H-Benzoimidazol-5-ylamino)-2-methyl-pentyl]-tetrazol-1-yl}-1-(3- ,4-dihydro-1H-isoquinolin-2-yl)-ethanone, Example 99 (1H-Benzoimidazol-5-yl)-[(1-tert-butyl-1H-tetrazol-5-yl)-(4-methoxy-2,5-d- imethyl-phenyl)-methyl]-amine, Example 100 (1H-Benzoimidazol-5-yl)-{2-phenyl-1-[1-(tetrahydro-furan-2-ylmethyl)-1H-t- etrazol-5-yl]-propyl}-amine, Example 101 {Benzofuran-2-yl-[1-(tetrahydro-furan-2-ylmethyl)-1H-tetrazol-5-yl]-methy- l}-(1H-benzoimidazol-5-yl)-amine, Example 102 (1H-Benzoimidazol-5-yl)-{quinolin-3-yl-[1-(tetrahydro-furan-2-ylmethyl)-1- H-tetrazol-5-yl]-methyl}-amine, Example 103 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-bromo-phenyl)-methyl]-tetrazol-1-yl- }-cyclohexanecarboxylic acid ethyl ester, Example 104 2-{(1H-Benzoimidazol-5-ylamino)-[1-(2-thiophen-2-yl-ethyl)-1H-tetrazol-5-- yl]-methyl}-cyclopropanecarboxylic acid ethyl ester, Example 105 (1H-Benzoimidazol-5-yl)-{benzo[c][1,2,5]thiadiazol-5-yl-[1-(tetrahydro-fu- ran-2-ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 106 (1H-Benzoimidazol-5-yl)-[1-(1-tert-butyl-1H-tetrazol-5-yl)-3-phenyl-butyl- ]-amine, Example 107 (1H-Benzoimidazol-5-yl)-[(4-chloro-3-fluoro-phenyl)-(1-cyclohexyl-1H-tetr- azol-5-yl)-methyl]-amine, Example 108 (1H-Benzoimidazol-5-yl)-{(4-dimethylamino-phenyl)-[1-(tetrahydro-furan-2-- ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 109 (1H-Benzoimidazol-5-yl)-{(3-bromo-4-methoxy-phenyl)-[1-(tetrahydro-furan-- 2-ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 110 (1H-Benzoimidazol-5-yl)-[1-(1-benzyl-1H-tetrazol-5-yl)-butyl]-amine, Example 111 (1H-Benzoimidazol-5-yl)-{3-(5-methyl-furan-2-yl)-1-[1-(tetrahydro-furan-2- -ylmethyl)-1H-tetrazol-5-yl]-butyl}-amine, Example 112 [(1-Benzhydryl-1H-tetrazol-5-yl)-benzo[c][1,2,5]thia-diazol-5-yl-methyl]-- (1H-benzoimidazol-5-yl)-amine, Example 113 {3-Benzo[1,3]dioxol-5-yl-1-[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-2-methy- l-propyl}-(1H-benzoimidazol-5-yl)-amine, Example 114 (1H-Benzoimidazol-5-yl)-[(1-cyclohexyl-1H-tetrazol-5-yl)-(3,4-dihydro-2H-- pyran-2-yl)-methyl]-amine, Example 115 (1H-Benzoimidazol-5-yl)-[(4-dimethylamino-phenyl)-(1-pyridin-3-ylmethyl-1- H-tetrazol-5-yl)-methyl]-amine, Example 116 [3-Benzo[1,3]dioxol-5-yl-1-(1-cyclohexyl-1H-tetrazol-5-yl)-2-methyl-propy- l]-(1H-benzoimidazol-5-yl)-amine, Example 117 (1H-Benzoimidazol-5-yl)-{benzo[c][1,2,5]thiadiazol-5-yl-[1-(4-tert-butyl-- phenyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 118 {Benzo[1,3]dioxol-5-yl-[1-(tetrahydro-furan-2-ylmethyl)-1H-tetrazol-5-yl]- -methyl}-(1H-benzoimidazol-5-yl)-amine, Example 119 {5-[Benzo[1,3]dioxol-5-yl-(1H-benzoimidazol-5-ylamino)-methyl]-tetrazol-1- -yl}-acetic acid tert-butyl ester, Example 120 2-{5-[(1H-Benzoimidazol-5-ylamino)-thiophen-2-yl-methyl]-tetrazol-1-yl}-1- -(3,4-dihydro-1H-isoquinolin-2-yl)-ethanone, Example 