ChemicalBook > CAS DataBase List > (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE

(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE

Product Name
(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE
CAS No.
90719-30-5
Chemical Name
(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE
Synonyms
UIC-1005;Locostatin - UIC 1005;Locostatin >=98% (HPLC);(R)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE;(N-CROTONYL)-(4S)-BENZYL-2-OXAZOLIDINONE;(N-Crotonyl)-(R)-4-benzyl-2-oxazolidinone;4-but-2-enyl-3-propan-2-yl-2-oxazolidinone;(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE;(S)-(+)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE;(4S)-N-Crotonyl-4-benzyl-2-oxazolidinone,99%
CBNumber
CB4284497
Molecular Formula
C14H15NO3
Formula Weight
245.27
MOL File
90719-30-5.mol
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(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE Property

Melting point:
84-88 °C(lit.)
Boiling point:
351.0±25.0 °C(Predicted)
Density 
1.205±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: ≥30mg/mL
pka
-1?+-.0.40(Predicted)
form 
powder
color 
white to off-white
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
L5670
Product name
Locostatin
Purity
≥98% (HPLC)
Packaging
10mg
Price
$67.8
Updated
2025/07/31
Sigma-Aldrich
Product number
L5670
Product name
Locostatin
Purity
≥98% (HPLC)
Packaging
50mg
Price
$262
Updated
2025/07/31
Axon Medchem
Product number
Axon2590
Product name
Locostatin-UIC1005
Purity
100%
Packaging
10mg
Price
$60.5
Updated
2021/12/16
aablocks
Product number
AA006AZ1
Product name
(S,E)-4-Benzyl-3-(but-2-enoyl)oxazolidin-2-one
Purity
100%
Packaging
50mg
Price
$332
Updated
2021/12/16
Ambeed
Product number
A127375
Product name
(S,E)-4-Benzyl-3-(but-2-enoyl)oxazolidin-2-one
Purity
98%
Packaging
250mg
Price
$375
Updated
2021/12/16
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(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE Chemical Properties,Usage,Production

Uses

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].

Biochem/physiol Actions

Locostatin is a cell permeable, potent inhibitor of Raf kinase inhibitor protein (RKIP)/Raf1 kinase interaction and an inhibitor of cell migration.

in vivo

Locostatin (0.5 mg/kg; i.p.; once a day for 7 days) aggravates thioacetamide (HY-Y0698)-induced acute liver failure in mice[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

[1] Beshir AB, et al. Locostatin Disrupts Association of Raf Kinase Inhibitor Protein With Binding Proteins by Modifying a Conserved Histidine Residue in the Ligand-Binding Pocket. For Immunopathol Dis Therap. 2011;2(1):47-58. DOI:10.1615/forumimmundisther.v2.i1.60
[2] Mc Henry KT, et al. A non-antibacterial oxazolidinone derivative that inhibits epithelial cell sheet migration. Chembiochem. 2002 Nov 4;3(11):1105-11. DOI:10.1002/1439-7633(20021104)3:11<1105::AID-CBIC1105>3.0.CO;2-S
[3] Lin X, et al. Inhibition of RKIP aggravates thioacetamide-induced acute liver failure in mice. Exp Ther Med. 2018 Oct;16(4):2992-2998. DOI:10.3892/etm.2018.6542

(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE Preparation Products And Raw materials

Raw materials

Preparation Products

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(N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE Suppliers

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90719-30-5, (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONERelated Search:


  • (4S)-3-[(E)-BUT-2-ENOYL]-4-BENZYL-2-OXAZOLIDINONE
  • (S)-(+)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE
  • (N-CROTONYL)-(4S)-BENZYL-2-OXAZOLIDINONE
  • (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE
  • UIC-1005
  • (R)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE
  • (4S)-N-Crotonyl-4-benzyl-2-oxazolidinone, 99%
  • (N-Crotonyl)-(R)-4-benzyl-2-oxazolidinone
  • (4S)-N-Crotonyl-4-benzyl-2-oxazolidinone,99%
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  • (4S)-4-benzyl-3-[(E)-but-2-enoyl]-1,3-oxazolidin-2-one
  • Locostatin - UIC 1005
  • 4-but-2-enyl-3-propan-2-yl-2-oxazolidinone
  • 2-Oxazolidinone, 3-[(2E)-1-oxo-2-buten-1-yl]-4-(phenylmethyl)-, (4S)-
  • Locostatin >=98% (HPLC)
  • (N-CROTONYL)-(4S)-ISOPROPYL-2-OXAZOLIDINONE USP/EP/BP
  • (S,E)-4-Benzyl-3-(but-2-enoyl)oxazolidin-2-one
  • 90719-30-5
  • Peptide