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3,4-Methylenedioxy-beta-nitrostyrene

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3,4-Methylenedioxy-beta-nitrostyrene Basic information

Product Name:
3,4-Methylenedioxy-beta-nitrostyrene
Synonyms:
  • 3,4-methylenedioxy-beta-nitro-styren
  • 3,4-Methylenedioxy-omega-nitrostyrene
  • 5-[(E)-2-Nitroethenyl]-1,3-benzodioxole
  • 5-nitrovinyl-3-benzodioxole
  • Benzene, 2-nitroethenyl, 3,4-methylenedioxy
  • Ethene,-1-(3,4-methylendioxyphenyl)-2-nitro-
  • Styrene, 3,4-methylenedioxy-beta-nitro-
  • tyrene, 3,4-(methylenedioxy)-b-nitro-
CAS:
1485-00-3
MF:
C9H7NO4
MW:
193.16
EINECS:
622-830-8
Product Categories:
  • Ethanes/ethenes
  • Inhibitors
Mol File:
1485-00-3.mol
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3,4-Methylenedioxy-beta-nitrostyrene Chemical Properties

Melting point:
159-163 °C
Boiling point:
329.36°C (rough estimate)
Density 
1.4058 (rough estimate)
refractive index 
1.5200 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
Soluble in DMSO (up to 50 mg/ml).
form 
Yellow to brown solid
color 
Yellow
Sensitive 
Light Sensitive
BRN 
192350
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
InChI
InChI=1S/C9H7NO4/c11-10(12)4-3-7-1-2-8-9(5-7)14-6-13-8/h1-5H,6H2
InChIKey
KFLWBZPSJQPRDD-UHFFFAOYSA-N
SMILES
O1C2=CC=C(C=C[N+]([O-])=O)C=C2OC1
CAS DataBase Reference
1485-00-3(CAS DataBase Reference)
NIST Chemistry Reference
3,4-Methylenedioxy-«beta»-nitrostyrene(1485-00-3)
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Safety Information

Hazard Codes 
Xn,Xi,T
Risk Statements 
36/37/38-22-25
Safety Statements 
36/37/39-26-45
RIDADR 
UN 2811 6.1/PG 3
RTECS 
WL5270000
HS Code 
29329990

MSDS

  • Language:English Provider:ACROS
  • Language:English Provider:ALFA
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3,4-Methylenedioxy-beta-nitrostyrene Usage And Synthesis

Description

MDBN (1485-00-3) is an irreversible inhibitor of p97 (IC50 < 10 μM). Cell permeable.

Chemical Properties

yellow powder

Uses

MDBN is a Src and Syk kinase inhibitor that prevents phosphorylation and cytoskeletal association of GPIIb/IIIa and talin.

Biological Activity

Selective inhibitor of Src and Syk tyrosine kinases. Displays antiaggregative activity via inhibition of GPIIb/IIIa activation (IC 50 = 12.7 μ M for thrombin-induced platelet aggregation). Exhibits no effects on Ca 2+ -dependent enzymes, PKC or arachidonic acid metabolism.

in vivo

MNS (20 mg/kg, i.p.) ameliorates experimental burn wound progression in Wistar rats by inhibiting the NLRP3 inflammasome activation[7].
MNS (30 mg/kg, p.o., 5 days) alleviates DSS-induced mouse colitis by inhibiting the NLRP3 inflammasome[8].
MNS (20?mg/kg, i.p., 30?min before reperfusion) significantly protects the kidneys from RIR injury in rats by reducing PANoptosis through specific inhibition of NLRP3[9].

IC 50

NLRP3 inflammasome

References

[1] TSUI-FEN CHOU R J D. Quantitative cell-based protein degradation assays to identify and classify drugs that target the ubiquitin-proteasome system.[J]. The Journal of Biological Chemistry, 2011, 286 19: 16546-16554. DOI:10.1074/jbc.m110.215319

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