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US 2011/0237606 A1Published application
3-Deazaneplanocin Derivatives
AssigneeAgency of Science, Technology and Research
InventorsChristina L. L. Chai, Eric K.W. Tam, Haiyan Yang, Qiang Yu, Tuan Minh Nguyen
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Abstract
This invention describes the series of compounds based on the 3-deazaneplanocin A (DZNep) core structure designed to inhibit the function of Polycomb repressive complex 2 (PRC2) proteins.
Claims16
A compound of structure I:
- wherein:
- X and Y are independently C or O,
- A is C or N;
- is a single bond or a double bond;
- R1 and R2 are either absent or independently selected from the group consisting of hydrogen, halogen, optionally substituted alkyl, optionally substituted aryl, optionally substituted alkyl-Z— and optionally substituted aryl-Z—, where Z is N, O, S or Si, or R1 and R2 together form an optionally substituted hydrocarbon bridge or an optionally substituted α,ω-dioxahydrocarbon bridge between X and Y;
- R3 and R4 are independently selected from the group consisting of hydrogen, halogen, optionally substituted alkyl, optionally substituted aryl, optionally substituted alkyl-Z′— and optionally substituted aryl-Z′—, where Z′ is N, O, S or Si, or R3 and R4 together form an optionally substituted hydrocarbon bridge or an optionally substituted α,ω-dioxahydrocarbon bridge between the two carbon atoms to which they are attached;
- R5 and R6 are independently selected from the group consisting of hydrogen, optionally substituted alkyl and optionally substituted aryl, or R5 and R6 together with the nitrogen atom to which they are attached form an optionally substituted azacycloalkyl group;
- or an enantiomer or diastereomer thereof or a salt of any of these,
- wherein if either X or Y or both is O, is a single bond and if X═O, R2 is absent and if Y═O, R1 is absent, and
- wherein said compound is not 3-deazaneplanocin A or aristeromycin or 3-deazaaristeromycin hydrochloride or (1S,2R,5R)-5-(6-amino-9H-purin-9-yl)-3-(methoxymethyl)cyclopent-3-ene-1,2-diol hydrochloride or (1S,2R,5R)-5-(6-amino-9H-purin-9-yl)-3-(fluoromethyl)cyclopent-3-ene-1,2-diol) hydrochloride or (1R,2S,3R)-3-(6-amino-9H-purin-9-yl)cyclopentane-1,2-diol or (1R,2S,3R)-3-(4-amino-1H-imidazo[4,5-c]pyridin-1-yl)cyclopentane-1,2-diol or (±)-(1R,2S,3R)-3-(6-amino-9H-purin-9-yl)-1,2-cyclopentanediol hydrochloride or 2′,3′-O-isopropylidene-3-deazaneplanocin A or (1S,2R,5R)-5-(6-amino-9H-purin-9-yl)-3-methylcyclopent-3-ene-1,2-diol hydrochloride.
7 more elements
13-17. (canceled)
Dependencies are inferred from the claim text.