The Experts below are selected from a list of 276 Experts worldwide ranked by ideXlab platform
Helmut Hartung - One of the best experts on this subject based on the ideXlab platform.
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a facile synthesis of substituted 1 4 benzothiazepin 5 4h ones and pyrido 3 2 f 1 4 thiazepin 5 4h ones crystal and molecular structure of 2 ethylthio 4 methyl 5 4h oxopyrido 3 2 f 1 4 Thiazepine 3 carbonitrile
European Journal of Organic Chemistry, 1998Co-Authors: Wolfgang Dölling, M. Biedermann, Helmut HartungAbstract:A new synthesis of pyrido[3,2-f][1,4]Thiazepine derivatives 3 starting with 2-chloronicotinic acid (1), methylaminoacetonitrile hydrochloride and carbon disulfide is described. As proved by a crystal structure determination, a boat conformation with approximated mirror symmetry can be assigned to the 1,4-Thiazepine ring in 3b. 2-Chloro-N-cyanomethyl-N-methyl-5-nitrobenzamide (5) reacts with carbon disulfide in presence of a strong base in DMF or DMSO depending on the temperature to either the benzothiopyran compound 6 or by intramolecular aromatic nucleophilic substitution to a seven-membered ring system as thiolate anion which can be alkylated to give the 1,4-benzoThiazepine derivative 7, or to an open-chain amido ketene dithioacetal 8.
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A Facile Synthesis of Substituted 1,4‐Benzothiazepin‐5(4H)‐ones and Pyrido[3,2‐f][1,4]thiazepin‐5(4H)‐ones − Crystal and Molecular Structure of 2‐Ethylthio‐4‐methyl‐5(4H)‐oxopyrido[3,2‐f][1,4]Thiazepine‐3‐carbonitrile
European Journal of Organic Chemistry, 1998Co-Authors: Wolfgang Dölling, M. Biedermann, Helmut HartungAbstract:A new synthesis of pyrido[3,2-f][1,4]Thiazepine derivatives 3 starting with 2-chloronicotinic acid (1), methylaminoacetonitrile hydrochloride and carbon disulfide is described. As proved by a crystal structure determination, a boat conformation with approximated mirror symmetry can be assigned to the 1,4-Thiazepine ring in 3b. 2-Chloro-N-cyanomethyl-N-methyl-5-nitrobenzamide (5) reacts with carbon disulfide in presence of a strong base in DMF or DMSO depending on the temperature to either the benzothiopyran compound 6 or by intramolecular aromatic nucleophilic substitution to a seven-membered ring system as thiolate anion which can be alkylated to give the 1,4-benzoThiazepine derivative 7, or to an open-chain amido ketene dithioacetal 8.
Sui Xiong Cai - One of the best experts on this subject based on the ideXlab platform.
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discovery of 5 4 hydroxy 6 methyl 2 oxo 2h pyran 3 yl 7 phenyl e 2 3 6 7 tetrahydro 1 4 Thiazepines as a new series of apoptosis inducers using a cell and caspase based hts assay
Bioorganic & Medicinal Chemistry Letters, 2007Co-Authors: John Drewe, Shailaja Kasibhatla, Ben Tseng, Emma J Shelton, David Sperandio, Robert Yee, Joane Litvak, Martin Sendzik, Jeffrey R Spencer, Sui Xiong CaiAbstract:Abstract We report the discovery of 5-(4-hydroxy-6-methyl-2-oxo-2 H -pyran-3-yl)-7-(4-methylphenyl)-( E )-2,3,6,7-tetrahydro-1,4-Thiazepine ( 2a ) as an inducer of apoptosis using our proprietary cell- and caspase-based HTS assay. Through structure activity relationship (SAR) studies, 5-(4-hydroxy-6-methyl-2-oxo-2 H -pyran-3-yl)-7-(2-methoxy-4-(methylthio)phenyl)-( E )-2,3,6,7-tetrahydro-1,4-Thiazepine ( 5d ) was identified as a potent apoptosis inducer with an EC 50 value of 0.08 μM in T47D cells, which was >15-fold more potent than screening hit 2a . Compound 5d also was found to be highly active in a growth inhibition assay with a GI 50 value of 0.05 μM in T47D cells and to function as an inhibitor of tubulin polymerization.
Wolfgang Dölling - One of the best experts on this subject based on the ideXlab platform.
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a facile synthesis of substituted 1 4 benzothiazepin 5 4h ones and pyrido 3 2 f 1 4 thiazepin 5 4h ones crystal and molecular structure of 2 ethylthio 4 methyl 5 4h oxopyrido 3 2 f 1 4 Thiazepine 3 carbonitrile
European Journal of Organic Chemistry, 1998Co-Authors: Wolfgang Dölling, M. Biedermann, Helmut HartungAbstract:A new synthesis of pyrido[3,2-f][1,4]Thiazepine derivatives 3 starting with 2-chloronicotinic acid (1), methylaminoacetonitrile hydrochloride and carbon disulfide is described. As proved by a crystal structure determination, a boat conformation with approximated mirror symmetry can be assigned to the 1,4-Thiazepine ring in 3b. 2-Chloro-N-cyanomethyl-N-methyl-5-nitrobenzamide (5) reacts with carbon disulfide in presence of a strong base in DMF or DMSO depending on the temperature to either the benzothiopyran compound 6 or by intramolecular aromatic nucleophilic substitution to a seven-membered ring system as thiolate anion which can be alkylated to give the 1,4-benzoThiazepine derivative 7, or to an open-chain amido ketene dithioacetal 8.
