http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-093598-A1

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d9af4d89807e0db8298692dffeabf875
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filingDate 2013-11-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_1a12a1e81e6f9439f326e78df30eeb97
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c44f78240a216635e942fdb188e428ba
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publicationDate 2015-06-10-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-093598-A1
titleOfInvention COMPOUNDS AND THEIR EMPLOYMENT METHODS
abstract Compounds and compositions comprising compounds that inhibit glutaminase are described herein. Methods for employing compounds that inhibit glutaminase in the treatment of cancer are also described herein. Claim 1: A compound of the formula (1) or a pharmaceutically acceptable salt thereof, wherein X is an optionally substituted C₃₋₇ cycloalkylene; each W, Y and Z is independently -S-, -CH =, -O-, -N = or -NH-, provided that for each ring at least one of the groups W, Y and Z is not -CH =; each R¹ and R² is independently -NH₂, -N (R³) -C (O) -R⁴, -C (O) -N (R³) -R⁴, -N (R³) -C (O) -O-R⁴, -N (R³) -C (O) -N (R³) -R⁴ or -N (R³) -C (O) -SR⁴; each R³ is independently hydrogen, C₁₋₆ alkyl or aryl; each R⁴ is independently C₁₋₆ alkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, cycloalkyl, cycloalkylalkyl, heterocyclylalkyl or heterocyclyl, each of which is substituted 0-3 times with R⁵; each R⁵ is independently C₁₋₆ alkyl, C₁₋₆ alkoxy, -O- (C₁₋₆ alkylene) (C₁₋₆ alkoxy), -O-heterocyclyl, C₁₋₆ thioalkoxy, C₁₋₆ haloalkyl, C₃₋₇ cycloalkyl, C₃₋₇ cycloalkylalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, heterocyclyl alkyl, heterocyclyl, cyano, halo, oxo, -OH, -OCF₃, -OCHF₂, -SO₂- (C₁₋₆ alkyl), -NO₂, -N (R⁷) -C (O) - (C₁₋₆ alkyl), -C (O) N (R⁷) ₂, -N (R⁷) S (O) ₁₋₂- (C₁₋₆ alkyl), -S (O) ₂N (R⁷) ₂, -N (R⁷) ₂, - (C₁₋₆ alkylene) -N (R⁷) ₂, wherein said alkyl, C₁₋₆ alkoxy, -O- (C₁₋₆ alkylene) (C₁₋₆ alkoxy) , -O-heterocyclyl, C₁₋₆ thioalkoxy, C₁₋₆ haloalkyl, C₃₋₇ cycloalkyl, C₃₋₇ cycloalkylalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, heterocyclylalkyl, heterocyclyl, -SO₂- (C₁₋₆ alkyl), -NO₂ , -N (R⁷) -C (O) - (C₁₋₆ alkyl), -C (O) N (R⁷) ₂, -N (R⁷) S (O) ₁₋₂- (C₁₋₆ alkyl), -S (O) ₂N (R ) ₂, -N (R⁷) ₂ or (C₁₋₆ alkylene) -N (R⁷) ₂ is optionally substituted 0-3 times with R⁸; or two adjacent R⁵ moieties, taken together with the atoms to which they are attached, form a cycloalkyl or heterocyclyl; each R⁶ is independently hydrogen, fluoro, C₁₋₆ alkyl, -OH, -NH₂, -NH (CH₃), -N (CH₃) ₂ or C₁₋₆ alkoxy; each R⁷ is independently hydrogen or C₁₋₆ alkyl; each R⁸ is independently halo, C₁₋₆ alkyl, C₁₋₆ haloalkyl, -OH, -N (R⁷) ₂ or C₁₋₆ alkoxy, -O- (C₁₋₆ alkylene) (C₁₋₆ alkoxy), CN, NO₂ , -N (R⁷) -C (O) - (C₁₋₆ alkyl), -C (O) N (R⁷) ₂, -N (R⁷) S (O) ₁₋₂ (C₁₋₆ alkyl) or - S (O) ₂N (R⁷) ₂; m is 0, 1 or 2; n is 0, 1 or 2; or is 1, 2 or 3; and p is 1, 2 or 3; provided that (i) when X is unsubstituted cyclopropyl, R¹ and R² are not both -NH₂ or NH-C (O) -phenyl; (ii) X is not substituted cyclobutyl or substituted cyclopentyl; and (iii) when X is unsubstituted cyclopropyl, and m and n are both 1, R¹ and R² are not both NH-C (O) -benzyl.
priorityDate 2012-11-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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