The Article related to benzo fused 7 membered heterocycle preparation histone deacetylase inhibitor, neurodegenerative disease polyglutamine disease treatment heterocycle preparation, tauopathy alzheimer disease huntington disease treatment heterocycle preparation, dibenzooxazepine benzopyridooxazepine dibenzothiazepine and other aspects.Reference of tert-Butyl 7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
On November 12, 2009, Rogers, Kathryn; Patzke, Holger published a patent.Reference of tert-Butyl 7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate The title of the patent was Preparation of benzo-fused 7-membered heterocyclic compounds and methods for treating cognitive disorders using inhibitors of histone deacetylase. And the patent contained the following:
This disclosure relates to compounds for the inhibition of histone deacetylase and treatment of a cognitive disorder or deficit, more specifically neurodegenerative disease, polyglutamine disease, tauopathy, Alzheimer’s Disease, or Huntington’s Disease. More particularly, the disclosure provides for compounds of formula [I; Z = H, (un)substituted NHOH; L = a covalent bond, (un)substituted N(OH); when L = (un)substituted N(OH), Z = H; when Z = H, L = (un)substituted N(OH); J = a covalent bond, :CH, -C1-8 alkyl-, -C0-3 alkyl-C1-5 heteroalkyl-C0-3 alkyl-, -C0-3 alkyl-C2-5 alkenyl-C0-3 alkyl-, -C0-3 alkyl-C2-5 alkynyl-C0-3 alkyl-, -C0-6 alkylaryl-C0-6 alkyl-, -C0-6 alkylaryl-C2-6 heteroalkyl-, etc.; Q = heterocycle-containing group, a covalent bond, -C1-8 alkyl-, -C1-5 alkyl-, -C1-5 heterocyclyl-, ;N-O-, N-(un)substituted -C0-6 alkyl-NH-C0-3 alkyl-, -C0-6 alkyl-O-C0-3 alkyl-, etc.; ring B = 7-membered fused heterocycle group, etc.] or a pharmaceutically acceptable salts thereof. Thus, to a solution of (E)-1-chlorodibenzo[b,f][1,4]oxazepine (229 mg, 1.00 mmol) in DME (3 mL) was added 4-methoxycarbonylphenylboronic acid (216 mg), Pd(PPh3)4 (0.065 mg) and 2 N Na2CO3 (aqueous) (1.5 mL). The reaction mixture was stirred for 2 h at 90° to give, after workup and silica gel chromatog., (Z)-Me 4-(dibenzo[b,f][1,4]oxazepin-1-yl)benzoate (II) (327 mg, 99%) as a yellow foam. To a stirring solution of ester II (327 mg) in MeOH (4.0 mL) and THF (4.0 mL) was added 50% hydroxylamine (aqueous) (1.2 mL, excess) followed by KOH (212 mg) and the reaction mixture was stirred at room temperature for 15 min to give, after workup and silica gel chromatog., (Z)-4-(dibenzo[b,f][1,4]oxazepin-11-yl)-N-hydroxybenzamide (III). III showed IC50 of ≤0.05 μM against histone deacetylase and also IC50 of ≤1 μM for whole-cell histone deacetylase (HDAC) Inhibition assay in primary mouse cortical cultures. The experimental process involved the reaction of tert-Butyl 7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate(cas: 227940-70-7).Reference of tert-Butyl 7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
The Article related to benzo fused 7 membered heterocycle preparation histone deacetylase inhibitor, neurodegenerative disease polyglutamine disease treatment heterocycle preparation, tauopathy alzheimer disease huntington disease treatment heterocycle preparation, dibenzooxazepine benzopyridooxazepine dibenzothiazepine and other aspects.Reference of tert-Butyl 7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
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