121 (5-{(1H-Benzoimidazol-5-ylamino)-[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-m- ethyl}-furan-2-yl)-methanol, Example 122 3-{(1H-Benzoimidazol-5-ylamino)-[1-(2-thiophen-2-yl-ethyl)-1H-tetrazol-5-- yl]-methyl}-chromen-4-one, Example 123 [Benzo[b]thiophen-3-yl-(1-tert-butyl-1H-tetrazol-5-yl)-methyl]-(1H-benzoi- midazol-5-yl)-amine, Example 124 (1H-Benzoimidazol-5-yl)-[(1-benzyl-1H-tetrazol-5-yl)-(3,5-dimethyl-phenyl- )-methyl]-amine, Example 125 (1H-Benzoimidazol-5-yl)-[[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-(3-fluoro- -4-methoxy-phenyl)-methyl]-amine, Example 126 [(1-Benzhydryl-1H-tetrazol-5-yl)-quinolin-3-yl-methyl]-(1H-benzoimidazol-- 5-yl)-amine, Example 127 (1H-Benzoimidazol-5-yl)-[[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-(4-chloro- -phenyl)-methyl]-amine, Example 128 3-{(1H-Benzoimidazol-5-ylamino)-[1-(4-tert-butyl-phenyl)-1H-tetrazol-5-yl- ]-methyl}-benzoic acid methyl ester, Example 129 (1H-Benzoimidazol-5-yl)-{(5-ethyl-thiophen-2-yl)-[1-(tetrahydro-furan-2-y- lmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 130 (1H-Benzoimidazol-5-yl)-[[1-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-te- trazol-5-yl]-(4-methylsulfanyl-phenyl)-methyl]-amine, Example 131 4-{(1H-Benzoimidazol-5-ylamino)-[1-(tetrahydro-furan-2-ylmethyl)-1H-tetra- zol-5-yl]-methyl}-2,6-dimethyl-phenol, Example 132 2-{5-[(1H-Benzoimidazol-5-ylamino)-(3-fluoro-4-methoxy-phenyl)-methyl]-te- trazol-1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 133 (1H-Benzoimidazol-5-yl)-[(1-benzyl-1H-tetrazol-5-yl)-(5-ethyl-thiophen-2-- yl)-methyl]-amine, Example 134 (1H-Benzoimidazol-5-yl)-{(4-pyrrolidin-1-yl-phenyl)-[1-(tetrahydro-furan-- 2-ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 135 (1H-Benzoimidazol-5-yl)-{[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-pyridin-3- -yl-methyl}-amine, Example 136 (1H-Benzoimidazol-5-yl)-[[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-(4-chloro- -phenyl)-methyl]-amine, Example 137 2-{5-[(1H-Benzoimidazol-5-ylamino)-(3,5-dimethyl-phenyl)-methyl]-tetrazol- -1-yl}-1-(3,4-dihydro-1H-isoquinolin-2-yl)-ethanone, Example 138 {Benzo[1,3]dioxol-5-yl-[1-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-tetr- azol-5-yl]-methyl}-(1H-benzoimidazol-5-yl)-amine, Example 139 {Benzo[1,3]dioxol-5-yl-[1-(4-phenoxy-phenyl)-1H-tetrazol-5-yl]-methyl}-(1- H-benzoimidazol-5-yl)-amine, Example 140 (1H-Benzoimidazol-5-yl)-{(4-methylsulfanyl-phenyl)-[1-(tetrahydro-furan-2- -ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 141 (1H-Benzoimidazol-5-yl)-{(3-propoxy-phenyl)-[1-(tetrahydro-furan-2-ylmeth- yl)-1H-tetrazol-5-yl]-methyl}-amine, Example 142 (1H-Benzoimidazol-5-yl)-[(3-bromo-4-methoxy-phenyl)-(1-pyridin-3-ylmethyl- -1H-tetrazol-5-yl)-methyl]-amine, Example 143 (5-{(1H-Benzoimidazol-5-ylamino)-[1-(2-benzyloxy-phenyl)-1H-tetrazol-5-yl- ]-methyl}-furan-2-yl)-methanol, Example 144 (1H-Benzoimidazol-5-yl)-{(6-fluoro-1H-indol-3-yl)-[1-(tetrahydro-furan-2-- ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 145 2-{5-[Benzo[b]thiophen-3-yl-(1H-benzoimidazol-5-ylamino)-methyl]-tetrazol- -1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 146 (1H-Benzoimidazol-5-yl)-{(4-chloro-3-nitro-phenyl)-[1-(tetrahydro-furan-2- -ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 147 (1H-Benzoimidazol-5-yl)-[benzo[c][1,2,5]thiadiazol-5-yl-(1-benzyl-1H-tetr- azol-5-yl)-methyl]-amine, Example 148 (1H-Benzoimidazol-5-yl)-[[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-(4-chloro- -3-nitro-phenyl)-methyl]-amine Example 149 {5-[3-Benzo[1,3]dioxol-5-yl-1-(1H-benzoimidazol-5-ylamino)-2-methyl-propy- l]-tetrazol-1-yl}-acetic acid tert-butyl ester, Example 150 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-methylsulfanyl-phenyl)-methyl]-tetr- azol-1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 151 (1H-Benzoimidazol-5-yl)-[(1-benzyl-1H-tetrazol-5-yl)-(2-methoxy-phenyl)-m- ethyl]-amine, Example 152 3-{(1H-Benzoimidazol-5-ylamino)-[1-(tetrahydro-furan-2-ylmethyl)-1H-tetra- zol-5-yl]-methyl}-phenol, Example 153 (1H-Benzoimidazol-5-yl)-[[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-(2-methox- y-phenyl)-methyl]-amine, Example 154 3-{(1H-Benzoimidazol-5-ylamino)-[1-(tetrahydro-furan-2-ylmethyl)-1H-tetra- zol-5-yl]-methyl}-benzoic acid methyl ester, Example 155 2-{5-[(1H-Benzoimidazol-5-ylamino)-(3,4-dimethyl-phenyl)-methyl]-tetrazol- -1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 156 (1H-Benzoimidazol-5-yl)-{[1-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-te- trazol-5-yl]-quinolin-3-yl-methyl}-amine, Example 157 2-{5-[(1H-Benzoimidazol-5-ylamino)-(3,5-dimethyl-phenyl)-methyl]-tetrazol- -1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 158 [(1-Benzhydryl-1H-tetrazol-5-yl)-pyridin-3-yl-methyl]-(1H-benzoimidazol-5- -yl)-amine, Example 159 3-{(1H-Benzoimidazol-5-ylamino)-[1-(tetrahydro-furan-2-ylmethyl)-1H-tetra- zol-5-yl]-methyl}-chromen-4-one, Example 160 {Benzo[1,3]dioxol-5-yl-[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-methyl}-(1H- -benzoimidazol-5-yl)-amine, Example 161 (1H-Benzoimidazol-5-yl)-{(2E,4E)-1-[1-(2-thiophen-2-yl-ethyl)-1H-tetrazol- -5-yl]-hexa-2,4-dienyl}-amine, Example 162 2-{5-[Benzo[1,3]dioxol-5-yl-(1H-benzoimidazol-5-ylamino)-methyl]-tetrazol- -1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 163 (1H-Benzoimidazol-5-yl)-{(3-fluoro-4-methoxy-phenyl)-[1-(tetrahydro-furan- -2-ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 164 1-(3-{5-[(1H-Benzoimidazol-5-ylamino)-(3,4-dimethyl-phenyl)-methyl]-tetra- zol-1-yl}-propyl)-pyrrolidin-2-one, Example 165 