1,1′-[2-(Phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone]
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![1,1′-[2-(Phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone] structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/1a7949b6d580470a89c72c4df33f1b82.png "1,1′-[2-(Phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone]")
1,1′-[2-(Phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone]
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CAS No:
1415800-43-9
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Formula:
C32H43N5O2
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Chemical Name:
1,1′-[2-(Phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone]
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Synonyms:
Methanone,1,1′-[2-(phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]-;1,1′-[2-(Phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone];UNC 1215;[3-Anilino-4-(4-pyrrolidin-1-ylpiperidine-1-carbonyl)phenyl]-(4-pyrrolidin-1-ylpiperidin-1-yl)methanone
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CAS No:
1,1′-[2-(Phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone] Basic Attributes
529.71612
529.72
Characteristics
59.1
5.1
white to beige
1.224±0.06 g/cm3(Predicted)
712.1±60.0 °C(Predicted)
DMSO: soluble5mg/mL, clear
2-8°C
1,1′-[2-(Phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone] Use and Manufacturing
Take 9.0g compound, dissolved in 90ml DMF was added 11.3g HOBt, 16.0g EDCI · HCl, 14.2g EtTake 9.0g compound, dissolved in 90ml DMF was added 11.3g HOBt, 16.0g EDCI · HCl, 14.2g Et3N, Under nitrogen, ice bath reaction 1h.Then 10.8g 4- (1- pyrrolidine) piperidine was dissolved in 50ml DMF, was added dropwise the reaction mixture was stirred overnight, the next day the reaction was complete by TLC; the reaction was quenched with water added 200ml, 200ml add the EA and the combined organic additive water 200ml, with 3M HCl pH adjusted to about 3, separated, the organic phase discarded, the aqueous phase was adjusted to pH 9-10 and the product extracted with EA, the organic phase was washed with saturated aqueous sodium chloride and were washed three times, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the solvent to give the crude product 18g.The residue was treated with EtOH / EA / PE obtain 16.4g white crystalline solid product, i.e., (2-(phenylamino)-1, 4-phenylene)bis((4-(pyrrolidin-1-yl)piperidin-1-yl)methanone), i.e. the compound UNC1215, shown in Figure 5, yield 88.7%.
UNC 1215 is ; a potent, selective antagonist of L3MBTL3 with cellular activity. UNC1215 binds the MBT domains of L3MBTL3 with a Kd of 120 nM, competitively displacing mono- or dimethyl-lysine containing peptides
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1,1′-[2-(Phenylamino)-1,4-phenylene]bis[1-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone]
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