- COMPOUNDS, COMPOSITIONS, AND METHODS FOR MODULATING CFTR
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The present disclosure is directed to disclosed compounds that modulate, e.g., address underlying defects in cellular processing of CFTR activity.
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Paragraph 0165
(2017/08/01)
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- Preparation of 2-, 3-, 4- and 7-(2-alkylcarbamoyl-1-alkylvinyl)benzo[b] furans and their BLT1 and/or BLT2 inhibitory activities
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Several 2-alkylcarbamoyl-1-alkylvinylbenzo[b]furans were designed to find a selective leukotriene B4 (LTB4) receptor antagonist. 2-(2-Alkylcarbamoyl-1-alkylvinyl)benzo[b]furans having a substituent group at the 3-position, 4-(2-alkylcarbamoyl-1-methylvinyl)benzo[b]furans having a substituent group at the 3-position, and 7-(2-alkylcarbamoyl-1-methylvinyl) benzo[b]furans and 3-(2-alkylcarbamoyl-1-alkylvinyl)benzo[b]furans were prepared and evaluated for LTB4 receptor (BLT1 and BLT 2) inhibitory activities. (E)-3-Amino-4-[2-[2-(3,4-dimethoxyphenyl) ethylcarbamoyl]-1-methylvinyl]benzo[b]furan ((E)-17c) showed potent and selective inhibitory activity for BLT2. On the other hand, (E)-7-(2-diethylcarbamoyl-1-methylvinyl)benzo[b]furan ((E)-27a) showed potent inhibitory activity for both BLT1 and BLT2. This journal is The Royal Society of Chemistry.
- Ando, Kumiko,Kawamura, Yoko,Akai, Yukiko,Kunitomo, Jun-Ichi,Yokomizo, Takehiko,Yamashita, Masayuki,Ohta, Shunsaku,Ohishi, Takahiro,Ohishi, Yoshitaka
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p. 296 - 307
(2008/09/21)
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- Photocyclization Reactions. Part 7 [1]. Solvent and Substituent Effects in the Synthesis of Dihydrobenzofuranols Using Photocyclization of α-(2-Acylphenoxy)toluenes and Ethyl 2-Acylphenoxyacetates
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Photocyclization reactions were carried out on α-(2-acylphenoxy)toluenes 1a-e and 2-acylphenoxyacetates 2a-e in three solvents of different polarity (benzene, acetonitrile and methanol) to examine solvent and substituent effects on the cyclization of 1,5-biradical intermediates to dihydrobenzofuranols. Irradiation of 1a-e in benzene gave cis-dihydrobenzofuranols cis-4b-e selectively in 14-84% yields along with rearranged products, 2-acylbenzophenones 5b-d (23-39% yields). Photocyclization of 1a-e in acetonitrile or methanol gave a mixture of cis- and trans-dihydrobenzofuranols 4a-e in 28-81% yields and small amount of 2-acylbenzophenones 5b-c in 6-12% yields. In polar acetonitrile or methanol, the cis and trans stereoselectivity of dihydrobenzofuranols decreased. The decrease in stereoselectivity was attributed to intermolecular hydrogen bonding between the hydroxyl group of 1,5-biradicals and solvents. On the other hand, irradiation of esters 2a-e in benzene afforded cis-dihydrobenzofuranols cis-13a-e selectively in 48-74% yields. Similarly, photocyclization of 2a-e in acetonitrile or methanol produced dihydrobenzofuranols 13a-e in a fair to good yields. In the photocyclization of 2b-d, not only in nonpolar benzene but also in polar acetonitrile or methanol, increasing the size of alkyl group from methyl (R = Me) to ethyl or isopropyl group (R = Et or i-Pr) gave cu-dibydrobenzofuranols cis-13b-d predominantly. Conformational, solvent and substituent effects on the cyclization of 1,5-biradicals and reaction pathways are discussed.
- Sharshira, Essam Mohamed,Horaguchi, Takaaki
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p. 1837 - 1849
(2007/10/03)
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