4-{(1H-Benzoimidazol-5-ylamino)-[1-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl- )-1H-tetrazol-5-yl]-methyl}-2,6-dimethyl-phenol, Example 166 (1H-Benzoimidazol-5-yl)-{benzo[c][1,2,5]thiadiazol-5-yl-[1-(4-chloro-benz- yl)-1H-tetrazol-5-yl]-methyl}-amine, Example 167 (1H-Benzoimidazol-5-yl)-{cyclohex-3-enyl-[1-(2-thiophen-2-yl-ethyl)-1H-te- trazol-5-yl]-methyl}-amine, Example 168 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-ethyl-phenyl)-methyl]-tetrazol-1-yl- }-cyclohexanecarboxylic acid ethyl ester, Example 169 2-{5-[(1H-Benzoimidazol-5-ylamino)-(5-chloro-2-hydroxy-phenyl)-methyl]-te- trazol-1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 170 (1H-Benzoimidazol-5-yl)-{(3,5-dibromo-phenyl)-[1-(tetrahydro-furan-2-ylme- thyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 171 (1H-Benzoimidazol-5-yl)-{(4-chloro-3-nitro-phenyl)-[1-(2,2-dimethyl-[1,3]- dioxolan-4-ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 172 {5-[(1H-Benzoimidazol-5-ylamino)-(4-methoxy-phenyl)-methyl]-tetrazol-1-yl- }-acetic acid tert-butyl ester, Example 173 (1H-Benzoimidazol-5-yl)-[(2E,4E)-1-(1-pyridin-3-ylmethyl-1H-tetrazol-5-yl- )-hexa-2,4-dienyl]-amine, Example 174 (1H-Benzoimidazol-5-yl)-{(2E,4E)-1-[1-(tetrahydro-furan-2-ylmethyl)-1H-te- trazol-5-yl]-hexa-2,4-dienyl}-amine, Example 175 (1H-Benzoimidazol-5-yl)-[(1-cyclohexyl-1H-tetrazol-5-yl)-(3,5-dibromo-phe- nyl)-methyl]-amine, Example 176 1-(3-{5-[(1H-Benzoimidazol-5-ylamino)-(3,5-dibromo-phenyl)-methyl]-tetraz- ol-1-yl}-propyl)-pyrrolidin-2-one, Example 177 (1H-Benzoimidazol-5-yl)-{(3,5-dibromo-phenyl)-[1-(2-thiophen-2-yl-ethyl)-- 1H-tetrazol-5-yl]-methyl}-amine, Example 178 (1H-Benzoimidazol-5-yl)-{(3,5-dibromo-phenyl)-[1-(4-phenoxy-phenyl)-1H-te- trazol-5-yl]-methyl}-amine, Example 179 (1H-Benzoimidazol-5-yl)-{(3,5-dibromo-phenyl)-[1-(2,3-dihydro-benzo[1,4]d- ioxin-6-yl)-1H-tetrazol-5-yl]-methyl}-amine, Example 180 (1H-Benzoimidazol-5-yl)-[[1-(2-benzyloxy-phenyl)-1H-tetrazol-5-yl]-(3,5-d- ibromo-phenyl)-methyl]-amine, Example 181 (1H-Benzoimidazol-5-yl)-{benzo[c][1,2,5]thiadiazol-5-yl-[1-(2-thiophen-2-- yl-ethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 182 (1H-Benzoimidazol-5-yl)-{(3,4-dihydro-2H-pyran-2-yl)-[1-(2-thiophen-2-yl-- ethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 183 2-{5-[(1H-Benzoimidazol-5-ylamino)-(2-methoxy-phenyl)-methyl]-tetrazol-1-- yl}-cyclohexanecarboxylic acid ethyl ester, Example 184 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-methoxy-phenyl)-methyl]-tetrazol-1-- yl}-cyclohexanecarboxylic acid ethyl ester, Example 185 (1H-Benzoimidazol-5-yl)-[benzo[c][1,2,5]thiadiazol-5-yl-(1-pyridin-3-ylme- thyl-1H-tetrazol-5-yl)-methyl]-amine, Example 186 [(1-Benzhydryl-1H-tetrazol-5-yl)-(3,5-dibromo-phenyl)-methyl]-(1H-benzoim- idazol-5-yl)-amine, Example 187 2-{5-[(1H-Benzoimidazol-5-ylamino)-(3,5-dibromo-phenyl)-methyl]-tetrazol-- 