Synthesis/biological evaluation of hydroxamic acids and their prodrugs as inhibitors for Botulinum neurotoxin A light chain

Bioorganic and Medicinal Chemistry

Volumn 22, Issue 3, 2014, Pages 1208-1217

  Seki, Hajime ^a   Pellett, Sabine ^b   Šilhár, Peter ^a   Stowe, G Neil ^a   Blanco, Beatriz ^c   Lardy, Matthew A ^a   Johnson, Eric A ^b   Janda, Kim D ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b UNIVERSITY OF WISCONSIN MADISON   (United States)

^c s n   (Spain)

Author keywords

Botulinum neurotoxin; Carbamate prodrug; Hydroxamic acid; Protease inhibitor; SNAP 25; SNARE; Zinc dependent metalloprotease

Indexed keywords

3 (2,4 DICHLOROPHENYL) 5 (4 FLUOROPHENETHOXY) N HYDROXYPENTANAMIDE; 3 (2,4 DICHLOROPHENYL) N1 (4 FLUORO 2 METHOXYPHENYL) N5 HYDROXYPENTANEDIAMIDE; 3 (2,4 DICHLOROPHENYL) N1 (4 FLUOROPHENETHYL) N5 HYDROXYPENTANEDIAMIDE; 3 (2,4 DICHLOROPHENYL) N1 HYDROXY N5 (2 TOLYL)PENTANEDIAMIDE; 3 (2,4 DICHLOROPHENYL) N1 HYDROXY N5 (4 METHOXYPHENETHYL)PENTANEDIAMIDE; 5 (ALLYLOXY) 3 (2,4 DICHLOROPHENYL) N HYDROXYPENTANAMIDE; 5 (BENZYLOXY) 3 (2,4 DICHLOROPHENYL) N HYDROXYPENTANAMIDE; 5 [(3 BROMOADAMANTAN 1 YL)METHOXY] 3 (2,4 DICHLOROPHENYL) N HYDROXYPENTANAMIDE; BOTULINUM TOXIN A; CARBAMIC ACID DERIVATIVE; HYDROXAMIC ACID DERIVATIVE; N [(BENZYLCARBAMOYL)OXY] 3 (2,4 DICHLOROPHENYL) 5 (4 FLUOROPHENETHOXY)PENTANAMIDE; N [(BENZYLCARBAMOYL)OXY] 3 (2,4 DICHLOROPHENYL) 5 HYDROXYPENTANAMIDE; N [(BENZYLCARBAMOYL)OXY] 3 (2,4 DICHLOROPHENYL)ACRYLAMIDE; N [(BENZYLCARBAMOYL)OXY] 5 (BENZYLOXY) 3 (2,4 DICHLOROPHENYL)PENTANAMIDE; N [(BENZYLCARBAMOYL)OXY] 5 [(3 BROMOADAMANTAN 1 YL)METHOXY] 3 (2,4 DICHLOROPHENYL)PENTANAMIDE; N1 (2 CYCLOPROPYLETHYL) 3 (2,4 DICHLOROPHENYL) N5 HYDROXYPENTANEDIAMIDE; N1 (4 BROMOPHENYL) 3 (2,4 DICHLOROPHENYL) N5 HYDROXYPENTANEDIAMIDE; N1 [(BENZYLCARBAMOYL)OXY] 3 (2,4 DICHLOROPHENYL) N5 (2 TOLYL)PENTANEDIAMIDE; N1 [(BENZYLCARBAMOYL)OXY] 3 (2,4 DICHLOROPHENYL) N5 (4 FLUORO 2 METHOXYPHENYL)PENTANEDIAMIDE; N1 [(BENZYLCARBAMOYL)OXY] 3 (2,4 DICHLOROPHENYL) N5 (4 FLUOROPHENETHYL)PENTANEDIAMIDE; N1 [(BENZYLCARBAMOYL)OXY] N5 (4 BROMOPHENYL) 3 (2,4 DICHLOROPHENYL)PENTANEDIAMIDE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; DERIVATIZATION; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; IC 50; IN VITRO STUDY; LD 50; MOLECULAR MODEL; MOUSE; NERVE CELL; NONHUMAN;

BOTULINUM NEUROTOXIN; CARBAMATE PRODRUG; HYDROXAMIC ACID; PROTEASE INHIBITOR; SNAP-25; SNARE; ZINC-DEPENDENT METALLOPROTEASE;

BOTULINUM TOXINS, TYPE A; CHEMISTRY TECHNIQUES, SYNTHETIC; HYDROXAMIC ACIDS; MODELS, MOLECULAR; PRODRUGS; PROTEASE INHIBITORS; SMALL MOLECULE LIBRARIES;

EID: 84892806201     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.11.053     Document Type: Article

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