856243-80-6

Basic information

• Product Name: WP1130
• Synonyms: WP1130;(2E)-3-(6-Bromo-2-pyridinyl)-2-cyano-N-[(1S)-1-phenylbutyl]-2-propenamide;Degrasyn;Degrasyn (WP1130);WP1130 ( Degrasyn );(S,E)-3-(6-bromopyridin-2-yl)-2-cyano-N-(1-phenylbutyl)acrylamide;(2E)-3-(6-Bromo-2-pyridinyl)-2-cyano-N-[(1S)-1-phenylbutyl]-2-propenamide Degrasyn (WP1130);Degrasyn, >=98%
• CAS NO: 856243-80-6
• Molecular Formula: C₁₉H₁₈BrN₃O
• Molecular Weight: 384.28
• EINECS: 604-604-1
• Product Categories: Inhibitors;Inhibitor
• Mol File: 856243-80-6.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.358
• Storage Temp.: -20°
• Solubility: Soluble in DMSO (up to 45 mg/ml), or in Ethanol (up to 25 mg/ml).
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
• CAS DataBase Reference: WP1130(CAS DataBase Reference)
• NIST Chemistry Reference: WP1130(856243-80-6)
• EPA Substance Registry System: WP1130(856243-80-6)

Safety Data

• Hazardous Substances Data: 856243-80-6(Hazardous Substances Data)

Usage

Description

WP1130 is a novel deubiquitinating enzyme (DUB) inhibitor that directly targets USP9x, USP5, USP14, and UCH37, leading to the rapid accumulation of polyubiquitinated proteins and triggering tumor cell apoptosis. It also blocks Jak2 signaling via Jak2 ubiquitination and causes the ablation of the oncogenic transcription factor ERG in prostate cancer cells.

Uses

Used in Oncology:
WP1130 is used as a therapeutic agent for cancer treatment, specifically for its ability to induce tumor cell apoptosis and block Jak2 signaling. Its action on the oncogenic transcription factor ERG makes it a potential treatment for prostate cancer.
Used in Drug Development:
WP1130 is used as a research tool in the development of new cancer therapies, particularly those targeting the ubiquitin-proteasome system and Jak2 signaling pathways. Its ability to rapidly accumulate polyubiquitinated proteins and trigger apoptosis in tumor cells makes it a valuable compound for studying the mechanisms of cancer cell death and identifying potential therapeutic targets.
Used in Biochemical Research:
WP1130 is used as a research reagent to study the function and regulation of deubiquitinating enzymes, such as USP9x, USP5, USP14, and UCH37. Its ability to directly inhibit these enzymes allows researchers to investigate their roles in various cellular processes, including protein degradation, cell cycle regulation, and signal transduction.

References

1) Kapuria et al. (2010), Deubiquitinase inhibition by small-molecule WP1130 triggers aggresome formation and tumor cell apoptosis; Cancer Res., 70 9265 2) Kapuria et al. (2011), A novel small molecule deubiquitinase inhibitor blocks Jak2 signaling through Jak2 ubiquitination; Cell Signal., 23 2076 3) Wang et al. (2014), Ablation of the oncogenic transcription factor ERG by deubiquitinase inhibition in prostate cancer; Proc. Natl. Acad. Sci. USA, 111 4251

Upstream product

• 3789-60-4 (S)-1-amino-1-phenylbutane 
• 34160-40-2 6-bromo-2-pyridinecarbaldehyde 
• 1240038-58-7 (S)-2-cyano-N-(1-phenylbutyl)acetamide 

Downstream Products

• 1369506-58-0 3-(6-Bromopyridin-2-yl)-2-cyano-3-((2,3-dihydroxypropyl)thio)-N-((S)-1-phenylbutyl)propanamide 

Relevant articles and documents

Degrasyn exhibits antibiotic activity against multi-resistant: Staphylococcus aureus by modifying several essential cysteines

Degrasyn inhibits deubiquitination enzymes and has anti-cancer activity. We here show that it also exhibits antimicrobial activity against multi-resistant Staphylococcus aureus. Structure activity relationship studies demonstrate an important role of the