MDBN

Names

[ Name ]:
MDBN

[Synonym ]:
1,3-Benzodioxole, 5- (2-nitroethenyl)-
3,4-Methylenedioxy-β-nitrostyrene
5-[(E)-2-Nitrovinyl]-1,3-benzodioxole
1,3-Benzodioxole, 5-[(E)-2-nitroethenyl]-
T56 BO DO CHJ G1U1NW
MFCD00014575
5-(2-Nitrovinyl)benzo[d][1,3]dioxole
MNS

Biological Activity

[Description]:

MNS is a potent and selective inhibitor of Src and Syk tyrosine kinases. target: src, syk. [1]IC50:29.3 (src), 2.5 uM (syk); [1]In vitro: no direct effects on protein kinase C, Ca2+ mobilization, Ca2+-dependent enzymes, PKC activation. MNS potently prevents GPIIb/IIIa activation and platelet aggregation without directly affecting other signaling pathways required for platelet activation. [1] [2] MNS is much more potent than genistein in inhibiting platelet aggregation and protein tyrosine phosphorylation. [2]

[Related Catalog]:

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> Src

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> Syk

Research Areas >> Cancer

[References]

[1]. Wang WY et al. Prevention of platelet glycoprotein IIb/IIIa activation by 3,4-methylenedioxy-beta-nitrostyrene, a novel tyrosinekinase inhibitor. Mol Pharmacol. 2006 Oct;70(4):1380-9.

[2]. Wang WY et al. Synthesis and pharmacological evaluation of novel beta-nitrostyrene derivatives as tyrosine kinase inhibitorswith potent antiplatelet activity. Biochem Pharmacol. 2007 Aug 15;74(4):601-11.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
334.9±11.0 °C at 760 mmHg

[ Melting Point ]:
159-163 °C

[ Molecular Formula ]:
C₉H₇NO₄

[ Molecular Weight ]:
193.156

[ Flash Point ]:
168.8±21.3 °C

[ Exact Mass ]:
193.037506

[ PSA ]:
64.28000

[ LogP ]:
2.27

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.640

[ Storage condition ]:
Store at +4°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WL5270000

CHEMICAL NAME :: Styrene, 3,4-methylenedioxy-beta-nitro-

CAS REGISTRY NUMBER :: 1485-00-3

BEILSTEIN REFERENCE NO. :: 0192350

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C9-H7-N-O4

MOLECULAR WEIGHT :: 193.17

WISWESSER LINE NOTATION :: T56 BO DO CHJ G1U1NW

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CBCCT* "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. (National Academy of Science Library, 2101 Constitution Ave., NW, Washington, DC 20418) Volume(issue)/page/year: 6,375,1954

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 32 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#00689

Safety Information

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S36/37/39-S26-S45

[ RIDADR ]:
UN 2811 6.1/PG 3

[ RTECS ]:
WL5270000

[ HS Code ]:
2932999099

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%