UNC-1215
- Product Name
- UNC-1215
- CAS No.
- 1415800-43-9
- Chemical Name
- UNC-1215
- Synonyms
- CS-714;UNC1215;UNC 1215;UNC-1215;UNC 1215, >=98%;UNC 1215; UNC1215;UNC-1215 USP/EP/BP;UNC1215, 10 mM in DMSO;N-Phenyl-2,5-bis({[4-(pyrrolidin-1-yl)piperidin-1-yl]carbonyl})aniline;(2-(phenylaMino)-1,4-phenylene)bis((4-(pyrrolidin-1-yl)piperidin-1-yl)Methanone)
- CBNumber
- CB72666694
- Molecular Formula
- C32H43N5O2
- Formula Weight
- 529.72
- MOL File
- 1415800-43-9.mol
UNC-1215 Property
- Boiling point:
- 712.1±60.0 °C(Predicted)
- Density
- 1.224±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: soluble5mg/mL, clear
- form
- powder
- pka
- 9.90±0.20(Predicted)
- color
- white to beige
- InChIKey
- PQOOIERVZAXHBP-UHFFFAOYSA-N
- SMILES
- C1(C(N2CCC(N3CCCC3)CC2)=O)=CC=C(C(N2CCC(N3CCCC3)CC2)=O)C=C1NC1=CC=CC=C1
Safety
- WGK Germany
- 3
- HS Code
- 2933998090
N-Bromosuccinimide Price
- Product number
- SML0662
- Product name
- UNC1215
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $120
- Updated
- 2025/07/31
- Product number
- SML0662
- Product name
- UNC1215
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $386
- Updated
- 2025/07/31
- Product number
- 13968
- Product name
- UNC1215
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $48
- Updated
- 2024/03/01
- Product number
- 13968
- Product name
- UNC1215
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $117
- Updated
- 2024/03/01
- Product number
- 13968
- Product name
- UNC1215
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $210
- Updated
- 2024/03/01
UNC-1215 Chemical Properties,Usage,Production
Uses
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
Definition
ChEBI: [3-anilino-4-[oxo-[4-(1-pyrrolidinyl)-1-piperidinyl]methyl]phenyl]-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone is a member of benzamides and a N-acylpiperidine.
Biological Activity
UNC1215 is a potent, selective antagonist of L3MBTL3 with cellular activity. Lethal (3) malignant brain tumor-like protein 3 (L3MBTL3) is a putative polycomb group (PcG) protein with gene-repressing activity, a member of the MBT family of methyllysine binders. Methyl-lysine binding proteins are a family of proteins th at are important epigenetic regulators th at “read” the post-translational methylation state of histone lysine residues and modulate protein-protein interactions th at regulate gene expression. UNC1215 has an IC50 of 20 nM and > 100-fold selectivity over 13 HMTs and selected representatives of kinases, ion channels, 7TMs, and other epigenetic proteins. UNC1215 showed a significant decrease in FRAP recovery (Fluorescence Recovery After Photobleaching) time below 1 microM in cells using GFP-L3MBTL3. For full characterization details, please visit the UNC1215 probe summary on the Structural Genomics Consortium (SGC) website.
To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
Synthesis
566155-75-7
5004-07-9
1415800-43-9
The general procedure for the synthesis of (2-(phenylamino)-1,4-phenylene)bis((4-(pyrrolidin-1-yl)piperidin-1-yl)methanone) from 2-(phenylamino)terephthalic acid and 4-pyrrolidin-1-yl-piperidine was as follows: 9.0 g of 2-(phenylamino)terephthalic acid was dissolved in 90 mL of N,N-dimethylformamide (DMF), 11.3 g of 1 -hydroxybenzotriazole (HOBt), 16.0 g 1 -ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDCI-HCl) and 14.2 g triethylamine (Et3N). The reaction was carried out in an ice bath under nitrogen protection for 1 hour. Subsequently, 10.8 g of 4-(1-pyrrolidinyl)piperidine dissolved in 50 mL of DMF was slowly added dropwise to the above reaction mixture and stirred at room temperature overnight. The following day, the completion of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction was quenched with water, diluted with 200 mL of water and subsequently extracted with 200 mL of ethyl acetate (EA). The organic phases were combined and the pH of the aqueous phase was adjusted to about 3 with 3 M hydrochloric acid, the organic phase was separated and discarded. The aqueous phase pH was adjusted to 9-10 and the product was extracted with EA. The organic phases were combined, washed three times with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the solvent to give 18 g of crude product. The crude product was recrystallized with ethanol (EtOH)/EA/petroleum ether (PE) mixed solvent to give 16.4 g of white crystalline solid, the target compound (2-(phenylamino)-1,4-phenylene)bis((4-(pyrrolidin-1-yl)piperidin-1-yl)methanone) (UNC1215) in 88.7% yield.
target
L3MBTL3
References
[1] Patent: CN104072403, 2016, B. Location in patent: Paragraph 0037
UNC-1215 Preparation Products And Raw materials
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