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[ CAS No. 22179-72-2 ] {[proInfo.proName]}

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Chemical Structure| 22179-72-2
Chemical Structure| 22179-72-2
Structure of 22179-72-2 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations

Shifali Shishodia ; Raymundo Nu?ez ; Brayden P. Strohmier , et al. DOI: PubMed ID:

Abstract: PBRM1 is a subunit of the PBAF chromatin remodeling complex that uniquely contains six bromodomains. PBRM1 can operate as a tumor suppressor or tumor promoter. PBRM1 is a tumor promoter in prostate cancer, contributing to migratory and immunosuppressive phenotypes. Selective chemical probes targeting PBRM1 bromodomains are desired to elucidate the association between aberrant PBRM1 chromatin binding and cancer pathogenesis and the contributions of PBRM1 to immunotherapy. Previous PBRM1 inhibitors unselectively bind SMARCA2 and SMARCA4 bromodomains with nanomolar potency. We used our protein-detected NMR screening pipeline to screen 1968 fragments against the second PBRM1 bromodomain, identifying 17 hits with Kd values from 45 μM to >2 mM. Structure–activity relationship studies on the tightest-binding hit resulted in nanomolar inhibitors with selectivity for PBRM1 over SMARCA2 and SMARCA4. These chemical probes inhibit the association of full-length PBRM1 to acetylated histone peptides and selectively inhibit growth of a PBRM1-dependent prostate cancer cell line.

Purchased from AmBeed: ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; 100-52-7 ; 123-11-5 ; 1711-06-4 ; 454-89-7 ; ; ; ; ; ; ; ; ; ; ; ; ; 118-92-3 ; 22458-07-7 ; ; ; ; ; 97-96-1 ; ; 89-98-5

Product Details of [ 22179-72-2 ]

CAS No. :22179-72-2 MDL No. :MFCD01313285
Formula : C7H6FNS Boiling Point : -
Linear Structure Formula :- InChI Key :VQFOHZWOKJQOGO-UHFFFAOYSA-N
M.W : 155.19 Pubchem ID :737223
Synonyms :

Safety of [ 22179-72-2 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P264-P270-P301+P310-P321-P330-P405-P501 UN#:2811
Hazard Statements:H301 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 22179-72-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 22179-72-2 ]

[ 22179-72-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 22179-72-2 ]
  • [ 188869-05-8 ]
  • C17H19FN2O2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% In isopropyl alcohol; at 90℃; To the stirred solution of 4-fluorobenzothioamide (0.38 g, 2.45 mmol) in isopropyl alcohol (10 mL), feri-butyl 3-bromo-4-oxopiperidine-1 -carboxylate (0.68 g, 2.45 mmol) was added at RT and the reaction mixture was stirred at 90 °C overnight. Completion of the reaction was monitored by TLC. The reaction mixture was then evaporated under vacuum and was basified using saturated Na2C03 (20 mL). The aqueous layer was extracted with EtOAc (2 x 50 mL) and the combined organic layer was washed with water (15 mL), brine solution (15 mL) and dried over anhydrous Na2S04. The organic layer was evaporated under vacuum to afford the title compound that was used in the next step as such without any further purification. Yield: 65percent (0.5 g, brown solid). 1H NMR (400 MHz, DMSO-d6): delta 7.95-7.91 (m, 2H), 7.35-7.30 (m, 2H), 3.94 (d, J = 1.6 Hz, 2H), 3.04-3.01 (m, 2H), 2.74 (t, J = 4.0 Hz, 2H), 1.34 (s, 9H). LCMS: (Method A) 335.3 (M+H), Rt. 2.4 min, 84.3percent (Max).
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