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

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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.

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Safety

Hazard Codes: Xi
Risk Statements: 41
Safety Statements: 61
WGK Germany: 3

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: I1911
Product name: IU1
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $143
Updated: 2024/03/01

Sigma-Aldrich

Product number: I1911
Product name: IU1
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $218
Updated: 2024/03/01

Cayman Chemical

Product number: 10617
Product name: IU1
Purity: ≥98%
Packaging: 5mg
Price: $38
Updated: 2024/03/01

Cayman Chemical

Product number: 10617
Product name: IU1
Purity: ≥98%
Packaging: 10mg
Price: $71
Updated: 2024/03/01

Cayman Chemical

Product number: 10617
Product name: IU1
Purity: ≥98%
Packaging: 50mg
Price: $292
Updated: 2024/03/01

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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

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1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone Suppliers

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View Lastest Price from 1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone manufacturers

Career Henan Chemical Co

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

314245-33-5, 1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanoneRelated Search:

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1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone

IU1

1-[1-(4-FLUOROPHENYL)-2,5-DIMETHYL-1H-PYRROL-3-YL]-2-(1-PYRROLIDINYL)ETHANONE;IU1

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)-

IU1; IU-1; IU 1

IU-1 (USP14 inhibitor IU1)

CS-1901

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 USP/EP/BP

1-(1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl)-2-(pyrrolidin-1-yl)ethan-1-one

1-[1-(4-Fluorophenyl)-2,5-dimethyl-3-pyrrolyl]-2-(1-pyrrolidinyl)ethanone

314245-33-5

Inhibitors

Inhibitor