KbcnZ Stand 04/2009 Seite 1 von Nitroindoles. ID Number CAS Number. Formula Chemical Name. vz1109. C 14 H 8 ClN 5 O 2 313, vz1111
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1 1 C 14 H 8 ClN 5 O 2 nitro-5-chloroindole 313,69 vz C 15 H 11 N 5 O 2 nitro-5-293,28 vz C 14 H 9 N 5 O 2 nitroindole 279,25 vz C 9 H 5 ClN 2 3-cyano-5-chloroindole 176,60 vz C 11 H 7 ClN 2 O vz acetyl-3-cyano-5-218,63 chloroindole 6 C 11 H 9 ClN 2 O 2 5-chloro-1H-indole-3- carbaldehyde O-acetyl oxime 236,65 vz C 9 H 7 ClN 2 O 5-chloro-1H-indole-3- carbaldehyde oxime 194,61 vz C 12 H 11 ClN 2 O 4 S 2-(ethoxycarbonylme- thylthio)-3-nitro-5- chloroindole 314,74 vz C 9 H 4 FN 3 O 2 2-cyano-3-nitro-5- fluoroindole 205,14 vz C 9 H 4 ClN 3 O 2 2-cyano-3-nitro-5- chloroindole 221,59 vz1414 KbcnZ Stand 04/2009 Seite 1 von 12
2 11 12 C 10 H 6 ClN 5 O 2 2-(1,2,4-triazol-1-yl)-3-nitro- 263,63 5-chloroindole C 9 H 5 ClN 2 O 4 5-chloro-3-nitro-1H-indole- 2-carboxylic acid 240,59 vz1158 vz C 15 H 10 ClFN 4 O 3 N-((6-chloropyridin-3- yl)methyl)-5-fluoro-3-nitro- 1H-indole-2-carboxamide 348,71 vz C 9 H 6 FN 3 2-cyano-3-amino-5- fluoroindole 175,16 vz C 11 H 9 ClN 2 O 4 S 2-(methoxycarbonylme- thylthio)-3-nitro-5- chloroindole 300,71 vz C 14 H 10 Cl 2 N 4 O 2 ylmethyl)amino)-3-nitro-5- chloroindole 337,16 vz C 16 H 15 ClN 4 O 4 ylmethyl)amino)-3-nitro- 5,6-dimethoxyindole 362,76 vz C 18 H 11 N 5 O 2 nitro-1h-benzo[g]indole 329,31 vz C 18 H 12 ClN 3 O 2 2-(4-chlorophenylamino)-3-337,75 nitro-1h-benzo[g]indole vz1302 KbcnZ Stand 04/2009 Seite 2 von 12
3 20 C 10 H 8 ClN 3 2-cyano-3-amino-5-chloro ,64 vz C 10 H 6 ClN 3 O 2 2-cyano-3-nitro-5-chloro-1-235,62 vz C 15 H 10 ClN 5 O 2 nitro-5-chloro-1-327,72 vz C 13 H 13 ClN 2 O 4 S 2-(ethoxycarbonylmethylthio)-3-nitro-5- chloro-1-328,77 vz C 11 H 12 ClN 3 O 2 vz dimethylamino-3-nitro-5-253,68 chloro-1-25 C 13 H 14 ClN 3 O 2 S 2-thiomorpholino-3-nitro-5-311,78 chloro-1- vz C 15 H 11 ClFN 3 O 2 2-(4-fluorophenylamino)-3- nitro-5-chloro-1-319,71 vz C 18 H 21 ClN 4 O 4 (4-(5-chloro-1-methyl-3- nitro-1h-indol-2- yl)piperazin-1- yl)(tetrahydrofuran-2- yl)methanone 392,83 vz C 16 H 14 Cl 2 N 4 O 2 ylmethyl)methylamino)-3- nitro-5-chloro-1-365,21 vz1502 KbcnZ Stand 04/2009 Seite 3 von 12
4 29 C 15 H 12 Cl 2 N 4 O 2 ylmethyl)amino)-3-nitro-5- chloro-1-351,18 vz C 14 H 13 ClN 2 O 6 2-(di(methoxycarbonyl)- methyl)-3-nitro-5-chloro-1-340,71 vz C 9 H 4 BrN 3 O 2 2-cyano-3-nitro-5- bromoindole 266,05 vz C 12 H 11 ClN 2 O 4 propyl 5-chloro-3-nitro-1Hindole-2-carboxylate 282,67 vz C 9 H 5 BrN 2 O 4 5-bromo-3-nitro-1H-indole- 2-carboxylic acid 285,05 vz C 9 H 5 FN 2 O 4 5-fluoro-3-nitro-1H-indole- 2-carboxylic acid 224,14 vz C 15 H 11 Cl 2 N 3 O 2 2-(4-chlorophenylamino)-3-336,17 nitro-5-chloro-1- vz C 14 H 17 N 3 O 5 2-morpholino-3-nitro-5,6- dimethoxyindole 307,30 vz C 12 H 12 IN 3 O 3 2-morpholino-3-nitro-5- iodindole 373,14 vz1359 KbcnZ Stand 04/2009 Seite 4 von 12
