OICR-9429
- CAS No.
- 1801787-56-3
- Chemical Name:
- OICR-9429
- Synonyms
- CS-2362;OICR-9429;OICR-9429 (OICR9429;OICR-9429, 10 mM in DMSO;6-hydroxy-N-(4-(4-methylpiperazin-1-yl)-3'-(morpholinomethyl)-[1,1'-biphenyl]-3-yl)-4-(trifluoromethyl)nicotinamide;N-[2-(4-methylpiperazin-1-yl)-5-[3-(morpholin-4-ylmethyl)phenyl]phenyl]-6-oxo-4-(trifluoromethyl)-1H-pyridine-3-carboxamide;N-[2-(4-Methylpiperazin-1-yl)-5-[3-(morpholin-4-ylmethyl)phenyl]phenyl]-6-oxo-4-(trifluoromethyl)-1,6-dihydropyridine-3-carboxamide;N-(4-(4-methylpiperazin-1-yl)-3'-(morpholinomethyl)-[1,1'-biphenyl]-3-yl)-6-oxo-4-(trifluoromethyl)-1,6-dihydropyridine-3-carboxamide;3-Pyridinecarboxamide, 1,6-dihydro-N-[4-(4-methyl-1-piperazinyl)-3'-(4-morpholinylmethyl)[1,1'-biphenyl]-3-yl]-6-oxo-4-(trifluoromethyl)-;OICR9429,pancreatic,Histone Methyltransferase,MLL,inhibit,OICR-9429,colon,prostate cance,bladder cancer (BCa),Inhibitor,WD repeat domain 5 (WDR5),Apoptosis,leukaemia,H3K4
- CBNumber:
- CB43133471
- Molecular Formula:
- C29H32F3N5O3
- Molecular Weight:
- 555.59
- MDL Number:
- MFCD28411621
- MOL File:
- 1801787-56-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Boiling point | 693.0±55.0 °C(Predicted) |
|---|---|
| Density | 1.325±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | insoluble in EtOH; insoluble in H2O; ≥21.52 mg/mL in DMSO |
| form | powder |
| pka | 8.84±0.10(Predicted) |
| color | white to light brown |
| InChI | 1S/C7H5FN2O2/c1-2-3-10-4-5(8)6(11)9-7(10)12/h1,4H,3H2,(H,9,11,12) |
| InChIKey | DJOVLOYCGXNVPI-UHFFFAOYSA-N |
| SMILES | C1NC(=O)C=C(C(F)(F)F)C=1C(NC1C(N2CCN(C)CC2)=CC=C(C2=CC=CC(CN3CCOCC3)=C2)C=1)=O |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315 | |||||||||
| Precautionary statements | P264-P302+P352-P321-P332+P313-P362+P364 | |||||||||
| WGK Germany | WGK 3 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Skin Irrit. 2 | |||||||||
| NFPA 704 |
|
OICR-9429 price More Price(43)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML1209 | OICR-9429 ≥98% (HPLC) | 1801787-56-3 | 5MG | $217 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML1209 | OICR-9429 ≥98% (HPLC) | 1801787-56-3 | 25MG | $696 | 2022-05-15 | Buy |
| Cayman Chemical | 16095 | OICR-9429 ≥98% | 1801787-56-3 | 1mg | $63 | 2026-04-30 | Buy |
| Cayman Chemical | 16095 | OICR-9429 ≥98% | 1801787-56-3 | 5mg | $168 | 2026-04-30 | Buy |
| Cayman Chemical | 16095 | OICR-9429 ≥98% | 1801787-56-3 | 10mg | $242 | 2026-04-30 | Buy |
OICR-9429 Chemical Properties, Uses, Production
Uses
OICR-9429 is a chemical probe which inhibits the interaction of WDR5 (WD-repeat Protein 5) with peptide regions of MLL and Histone 3 with high selectivity. WDR5 is a part of the mixed-lineage leukemia (MLL) transferase complex that targets histone 3.
Biological Activity
oicr-9429 is an antagonist of wdr5-mll interaction.wdr5 has been identified as a component of the mll complex, which is required for histone h3 tri-methylation by its binding of histone h3. thus, wdr5 is reported to be a presenter component of mll, suggesting that wdr5 can bind substrates of methylated histone h3 to the mll complex for further methylation.
Biochem/physiol Actions
OICR-9429 is a cell penetrant, potent and selective antagonist of the interaction of WDR5 (WD repeat domain 5) with peptide regions of MLL and Histone 3 that potently binds to WDR5. OICR-9429 inhibits the interaction of WDR5 with MLL1 and RbBP5 in cells. For full characterization details, please see OICR-9429 on the Structural Genomics Consortium (SGC) website.OICR-0547 is the negative control for the active probe, OICR-9429. To request a sample of the negative control from the SGC, click here.To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
in vitro
previous study found that wdr5 could be detected readily in c/ebpα immunoprecipitates from lysates of cebpap30/p30 cells by the treatment of oicr-9429, indicating that the wdr5-mll interaction could not influence p30 binding. moreover, the gene expression profiling of oicr-9429-treated cebpap30/p30 cells showed that wdr5 antagonism could result in the upregulation of myeloid-specific transcripts. in addition, the gene set enrichment analyses demonstrated a close correlation between oicr-9429–induced genes and genes that were upregulated after wdr5 knockdown. furthermore, the gene profile of cebpap30/p30 lics6 was downregulated due to the wdr5 antagonism caused by oicr-9429. further treatment of oicr-9429 to cebpap30/p30 cells was found to be associated with myeloid differentiation and loss of progenitor morphology [1].
IC 50
5 um
storage
Store at -20°C
References
[1] FLORIAN GREBIEN. Pharmacological targeting of the Wdr5-MLL interaction in C/EBPα N-terminal leukemia[J]. Nature chemical biology, 2015, 11 8: 571-578. DOI:10.1038/nchembio.1859.
[2] DONG A, DOMBROVSKI L, WALKER J, et al. Crystal structure of human WDR5 in complex with compound OICR-9429[C]. 2014: 0. DOI:10.2210/pdb4ql1/pdb.
[3] MATTHUS GETLIK. Structure-Based Optimization of a Small Molecule Antagonist of the Interaction Between WD Repeat-Containing Protein 5 (WDR5) and Mixed-Lineage Leukemia 1 (MLL1)[J]. Journal of Medicinal Chemistry, 2016, 59 6: 2478-2496. DOI:10.1021/acs.jmedchem.5b01630.
OICR-9429 Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Chengdu PEIP Pharmaceutical Technology Co., LTD. | 028-61715638 18011352545 | 1242335275@qq.com | China | 473 | 58 |
| Shanghai Boyle Chemical Co., Ltd. | sales@boylechem.com | China | 2915 | 55 | |
| MedChemexpress LLC | 021-58955995 | sales@medchemexpress.cn | United States | 4853 | 58 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Mashilabs (Shanghai) Co.,Ltd. | 19916721580 | mafarm@126.com | China | 4534 | 58 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Shanghai Lollane Biological Technology Co.,Ltd. | 021-52996696，15000506266 15000506266 | China | 4858 | 55 | |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| ShangHai Biochempartner Co.,Ltd | 177-54423994 17754423994 | 2853530910@QQ.com | China | 8000 | 62 |