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A Facile Synthesis of Substituted 1,4‐Benzothiazepin‐5(4H)‐ones and Pyrido[3,2‐f][1,4]thiazepin‐5(4H)‐ones − Crystal and Molecular Structure of 2‐Ethylthio‐4‐methyl‐5(4H)‐oxopyrido[3,2‐f][1,4]Thiazepine‐3‐carbonitrile
European Journal of Organic Chemistry, 1998Co-Authors: Wolfgang Dölling, M. Biedermann, Helmut HartungAbstract:A new synthesis of pyrido[3,2-f][1,4]Thiazepine derivatives 3 starting with 2-chloronicotinic acid (1), methylaminoacetonitrile hydrochloride and carbon disulfide is described. As proved by a crystal structure determination, a boat conformation with approximated mirror symmetry can be assigned to the 1,4-Thiazepine ring in 3b. 2-Chloro-N-cyanomethyl-N-methyl-5-nitrobenzamide (5) reacts with carbon disulfide in presence of a strong base in DMF or DMSO depending on the temperature to either the benzothiopyran compound 6 or by intramolecular aromatic nucleophilic substitution to a seven-membered ring system as thiolate anion which can be alkylated to give the 1,4-benzoThiazepine derivative 7, or to an open-chain amido ketene dithioacetal 8.
John Drewe - One of the best experts on this subject based on the ideXlab platform.
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discovery of 5 4 hydroxy 6 methyl 2 oxo 2h pyran 3 yl 7 phenyl e 2 3 6 7 tetrahydro 1 4 Thiazepines as a new series of apoptosis inducers using a cell and caspase based hts assay
Bioorganic & Medicinal Chemistry Letters, 2007Co-Authors: John Drewe, Shailaja Kasibhatla, Ben Tseng, Emma J Shelton, David Sperandio, Robert Yee, Joane Litvak, Martin Sendzik, Jeffrey R Spencer, Sui Xiong CaiAbstract:Abstract We report the discovery of 5-(4-hydroxy-6-methyl-2-oxo-2 H -pyran-3-yl)-7-(4-methylphenyl)-( E )-2,3,6,7-tetrahydro-1,4-Thiazepine ( 2a ) as an inducer of apoptosis using our proprietary cell- and caspase-based HTS assay. Through structure activity relationship (SAR) studies, 5-(4-hydroxy-6-methyl-2-oxo-2 H -pyran-3-yl)-7-(2-methoxy-4-(methylthio)phenyl)-( E )-2,3,6,7-tetrahydro-1,4-Thiazepine ( 5d ) was identified as a potent apoptosis inducer with an EC 50 value of 0.08 μM in T47D cells, which was >15-fold more potent than screening hit 2a . Compound 5d also was found to be highly active in a growth inhibition assay with a GI 50 value of 0.05 μM in T47D cells and to function as an inhibitor of tubulin polymerization.
M. Biedermann - One of the best experts on this subject based on the ideXlab platform.
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a facile synthesis of substituted 1 4 benzothiazepin 5 4h ones and pyrido 3 2 f 1 4 thiazepin 5 4h ones crystal and molecular structure of 2 ethylthio 4 methyl 5 4h oxopyrido 3 2 f 1 4 Thiazepine 3 carbonitrile
European Journal of Organic Chemistry, 1998Co-Authors: Wolfgang Dölling, M. Biedermann, Helmut HartungAbstract:A new synthesis of pyrido[3,2-f][1,4]Thiazepine derivatives 3 starting with 2-chloronicotinic acid (1), methylaminoacetonitrile hydrochloride and carbon disulfide is described. As proved by a crystal structure determination, a boat conformation with approximated mirror symmetry can be assigned to the 1,4-Thiazepine ring in 3b. 2-Chloro-N-cyanomethyl-N-methyl-5-nitrobenzamide (5) reacts with carbon disulfide in presence of a strong base in DMF or DMSO depending on the temperature to either the benzothiopyran compound 6 or by intramolecular aromatic nucleophilic substitution to a seven-membered ring system as thiolate anion which can be alkylated to give the 1,4-benzoThiazepine derivative 7, or to an open-chain amido ketene dithioacetal 8.
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A Facile Synthesis of Substituted 1,4‐Benzothiazepin‐5(4H)‐ones and Pyrido[3,2‐f][1,4]thiazepin‐5(4H)‐ones − Crystal and Molecular Structure of 2‐Ethylthio‐4‐methyl‐5(4H)‐oxopyrido[3,2‐f][1,4]Thiazepine‐3‐carbonitrile
European Journal of Organic Chemistry, 1998Co-Authors: Wolfgang Dölling, M. Biedermann, Helmut HartungAbstract:A new synthesis of pyrido[3,2-f][1,4]Thiazepine derivatives 3 starting with 2-chloronicotinic acid (1), methylaminoacetonitrile hydrochloride and carbon disulfide is described. As proved by a crystal structure determination, a boat conformation with approximated mirror symmetry can be assigned to the 1,4-Thiazepine ring in 3b. 2-Chloro-N-cyanomethyl-N-methyl-5-nitrobenzamide (5) reacts with carbon disulfide in presence of a strong base in DMF or DMSO depending on the temperature to either the benzothiopyran compound 6 or by intramolecular aromatic nucleophilic substitution to a seven-membered ring system as thiolate anion which can be alkylated to give the 1,4-benzoThiazepine derivative 7, or to an open-chain amido ketene dithioacetal 8.