5 38 C 13 H 14 N 2 O 6 S 2-methoxycarbonyl methylthio-3-nitro-5,6- dimethoxyindole 326,32 vz C 19 H 24 N 4 O 6 (4-(5,6-dimethoxy-3-nitro- 1H-indol-2-yl)piperazin-1- yl)(tetrahydrofuran-2- yl)methanone 404,41 vz C 14 H 8 FN 5 O 2 nitro-5-fluoroindole 297,24 vz C 14 H 8 IN 5 O 2 nitro-5-iodoindole 405,15 vz C 15 H 11 N 5 O 3 vz ,27 nitro-5-methoxyindole 43 C 16 H 13 N 5 O 3 nitro-5-ethoxyindole 323,30 vz C 14 H 7 Cl 2 N 5 O 2 nitro-5,6-dichloroindole 348,14 vz C 14 H 7 Cl 2 N 5 O 2 nitro-6,7-dichloroindole 348,14 vz C 14 H 8 FN 5 O 2 nitro-6-fluoroindole 297,24 vz C 15 H 11 N 5 O 3 nitro-6-methoxyindole 309,27 vz1041 KbcnZ Stand 04/2009 Seite 5 von 12
6 48 C 15 H 8 F 3 N 5 O 2 nitro-5- trifluoro 347,25 vz C 12 H 12 ClN 3 O 2 2-pyrrolidino-3-nitro-5- chloroindole 265,69 vz C 12 H 12 ClN 3 O 3 2-morpholino-3-nitro-5- chloroindole 281,69 vz C 17 H 19 ClN 4 O 4 (4-(5-chloro-3-nitro-1H- indol-2-yl)piperazin-1- yl)(tetrahydrofuran-2- yl)methanone 378,81 vz C 11 H 9 FN 2 O 4 S 2-methoxycarbonyl methylthio-3-nitro-5- fluoroindole 284,26 vz C 14 H 9 F 2 N 3 O 2 2-(4-fluorophenylamino)-3- nitro-5-fluoroindole 289,23 vz C 13 H 15 N 3 O 3 2-morpholino-3-nitro-5-261,27 vz C 14 H 7 Cl 4 N 3 O 2 2-(3,4- dichlorophenylamino)-3- nitro-5,6-dichloroindole 391,03 vz1157 KbcnZ Stand 04/2009 Seite 6 von 12
7 56 C 16 H 14 N 2 O 3 S 2-(4-methylphenylthio)-3- nitro-6-methoxyindole 314,35 vz C 13 H 15 N 3 O 4 2-morpholino-3-nitro-5- methoxyindole 277,27 vz C 15 H 12 ClN 3 O 3 2-(4-chlorophenylamino)-3-317,72 nitro-5-methoxyindole vz C 19 H 18 N 4 O 3 2-(indol-3-yl)ethylamino-5- methoxy-3-nitroindole 350,37 vz C 16 H 15 ClN 4 O 3 ylmethyl)methylamino)-3- nitro-5-methoxyindole 346,76 vz C 15 H 13 ClN 4 O 3 ylmethyl)amino)-3-nitro-5- methoxyindole 332,74 vz C 14 H 11 N 3 O 2 2-phenylamino-3-nitroindole 253,25 vz KbcnZ Stand 04/2009 Seite 7 von 12
8 63 C 14 H 9 I 2 N 3 O 2 2-(4-iodophenylamino)-3- nitro-5-iodoroindole 505,04 vz C 14 H 9 Cl 2 N 3 O 2 2-(4-chlorophenylamino)-3-322,14 nitro-5-chloroindole vz C 16 H 15 N 3 O 2 2-(2-methylphenyl amino)- 3-nitro-7-281,30 vz C 10 H 6 FN 5 O 2 2-(1,2,4-triazol-1-yl)-3-nitro- 247,18 5-fluoroindole vz C 12 H 11 N 3 O 4 2-cyano-3-nitro-5,6- dimethoxy-1-261,23 vz C 14 H 13 FN 2 O 6 2-(di(methoxycarbonyl) methyl)-3-nitro-5-fluoro-1-324,26 vz C 10 H 6 FN 3 O 2 2-cyano-3-nitro-5-fluoro-1-219,17 vz C 10 H 7 N 3 O 2 2-cyano-3-nitro-5-201,18 vz C 15 H 16 N 2 O 6 2-(di(methoxycarbonyl) methyl)-3-nitro-5-methyl-1-320,29 vz1582 KbcnZ Stand 04/2009 Seite 8 von 12
