Name | (n-crotonyl)-(4s)-isopropyl-2-oxazolidinone |
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Synonyms |
(4S)-N-Crotonyl-4-benzyl-2-oxazolidinone
(R)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE (S,E)-3-(but-2'-enoyl)-4-benzyloxazolidin-2-one (S)-3-((E)-but-2-enoyl)-4-benzyloxazolidin-2-one 4-(S)-benzyl-((E)-2'-butenoyl)-1,3-oxazolidin-2-one (4S)-3-((E)-2-butenoyl)-4-(phenylmethyl)-2-oxazolidinone (4S)-3-[(E)-BUT-2-ENOYL]-4-BENZYL-2-OXAZOLIDINONE (4S)-N-[(2E)-but-2-enoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (N-CROTONYL)-(4S)-BENZYL-2-OXAZOLIDINONE UIC-1005 (S,E)-4-benzyl-3-(but-2-enoyl)oxazolidin-2-one MFCD00278769 (S)-3-((E)-but-2-enoyl)-4-benzyloxazolidinone (N-Crotonyl)-(R)-4-benzyl-2-oxazolidinone (S)-(+)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE |
Description | Locostatin (UIC-1005) is a potent RKIP inhibitor. Locostatin binds Raf kinase inhibitor RKIP protein and disrupts the interaction of RKIP with Raf-1 kinase and G protein-coupled receptor kinase 2. Locostatin inhibits cell proliferation and migration. Locostatin can be used to synthesize chemical probes toward PEBP-proteins. Locostatin aggravates thioacetamide (HY-Y0698)-induced acute liver failure in mice [1][2][3]. |
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Related Catalog | |
Target |
RKIP[3] |
In Vitro | Locostatin (200 µM;37 °C;6 小时) 破坏 RKIP 与 Raf-1 和 GRK2 的相互作用[1]。 Locostatin (50 µM;0-48 小时) 抑制 MDCK 细胞的增殖和迁移[2]。 Cell Proliferation Assay[2] Cell Line: MDCK cells Concentration: 50 µM Incubation Time: 0-48 h Result: Inhibited cell proliferation and sheet migration. |
In Vivo | Locostatin (0.5 mg/kg;腹腔注射;每天一次,连续 7 天) 加重硫代乙酰胺 (HY-Y0698) 诱导的小鼠急性肝衰竭[3]。 Animal Model: 6 weeks, 18-22 g, male ICR mice (TAA model; injected intraperitoneally with 300 mg/kg TAA once a day for 2 days)[3] Dosage: 0.5 mg/kg Administration: I.p.; once a day for 7 days Result: Decreased the expression of RKIP, led to more severe damage, such as steatosis and hepatic lesions, increased the production of ROS in the liver and TNF-α, IL-6 and IL-1β in the sera of mice with acute liver injury, inhibitd Nrf2 and HO-1 expression in the livers of mice, induced NF-κB activation in the livers of mice,increased the phosphorylation of JNK, p38 and ERK in liver tissues. |
References |
Density | 1.205 g/cm3 |
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Boiling Point | 351ºC at 760 mmHg |
Melting Point | 84-88ºC(lit.) |
Molecular Formula | C10H15NO3 |
Molecular Weight | 197.23100 |
Flash Point | 166.1ºC |
Exact Mass | 197.10500 |
PSA | 46.61000 |
LogP | 1.29870 |
Appearance | white to off-white |
Storage condition | 2-8°C |
Water Solubility | DMSO: ≥30mg/mL |
Risk Phrases | 24/25 |
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Safety Phrases | 24/25 |
RIDADR | NONH for all modes of transport |
WGK Germany | 3 |
HS Code | 29349990 |
~90% 90719-30-5 |
Literature: Rueck, Karola; Kunz, Horst Synthesis, 1993 , # 10 p. 1018 - 1028 |
~87% 90719-30-5 |
Literature: THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS Patent: WO2003/106437 A1, 2003 ; Location in patent: Page 51-52 ; |
~98% 90719-30-5 |
Literature: Sakaguchi, Hiroshi; Tokuyama, Hidetoshi; Fukuyama, Tohru Organic Letters, 2007 , vol. 9, # 9 p. 1635 - 1638 |
Precursor 4 | |
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DownStream 2 | |