ES2586231T3 - Inhibidores de glutaminil ciclasa - Google Patents

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Publication number

ES2586231T3

ES2586231T3 ES11707395.7T ES11707395T ES2586231T3 ES 2586231 T3 ES2586231 T3 ES 2586231T3 ES 11707395 T ES11707395 T ES 11707395T ES 2586231 T3 ES2586231 T3 ES 2586231T3

Authority

ES

Spain

Prior art keywords

benzo

imidazole

thiadiazol

phenyl

compound

Prior art date

2010-03-03

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

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• 239000003112 inhibitor Substances 0.000 title claims description 50
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• 108010081484 glutaminyl-peptide cyclotransferase Proteins 0.000 title 1
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• ZONFSXMNDBXNOQ-UHFFFAOYSA-N 2-(3h-benzimidazol-5-yl)-5-[(3,4-dimethoxyphenyl)sulfanylmethyl]-1,3,4-thiadiazole Chemical compound C1=C(OC)C(OC)=CC=C1SCC1=NN=C(C=2C=C3N=CNC3=CC=2)S1 ZONFSXMNDBXNOQ-UHFFFAOYSA-N 0.000 claims description 3
• GEDBSTPYAKXKIP-UHFFFAOYSA-N 2-(3h-benzimidazol-5-yl)-5-[(3,4-dimethoxyphenyl)sulfonylmethyl]-1,3,4-thiadiazole Chemical compound C1=C(OC)C(OC)=CC=C1S(=O)(=O)CC1=NN=C(C=2C=C3N=CNC3=CC=2)S1 GEDBSTPYAKXKIP-UHFFFAOYSA-N 0.000 claims description 3
• ODURKURUHXWNHZ-UHFFFAOYSA-N 2-(3h-benzimidazol-5-yl)-5-[2-[4-(trifluoromethyl)phenyl]ethyl]-1,3,4-thiadiazole Chemical compound C1=CC(C(F)(F)F)=CC=C1CCC1=NN=C(C=2C=C3N=CNC3=CC=2)S1 ODURKURUHXWNHZ-UHFFFAOYSA-N 0.000 claims description 3
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• GJLWBUUCCGEBSD-UHFFFAOYSA-N 2-(3h-benzimidazol-5-yl)-5-[2-[2,5-bis(trifluoromethyl)phenyl]ethyl]-1,3,4-thiadiazole Chemical compound FC(F)(F)C1=CC=C(C(F)(F)F)C(CCC=2SC(=NN=2)C=2C=C3N=CNC3=CC=2)=C1 GJLWBUUCCGEBSD-UHFFFAOYSA-N 0.000 claims description 2
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• NITUEMISTORFON-PPFXTMJRSA-N (2S)-1-[(2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S,3R)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-4-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2R)-2-aminopropanoyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoyl]amino]propanoyl]amino]-4-oxobutanoyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-hydroxybutanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-hydroxybutanoyl]pyrrolidine-2-carboxylic acid Chemical compound C([C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CCCCN)NC(=O)[C@@H](C)N)C(C)C)C(C)C)C1=CC=CC=C1 NITUEMISTORFON-PPFXTMJRSA-N 0.000 claims 2
• MSYGAHOHLUJIKV-UHFFFAOYSA-N 3,5-dimethyl-1-(3-nitrophenyl)-1h-pyrazole-4-carboxylic acid ethyl ester Chemical compound CC1=C(C(=O)OCC)C(C)=NN1C1=CC=CC([N+]([O-])=O)=C1 MSYGAHOHLUJIKV-UHFFFAOYSA-N 0.000 claims 2
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