9 72 C 12 H 13 N 3 O 2 2-cyano-3-amino-5,6- dimethoxy-1-231,25 vz C 11 H 12 ClN 3 O 3 2-(2-hydroxyethylamino)-5-269,68 chloro-1-methyl-3- nitroindole vz C 16 H 14 ClN 3 O 3 2-(3-methoxyphenyl amino)-5-chloro-1-methyl- 3-nitroindole 331,75 vz C 15 H 12 ClN 3 O 2 301,72 vz (4-chlorophenyl amino)- 5-methyl-3-nitroindole 76 C 15 H 12 FN 3 O 2 2-(4-fluorophenylamino)-5- methyl-3-nitroindole 285,27 vz C 19 H 17 ClN 4 O 2 2-(indol-3-yl)ethylamino-5- chloro-1-methyl-3- nitroindole 368,81 vz C 16 H 13 N 5 O 2 nitro-1,5-di 307,30 vz C 18 H 16 ClN 3 O 2 2-(1,2,3,4- tetrahydroisoquinolin-2- yl)-5-chloro-1-methyl-3- nitroindole 341,79 vz1559 KbcnZ Stand 04/2009 Seite 9 von 12
10 80 C 14 H 16 ClN 3 O 2 2-piperidino-3-nitro-5- chloro-1-293,74 vz C 15 H 11 BrClN 3 O 2 2-(4-bromophenylamino)- 3-nitro-5-chloro-1-380,62 vz C 16 H 14 ClN 3 O 3 2-(2-methoxyphenyl amino)-3-nitro-5-chloro-1-331,75 vz1569 C 15 H 18 ClN 3 O (azepan-1-yl)-3-nitro-5- nitro 307,77 chloro-1- vz C 13 H 16 ClN 3 O 2 2-tert-butylamino-3-nitro-5-281,73 chloro-1- vz C 17 H 20 ClN 3 O 4 2-(4-ethoxycarbonyl piperidin-1-yl)-3-nitro-5- chloro-1-365,81 vz C 17 H 16 ClN 3 O 3 2-(4-ethoxyphenyl amino)- 3-nitro-5-chloro-1-345,78 vz C 16 H 14 ClN 3 O 2 2-(4-methylphenyl amino)- 3-nitro-5-chloro-1-315,75 vz1562 KbcnZ Stand 04/2009 Seite 10 von 12
11 88 C 20 H 26 N 4 O 6 (4-(5,6-dimethoxy-1- methyl-3-nitro-1h-indol-2- yl)piperazin-1- yl)(tetrahydrofuran-2- yl)methanone 418,44 vz C 16 H 14 ClN 3 O 2 2-(4-chlorophenyl amino)- 3-nitro-1,5-di 315,75 vz C 16 H 15 ClN 4 O 2 ylmethyl)amino)-3-nitro- 1,5-di 330,76 vz C 14 H 17 N 3 O 3 275,30 vz morpholino-3-nitro-1,5- di 92 C 13 H 14 ClN 3 O 3 2-morpholino-3-nitro-5- chloro-1-295,72 vz C 19 H 18 ClFN 4 O 2 2-(4-(4-fluorophenyl) piperazin-1-yl)-3-nitro-5- chloro-1-388,82 vz C 15 H 12 ClFN 4 O 2 ylmethyl)amino)-3-nitro-5- fluoro-1-334,73 vz C 13 H 14 FN 3 O 3 2-morpholino-3-nitro-5- fluoro-1-279,26 vz C 15 H 10 BrN 5 O 2 nitro-5-bromo-1-372,17 vz1484 KbcnZ Stand 04/2009 Seite 11 von 12
12 97 C 13 H 17 N 3 O 4 2-dimethylamino-3-nitro- 5,6-dimethoxy-1-279,29 vz C 15 H 19 N 3 O 5 2-morpholino-3-nitro-5,6- dimethoxy-1-321,32 vz C 19 H 25 N 3 O 6 2-(4-ethoxycarbonyl)- piperidin-1-yl-3-nitro-5,6- dimethoxy-1-391,41 vz C 17 H 17 ClN 4 O 4 ylmethyl)amino)-3-nitro- 5,6-dimethoxy-1-376,79 vz C 16 H 13 N 5 O 4 nitro-5,6-dimethoxyindole 339,30 vz C 17 H 15 N 5 O 4 nitro-5,6-dimethoxy-1-353,33 vz C 15 H 10 FN 5 O 2 nitro-5-fluoro-1-311,27 vz C 12 H 11 ClN 2 O 4 propyl 5-chloro-3-nitro-1Hindole-2-carboxylate 282,67 vz C 12 H 10 ClN 3 O 2-cyano-3-acetylamino-5- chloro-1-247,68 vz1628 KbcnZ Stand 04/2009 Seite 12 von 12
Supplementary Figure S1. Single X-ray structure 3a at probability ellipsoids of 20%.
Supplementary Figure S1. Single X-ray structure 3a at probability ellipsoids of 20%. S1 Supplementary Figure S2. Single X-ray structure 5a at probability ellipsoids of 20%. S2 H 15 Ph Ac Ac I AcH Ph Ac
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