1-yl}-N-[2-(1H-indol-3-yl)-ethyl]-acetamide, Example 188 (1H-Benzoimidazol-5-yl)-{(3,5-dibromo-phenyl)-[1-(3,3-diphenyl-propyl)-1H- -tetrazol-5-yl]-methyl}-amine, Example 189 (1H-Benzoimidazol-5-yl)-{(3,5-dibromo-phenyl)-[1-(4-phenyl-butyl)-1H-tetr- azol-5-yl]-methyl}-amine, Example 190 (1H-Benzoimidazol-5-yl)-[(1-benzyl-1H-tetrazol-5-yl)-(3,5-dibromo-phenyl)- -methyl]-amine, Example 191 4-{(1H-Benzoimidazol-5-ylamino)-[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-me- thyl}-phenol, Example 192 2-{5-[(1H-Benzoimidazol-5-ylamino)-(3-methoxy-phenyl)-methyl]-tetrazol-1-- yl}-cyclohexanecarboxylic acid ethyl ester, Example 193 2-[(1H-Benzoimidazol-5-ylamino)-(1-cyclohexyl-1H-tetrazol-5-yl)-methyl]-4- -chloro-phenol, Example 194 1-(3-{5-[(1H-Benzoimidazol-5-ylamino)-(4-bromo-phenyl)-methyl]-tetrazol-1- -yl}-propyl)-pyrrolidin-2-one, Example 195 3-{(1H-Benzoimidazol-5-ylamino)-[1-(2-ethoxycarbonyl-cyclohexyl)-1H-tetra- zol-5-yl]-methyl}-benzoic acid methyl ester, Example 196 2-{5-[(1H-Benzoimidazol-5-ylamino)-(6-methyl-1H-indol-3-yl)-methyl]-tetra- zol-1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 197 (1H-Benzoimidazol-5-yl)-[[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-(4-chloro- -3-nitro-phenyl)-methyl]-amine, Example 198 (1H-Benzoimidazol-5-yl)-[(1-cyclohexyl-1H-tetrazol-5-yl)-(4-ethyl-phenyl)- -methyl]-amine, Example 199 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-bromo-phenyl)-methyl]-tetrazol-1-yl- }-1-(3,4-dihydro-1H-isoquinolin-2-yl)-ethanone, Example 200 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-bromo-phenyl)-methyl]-tetrazol-1-yl- }-N-[2-(1H-indol-3-yl)-ethyl]-acetamide, Example 201 (1H-Benzoimidazol-5-yl)-[(4-bromo-phenyl)-(1-pyridin-3-ylmethyl-1H-tetraz- ol-5-yl)-methyl]-amine, Example 202 2-{5-[1-(1H-Benzoimidazol-5-ylamino)-3-(5-methyl-furan-2-yl)-butyl]-tetra- zol-1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 203 (1H-Benzoimidazol-5-yl)-[[1-(2-benzyloxy-phenyl)-1H-tetrazol-5-yl]-(4-bro- mo-phenyl)-methyl]-amine, Example 204 (1H-Benzoimidazol-5-yl)-{1-[1-(4-phenoxy-phenyl)-1H-tetrazol-5-yl]-3-phen- yl-butyl}-amine, Example 205 (1H-Benzoimidazol-5-yl)-{benzo[c][1,2,5]thiadiazol-5-yl-[1-(2-chloro-benz- yl)-1H-tetrazol-5-yl]-methyl}-amine, Example 206 {Benzo[b]thiophen-3-yl-[1-(4-nitro-phenyl)-1H-tetrazol-5-yl]-methyl}-(1H-- benzoimidazol-5-yl)-amine, Example 207 (1H-Benzoimidazol-5-yl)-{(4-chloro-3-fluoro-phenyl)-[1-(2-thiophen-2-yl-e- thyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 208 2-{5-[(1H-Benzoimidazol-5-ylamino)-(3-propoxy-phenyl)-methyl]-tetrazol-1-- yl}-cyclohexanecarboxylic acid ethyl ester, Example 209 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-methoxy-phenyl)-methyl]-tetrazol-1-- yl}-1-(3,4-dihydro-1H-isoquinolin-2-yl)-ethanone, Example 210 (1H-Benzoimidazol-5-yl)-[[1-(2-benzyloxy-phenyl)-1H-tetrazol-5-yl]-(4-met- hoxy-phenyl)-methyl]-amine, Example 211 (1H-Benzoimidazol-5-yl)-{(4-pyridin-2-yl-phenyl)-[1-(2-thiophen-2-yl-ethy- l)-1H-tetrazol-5-yl]-methyl}-amine, Example 212 {5-[(1H-Benzoimidazol-5-ylamino)-(4-pyridin-2-yl-phenyl)-methyl]-tetrazol- -1-yl}-acetic acid tert-butyl ester. 