Synthesis and Pharmacology of Mono-, Di-, and Trialkyl-Substituted 7-Chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-Dioxides Combined with X-ray Structure Analysis to Understand the Unexpected Structure-Activity Relationship at AMPA Receptors

ACS Chemical Neuroscience

Volumn 7, Issue 3, 2016, Pages 378-390

  Larsen, Anja Probst ^a   Francotte, Pierre ^b   Frydenvang, Karla ^a   Tapken, Daniel ^a   Goffin, Eric ^b   Fraikin, Pierre ^b   Caignard, Daniel Henri ^c   Lestage, Pierre ^c   Danober, Laurence ^c   Pirotte, Bernard ^b   Kastrup, Jette Sandholm ^a  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b UNIVERSITY OF LIÈGE   (Belgium)

^c INSTITUT DE RECHERCHES SERVIER   (France)

Author keywords

2 amino 3 (3 hydroxy 5 methylisoxazol 4 yl)propionic acid receptor; crystal structure; ligand binding domain; Positive allosteric modulators; structure activity relationship; synthesis

Indexed keywords

1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE DERIVATIVE; 5 CHLORO 2 (2 FLUOROETHYLAMINO)BENZENESULFONAMIDE; 5 CHLORO 2 CYCLOPROPYLAMINOBENZENESULFONAMIDE; 5 CHLORO 2 CYCLOPROPYLMETHYLAMINOBENZENESULFONAMIDE; 7 CHLORO 2 METHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 2,3 DIMETHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 2,3 TRIMETHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 3,4 DIMETHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 (2 FLUOROETHYL) 2 METHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 (2 FLUOROETHYL) 2,3 DIMETHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 (2 FLUOROETHYL) 3 METHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE; 7 CHLORO 4 (2,2 DIFLUOROETHYL) 2 METHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 (2,2 DIFLUOROETHYL) 2,3 DIMETHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 (2,2 DIFLUOROETHYL) 3 METHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE; 7 CHLORO 4 CYCLOPROPYL 2 METHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 CYCLOPROPYL 2,3 DIMETHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 CYCLOPROPYLMETHYL 2 METHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 CYCLOPROPYLMETHYL 2,3 DIMETHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 CYCLOPROPYLMETHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; 7 CHLORO 4 ETHYL 2,3 DIMETHYL 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE; AMPA RECEPTOR; DIALKYL SUBSTITUTED 7 CHLORO 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE DERIVATIVE; MONOALKYL SUBSTITUTED 7 CHLORO 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE DERIVATIVE; TRIALKYL SUBSTITUTED 7 CHLORO 3,4 DIHYDRO 2H 1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE DERIVATIVE; UNCLASSIFIED DRUG; BENZOTHIADIAZINE DERIVATIVE; IONOTROPIC RECEPTOR;

ALKYLATION; ALLOSTERISM; ARTICLE; DRUG DETERMINATION; DRUG POTENCY; DRUG SCREENING; DRUG SOLUBILITY; DRUG STABILITY; DRUG SYNTHESIS; HYDROGEN BOND; IN VITRO STUDY; PHARMACOLOGY; PRIORITY JOURNAL; PROTON TRANSPORT; RING OPENING; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; X RAY ANALYSIS; ANIMAL; CHEMISTRY; ELECTROPHYSIOLOGY; METABOLISM; OOCYTE; RAT; SYNTHESIS; X RAY CRYSTALLOGRAPHY; XENOPUS LAEVIS;

ANIMALS; BENZOTHIADIAZINES; CRYSTALLOGRAPHY, X-RAY; ELECTROPHYSIOLOGY; OOCYTES; RATS; RECEPTORS, AMPA; RECEPTORS, IONOTROPIC GLUTAMATE; STRUCTURE-ACTIVITY RELATIONSHIP; XENOPUS LAEVIS;

EID: 84962210184     PISSN: None     EISSN: 19487193     Source Type: Journal    
DOI: 10.1021/acschemneuro.5b00318     Document Type: Article

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