1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone
- Product Name
- 1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone
- CAS No.
- 314245-33-5
- Chemical Name
- 1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone
- Synonyms
- IU1;CS-1901;IU1; IU-1; IU 1;IU-1 (USP14 inhibitor IU1);1-[1-(4-Fluorophenyl)-2,5-dimethyl-3-pyrrolyl]-2-(1-pyrrolidinyl)ethanone;1-[1-(4-Fluorophenyl)-2,5-dimethylpyrrol-3-yl]-2-(pyrrolidin-1-yl)ethanone;1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone;1-(1-(4-fluorophenyl)-2,5-diMethyl-1H-pyrrol-3-yl)-2-(pyrrolidin-1-yl)ethanone;Ethanone, 1-[1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)-;1-[1-(4-FLUOROPHENYL)-2,5-DIMETHYL-1H-PYRROL-3-YL]-2-(1-PYRROLIDINYL)ETHANONE;IU1
- CBNumber
- CB42518875
- Molecular Formula
- C18H21FN2O
- Formula Weight
- 300.37
- MOL File
- 314245-33-5.mol
1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone Property
- Boiling point:
- 437.0±45.0 °C(Predicted)
- Density
- 1.16±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: >10mg/mL
- form
- powder
- pka
- 8.20±0.20(Predicted)
- color
- off-white to light brown
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H318Causes serious eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- I1911
- Product name
- IU1
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $143
- Updated
- 2024/03/01
- Product number
- I1911
- Product name
- IU1
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $218
- Updated
- 2024/03/01
- Product number
- 10617
- Product name
- IU1
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $38
- Updated
- 2024/03/01
- Product number
- 10617
- Product name
- IU1
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $71
- Updated
- 2024/03/01
- Product number
- 10617
- Product name
- IU1
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $292
- Updated
- 2024/03/01
1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone Chemical Properties,Usage,Production
Description
IU1 (314245-33-5) is a selective inhibitor of USP14 (IC50<4 μM). Enhances proteasome activity and substrate proteolysis.1,2 Inhibits Dengue virus replication.3 In prion-infected CAD5 cells activation of the ubiquitin proteasome system by IU1 is sufficient to induce clearance of polyubiquitinated substrates and reduce misfolded prion protein load.4 Attenuates ischemia/reperfusion-induced neuronal injury in a mouse model.5 Cell permeable.
Uses
IU1 has been used for the inhibition of Ubiquitin Specific Peptidase 14 (USP14) in human neuroblastoma cells (SH-SY5Y) and in ubiquitin-rhodamine hydrolysis plate assay.
Biochem/physiol Actions
IU1 is an inhibitor of USP14, a deubiquitinating enzyme associated with the proteasome. The proteasome mediates the cellular degradation of oxidized, damaged and misfolded proteins which, if not removed, accumulate and become toxic to cells. Proteins targeted for proteasomal degradation are first ubiquitinated, with longer length ubiquitin chains interacting more strongly with the proteasome. Deubiquitinating enzymes (DUBs) such as USP14 interfere with the degradation process. IU1 inhibits USP14-mediated ubiquitin "chain-trimming" thereby enhancing substrate degradation by the proteasome. The compound may help to eliminate toxic proteins more effectively by enhancing their degradation.
References
1) Lee et al. (2010), Enhancement of proteasome activity by a small-molecule inhibitor of USP14; Nature, 467 1179 2) Lee et al. (2010), Trimming of ubiquitin chains by proteasome-associated deubiquitinating enzymes; Mol. Cell. Proteomics, 10 R110 3) Nag and Finley (2012), A small-molecule inhibitor of deubiquitinating enzyme USP14 inhibits Dengue virus replication; Virus Res., 165 103 4) McKinnon et al. (2016), Prion-mediated neurodegeneration is associated with early impairment of the ubiquitin-proteasome system; Acta Neuropathol., 131 411 5) Min et al. (2017), USP14 inhibitor attenuates cerebral ischemia/reperfusion-induced neuronal injury in mice; J. Neurochem., 140 826 6) Homma et al. (2015); Ubiquitin-specific protease 14 modulates degradation of cellular prion protein; Sci. Rep. 5 11028 ?[FOCUS CITATION]
1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone Preparation Products And Raw materials
Raw materials
Preparation Products
1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone Suppliers
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- customerservice@tocris.co.uk
- Country
- United Kingdom
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- 5726
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- info@glenthamls.com
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View Lastest Price from 1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone manufacturers
- Product
- 1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone 314245-33-5
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2019-07-09