19. A compound selected from the group consisting of examples below and the pharmaceutically acceptable salts of them: Example 1 [[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(3,4-dichloro-phenyl)-methyl]-(3-- imidazol-1-yl-propyl)-amine, Example 6 [[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(1H-indol-5-yl)-methyl]-(3-imidaz- ol-1-yl-propyl)-amine, Example 7 {[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-quinolin-2-yl-methyl}-(3-imidazol- -1-yl-propyl)-amine, Example 12 2-((3-Imidazol-1-yl-propylamino)-{1-[(S)-1-(tetrahydro-furan-2-yl)methyl]- -1H-tetrazol-5-yl}-methyl)-quinolin-8-ol, Example 14 (3-Imidazol-1-yl-propyl)-(quinolin-2-yl-{1-[(S)-1-(tetrahydro-furan-2-yl)- methyl]-1H-tetrazol-5-yl}-methyl)-amine, Example 19 2-[(1-Butyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]-4-met- hyl-phenol, Example 20 2-[(1-Butyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]-quino- lin-8-ol, Example 25 2-[(1-Cyclopentyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino)-methyl]- -quinolin-8-ol, Example 34 2-{(3-Imidazol-1-yl-propylamino)-[1-(3-methoxy-propyl)-1H-tetrazol-5-yl]-- methyl}-quinolin-8-ol, Example 49 {5-[1-(3-Imidazol-1-yl-propylamino)-cyclobutyl]-tetrazol-1-yl}-acetic methyl ester, Example 51 {5-[(2-Hydroxy-5-methyl-phenyl)-(3-imidazol-1-yl-propylamino)-methyl]-tet- razol-1-yl}-acetic methyl ester, Example 55 {5-[(3-Imidazol-1-yl-propylamino)-quinolin-2-yl-methyl]-tetrazol-1-yl}-ac- etic methyl ester, Example 59 2-[(1-tert-Butyl-1H-tetrazol-5-yl)-(3-imidazol-1-yl-propylamino) methyl]-4-methyl-phenol, Example 63 2-[[1-(2,2-Dimethyl-propyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamin- o)-methyl]-4-methyl-phenol, Example 64 2-[[1-(2,2-Dimethyl-propyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamin- o)-methyl]-quinolin-8-ol, Example 72 (1H-Benzoimidazol-5-yl)-[(1-cyclohexyl-1H-tetrazol-5-yl)-(4-methoxy-pheny- l)-methyl]-amine, Example 74 (1H-Benzoimidazol-5-yl)-[(3-propoxy-phenyl)-(1-pyridin-3-ylmethyl-1H-tetr- azol-5-yl)-methyl]-amine, Example 75 (1H-Benzoimidazol-5-yl)-[[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-(4-methox- y-2-methyl-phenyl)-methyl]-amine, Example 77 (1H-Benzoimidazol-5-yl)-[[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-(4-methox- y-2-methyl-phenyl)-methyl]-amine, Example 78 {Benzo[b]thiophen-3-yl-[1-(tetrahydro-furan-2-ylmethyl)-1H-tetrazol-5-yl]- -methyl}-(1H-benzoimidazol-5-yl)-amine, Example 85 3-{(1H-Benzoimidazol-5-ylamino)-[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-me- thyl}-benzoic