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2.
Figure 2

Figure 2. From: Neuroprotective Tri- and Tetracyclic BChE Inhibitors Releasing Reversible Inhibitors upon Carbamate Transfer.

Evaluation of neuroprotection of unsubstituted, phenolic, methoxy-substituted, and selected carbamyolated compounds at 10 μM against glutamate-induced oxidative stress on HT-22 cells (cf. the for details).

Fouad H. Darras, et al. ACS Med Chem Lett. 2012 Nov 8;3(11):914-919.
3.
Figure 1

Figure 1. From: Neuroprotective Tri- and Tetracyclic BChE Inhibitors Releasing Reversible Inhibitors upon Carbamate Transfer.

(A) Time-dependent pattern of inhibition of BChE by compound 8b (10–50 nM). (B) Stability constants of the inhibitor–ChE complex (KC) and rate constants of carbamoyl–ChE formation (k3) of 8a,b and physostigmine, respectively.

Fouad H. Darras, et al. ACS Med Chem Lett. 2012 Nov 8;3(11):914-919.
4.
Scheme 1

Scheme 1. Synthesis of Tetra- and Tricyclic N-Bridgehead Compounds. From: Neuroprotective Tri- and Tetracyclic BChE Inhibitors Releasing Reversible Inhibitors upon Carbamate Transfer.

Reagents: (i) (Cl3CO)2CO, dry THF, 40–50 °C, 3 h. (ii) CH3I, N,N-diisopropylethylamine, N,N-dimethylacetamide, 40 °C, 24 h. (iii) Toluene/reflux, 24 h. (iv) LiAlH4, THF, 70 °C, 3 h. (v) Ethyl(methyl)carbamic chloride, NaH, THF, rt or isocyanate, Et3N, CH2Cl2, rt. (vi) Pyrrolidin-2-one, MW 100–200 W, 130 °C, 1 h. (vii) Benzylbromide, K2CO3, acetone, 70 °C, 24 h. (viii) CH3I, dioxane, 90 °C, 24 h. (ix) LiAlH4, THF, 70 °C, 3 h. (x) H2, Pd/C, ethanol, rt, 24 h. (xi) Isocyanate, CH2Cl2, Et3N, rt, 1–3 h.

Fouad H. Darras, et al. ACS Med Chem Lett. 2012 Nov 8;3(11):914-919.

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