US2022162208A1PendingUtilityA1

Hydantoin derivative

Assignee: CHUGAI PHARMACEUTICAL CO LTDPriority: Dec 10, 2012Filed: May 25, 2021Published: May 26, 2022
Est. expiryDec 10, 2032(~6.4 yrs left)· nominal 20-yr term from priority
C07D 519/00C07D 491/10A61K 31/438A61P 3/14A61P 5/18A61P 43/00C07D 471/10A61P 19/00A61P 5/00A61P 3/00
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Claims

Abstract

The present invention provides compounds represented by formula (1) below and pharmacologically acceptable salts thereof:wherein R1, R2, R3, and R4 are as defined in the claims.

Claims

exact text as granted — not AI-modified
1 .- 5 . (canceled) 
     
     
         6 . A compound or a pharmacologically acceptable salt thereof, wherein the compound is selected from the group consisting of:
 1-(4-(2-((2-(4-fluoro-3-(trifluoromethoxy)phenyl)-4-oxo-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)-3,5-dimethylphenyl)-5,5-dimethylimidazolidine-2,4-dione;   1-(4-(2-((2-(3-bromophenyl)-4-oxo-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)-3,5-dimethylphenyl)-5,5-dimethylimidazolidine-2,4-dione;   1-(4-(2-((2-(4-fluoro-3-(trifluoromethyl)phenyl)-4-oxo-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)-3,5-dimethylphenyl)-5,5-dimethylimidazolidine-2,4-dione;   1-(4-(2-((2-(3-fluoro-4-(trifluoromethoxy)phenyl)-4-oxo-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)-3,5-dimethylphenyl)-5,5-dimethylimidazolidine-2,4-dione;   1-(4-(2-((2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-4-oxo-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)-3,5-dimethylphenyl)-5,5-dimethylimidazolidine-2,4-dione;   1-(3,5-dimethyl-4-(2-((4-oxo-2-(3-(trifluoromethyl)phenyl)-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)phenyl)-5,5-dimethylimidazolidine-2,4-dione;   1-(3,5-dimethyl-4-(2-((4-oxo-2-(4-(trifluoromethoxy)phenyl)-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)phenyl)-5,5-dimethylimidazolidine-2,4-dione);   1-(3,5-dimethyl-4-(2-((4-oxo-2-(4-(trifluoromethoxy)phenyl)-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)phenyl)-1,3-diazaspiro[4.4]nonane-2,4-dione;   1-(3,5-dimethyl-4-(2-((4-oxo-2-(4-(trifluoromethoxy)phenyl)-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)phenyl)-8-methyl-1,3,8-triazaspiro[4.5]decane-2,4-dione;   5-(3,5-dimethyl-4-(2-((4-oxo-2-(4-(trifluoromethoxy)phenyl)-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)phenyl)-2-oxa-5,7-diazaspiro[3.4]octane-6,8-dione; and   4-(3,5-dimethyl-4-(2-((4-oxo-2-(4-(trifluoromethoxy)phenyl)-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)phenyl)-4,6-diazaspiro[2.4]heptane-5,7-dione.   
     
     
         7 . The compound or the pharmacologically acceptable salt thereof of  claim 6 , wherein the compound is 1-(3,5-dimethyl-4-(2-((4-oxo-2-(3-(trifluoromethyl)phenyl)-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)phenyl)-5,5-dimethylimidazolidine-2,4-dione 
     
     
         8 . The compound or the pharmacologically acceptable salt thereof of  claim 6 , wherein the compound is 1-(3,5-dimethyl-4-(2-((4-oxo-2-(4-(trifluoromethoxy)phenyl)-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)phenyl)-5,5-dimethylimidazolidine-2,4-dione. 
     
     
         9 . The compound or the pharmacologically acceptable salt thereof of  claim 6 , wherein the compound is 1-(3,5-dimethyl-4-(2-((4-oxo-2-(4-(trifluoromethoxy)phenyl)-1,3,8-triazaspiro[4.5]deca-1-en-8-yl)sulfonyl)ethyl)phenyl)-1,3-diazaspiro[4.4]nonane-2,4-dione. 
     
     
         10 . A pharmaceutical composition, which comprises the compound or the pharmacologically acceptable salt thereof of  claim 6  as an active ingredient. 
     
     
         11 . The pharmaceutical composition of  claim 10 , which is for use in oral administration. 
     
     
         12 . A pharmaceutical composition for activating intracellular cAMP response, which comprises the compound or the pharmacologically acceptable salt thereof of  claim 6  as an active ingredient. 
     
     
         13 . A stem cell-mobilizing agent, or an agent for preventing or treating arthritis, thrombocytopenia, hypoparathyroidism, hyperphosphatemia or tumoral calcinosis, which comprises the compound or the pharmacologically acceptable salt thereof of  claim 6  as an active ingredient. 
     
     
         14 . A method for prevention or treatment of arthritis, thrombocytopenia, hypoparathyroidism, hyperphosphatemia or tumoral calcinosis, or stem cell mobilization, wherein the method comprises administering a pharmaceutically effective amount of a composition comprising the compound or the pharmacologically acceptable salt thereof of  claim 6  to a patient in need of the prevention or treatment of the disease or stem cell mobilization. 
     
     
         15 .- 16 . (canceled)

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