acid methyl ester, Example 87 {5-[(1H-Benzoimidazol-5-ylamino)-(4-bromo-phenyl)-methyl]-tetrazol-1-yl}-- acetic acid tert-butyl ester, Example 90 {Benzofuran-2-yl-[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-methyl}-(1H-benzo- imidazol-5-yl)-amine, Example 102 (1H-Benzoimidazol-5-yl)-{quinolin-3-yl-[1-(tetrahydro-furan-2-ylmethyl)-1- H-tetrazol-5-yl]-methyl}-amine, Example 109 (1H-Benzoimidazol-5-yl)-{(3-bromo-4-methoxy-phenyl)-[1-(tetrahydro-furan-- 2-ylmethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 119 {5-[Benzo[1,3]dioxol-5-yl-(1H-benzoimidazol-5-ylamino)-methyl]-tetrazol-1- -yl}-acetic acid tert-butyl ester, Example 142 (1H-Benzoimidazol-5-yl)-[(3-bromo-4-methoxy-phenyl)-(1-pyridin-3-ylmethyl- -1H-tetrazol-5-yl)-methyl]-amine, Example 145 2-{5-[Benzo[b]thiophen-3-yl-(1H-benzoimidazol-5-ylamino)-methyl]-tetrazol- -1-yl}-cyclohexanecarboxylic acid ethyl ester, Example 147 (1H-Benzoimidazol-5-yl)-[benzo[c][1,2,5]thiadiazol-5-yl-(1-benzyl-1H-tetr- azol-5-yl)-methyl]-amine, Example 148 (1H-Benzoimidazol-5-yl)-[[1-(2-chloro-benzyl)-1H-tetrazol-5-yl]-(4-chloro- -3-nitro-phenyl)-methyl]-amine Example 160 {Benzo[1,3]dioxol-5-yl-[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-methyl}-(1H- -benzoimidazol-5-yl)-amine, Example 166 (1H-Benzoimidazol-5-yl)-{benzo[c][1,2,5]thiadiazol-5-yl-[1-(4-chloro-benz- yl)-1H-tetrazol-5-yl]-methyl}-amine, Example 177 (1H-Benzoimidazol-5-yl)-{(3,5-dibromo-phenyl)-[1-(2-thiophen-2-yl-ethyl)-- 1H-tetrazol-5-yl]-methyl}-amine, Example 181 (1H-Benzoimidazol-5-yl)-{benzo[c][1,2,5]thiadiazol-5-yl-[1-(2-thiophen-2-- yl-ethyl)-1H-tetrazol-5-yl]-methyl}-amine, Example 187 2-{5-[(1H-Benzoimidazol-5-ylamino)-(3,5-dibromo-phenyl)-methyl]-tetrazol-- 1-yl}-N-[2-(1H-indol-3-yl)-ethyl]-acetamide, Example 190 (1H-Benzoimidazol-5-yl)-[(1-benzyl-1H-tetrazol-5-yl)-(3,5-dibromo-phenyl)- -methyl]-amine, Example 197 (1H-Benzoimidazol-5-yl)-[[1-(4-chloro-benzyl)-1H-tetrazol-5-yl]-(4-chloro- -3-nitro-phenyl)-methyl]-amine, Example 199 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-bromo-phenyl)-methyl]-tetrazol-1-yl- }-1-(3,4-dihydro-1H-isoquinolin-2-yl)-ethanone, Example 200 2-{5-[(1H-Benzoimidazol-5-ylamino)-(4-bromo-phenyl)-methyl]-tetrazol-1-yl- }-N-[2-(1H-indol-3-yl)-ethyl]-acetamide, Example 203 (1H-Benzoimidazol-5-yl)-[[1-(2-benzyloxy-phenyl)-1H-tetrazol-5-yl]-(4-bro- mo-phenyl)-methyl]-amine, Example 205 (1H-Benzoimidazol-5-yl)-{benzo[c][1,2,5]thiadiazol-5-yl-[1-(2-chloro-benz- yl)-1H-tetrazol-5-yl]-methyl}-amine, Example 208 2-{5-[(1H-Benzoimidazol-5-ylamino)-(3-propoxy-phenyl)-methyl]-tetrazol-1-- yl}-cyclohexanecarboxylic acid ethyl ester, Example 210 (1H-Benzoimidazol-5-yl)-[[1-(2-benzyloxy-phenyl)-1H-tetrazol-5-yl]-(4-met- hoxy-phenyl)-methyl]-amine, Example 211 (1H-Benzoimidazol-5-yl)-{(4-pyridin-2-yl-phenyl)-[1-(2-thiophen-2-yl-ethy- l)-1H-tetrazol-5-yl]-methyl}-amine, and Example 212 {5-[(1H-Benzoimidazol-5-ylamino)-(4-pyridin-2-yl-phenyl)-methyl]-tetrazol- -1-yl}-acetic acid tert-butyl ester. 20. A pharmaceutical composition comprising a compound according to claim 1 in combination with one or more therapeutically acceptable diluents or carriers. 21. The pharmaceutical composition of claim 20, which comprises additionally at least one compound, selected from the group consisting of neuroprotectants, antiparkinsonian drugs, amyloid protein deposition inhibitors, beta amyloid synthesis inhibitors, antidepressants, anxiolytic drugs, antipsychotic drugs and anti-multiple sclerosis drugs. 22. The pharmaceutical composition of claim 21, which comprises additionally at least one compound, selected from the group consisting of prolyl endopeptidase (PEP)-inhibitors, LiCl, inhibitors of dipeptidyl aminopeptidases, preferably inhibitors of dipeptidyl peptidase (DP) IV or DP IV-like enzymes, acetylcholinesterase (ACE) inhibitors, protein-L-isoaspartyl methyltransferase (PIMT) enhancers, inhibitors of beta secretases, inhibitors of gamma secretases, inhibitors of neutral endopeptidase, inhibitors of Phosphodiesterase-4 (PDE-4), tumor necrosis factor (TNF) alpha inhibitors, muscarinic M1 receptor antagonists, N-methyl-D-aspartic acid (NMDA) receptor antagonists, sigma-1 receptor inhibitors, histamine H3 antagonists, immunomodulatory agents, immunosuppressive agents, beta-amyloid antibodies, cysteine protease inhibitors, Monocyte chemoattractant protein-1 (MOP-1) antagonists or an agent selected from the group consisting of antegren (natalizumab), Neurelan (fampridine-SR), campath (alemtuzumab), IR 208, NBI 5788/MSP 771 (tiplimotide), paclitaxel, Anergix.MS (AG 284), SH636, Differin (CD 271, adapalene), BAY 361677 (interleukin-4), matrix-metalloproteinase-inhibitors (e.g. BB 76163), interferon-tau (trophoblastin) and SAIK-MS. 23. A process for preparation of a compound according to claim 1 comprising: reacting a compound of formula (II) ##STR00243## with a suitable azide such as trimethylsilylazide and a compound of formula (III) ##STR00244## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are as defined in claim 1.

Details for Patent 7,741,354

Applicant	Tradename	Biologic Ingredient	Dosage Form	BLA	Approval Date	Patent No.	Expiredate
Jubilant Hollisterstier Llc	N/A	positive skin test control-histamine	Injection	103891	03/13/1924		2039-02-26
Genzyme Corporation	CAMPATH	alemtuzumab	Injection	103948	05/07/2001		2039-02-26
Genzyme Corporation	LEMTRADA	alemtuzumab	Injection	103948	11/14/2014		2039-02-26
Genzyme Corporation	CAMPATH	alemtuzumab	Injection	103948	10/12/2004		2039-02-26
Biogen Inc.	TYSABRI	natalizumab	Injection	125104	11/23/2004		2039-02-26