MNS (NSC 170724, MDBN)

Alias: SYK Inhibitor III; MNS
Cat No.:V1320 Purity: ≥98%
MNS (NSC170724; NSC-170724; NSC 170724; 5-(2-Nitrovinyl)benzodioxole)) is a novel, potent and selective TKI-tyrosine kinase inhibitor with anti-platelet activity.
MNS (NSC 170724, MDBN) Chemical Structure CAS No.: 1485-00-3
Product category: p97
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

MNS (NSC170724; NSC-170724; NSC 170724; 5-(2-Nitrovinyl)benzodioxole)) is a novel, potent and selective TKI-tyrosine kinase inhibitor with anti-platelet activity. It has an IC50 of 2.5 μM, 29.3 μM, and 1.7 μM for several kinases, including Syk, Src, and p97, respectively, and inhibits them all.

Biological Activity I Assay Protocols (From Reference)
Targets
p97 ( IC50 = 1.7 μM ); Syk ( IC50 = 2.5 μM ); HDAC4 ( IC50 = 510 nM ); Src ( IC50 = 29.3 μM )
ln Vitro

MNS (3,4-methyl-enedioxy-β-nitrostyrene) fully prevents platelet aggregation induced by 2 μM U46619 (a thromboxane A2 mimic), 5 μM ADP, 100 μM arachidonic acid (AA), 10 μg/ml collagen, and 0.1 U/ml thrombin in a concentration-dependent manner, with IC50 values of 2.1 μM, 4.1 μM, 5.8 μM, 7.0 μM, and 12.7 μM, in that order. MNS has an IC50 of 25.9 μM for the calcium ionophore A23187 (1 μM) and 4.8 μM for the protein kinase C (PKC) activator PDBu (200 nM), which both prevent platelet aggregation. P-selectin expression on platelets induced by dthrombin is reduced by MNS (20 μM) to levels similar to those seen in platelets treated with PGE1. MNS (20 μM) significantly prevents platelets from becoming phosphorylated MARCKS in response to thrombin, but not PDBu. MNS (20 μM) significantly reduces the phosphorylation of proteins at the 0.5- or 3-minute mark following platelet stimulation with thrombin or collagen.[1] MNS induces the degradation of ODD-Luc and UbG76V-GFP, with IC50 values of 5.9 μM and 1.6 μM, respectively. MNS has an IC50 of 2.1 μM and prevents the reporter from accumulating when MG132 is present.[2] With minimum inhibitory concentrations (MICs) of 128 mg/L, MNS inhibits both Gram-positive (Staphylococcus aureus and Enterococcus faecalis) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacteria.[3] Protein tyrosine phosphorylation and platelet aggregation are both significantly inhibited by MNS, in comparison to genistein. Similar in its potency to 3,4-dimethoxy-β-nitrostyrene, MNS (3,4-Methylenedioxy-β-nitrostyrene) inhibits platelet aggregation. ATP release from platelets stimulated by collagen or thrombin is inhibited concentration-dependently by MNS (20 μM). Human platelets are unable to bind to PAC-1 when thrombin is present (20 μM).[4]

ln Vivo
MNS (3,4-methyl-enedioxy-β-nitrostyrene) completely inhibits 2 μM U46619-(a thromboxane A2 mimic), 5 μM ADP-, 100 μM arachidonic acid-(AA), 10 μg/ml collagen-, and 0.1 U/ml thrombin-induced platelet aggregation in a concentration-dependent manner with IC50 of 2.1 μM, 4.1 μM, 5.8 μM, 7.0 μM, and 12.7 μM, respectively. MNS inhibits platelet aggregation caused by either the calcium ionophore A23187 (1 μM) or the protein kinase C (PKC) activator PDBu (200 nM) with IC50 of 25.9 μM and 4.8 μM, respectively. MNS (20 μM) decreases dthrombin-induced P-selectin expression on platelets to levels comparable to those observed in PGE1-treated platelets. MNS (20 μM) markedly inhibits thrombin-but not PDBu-induced MARCKS phosphorylation in platelets. MNS (20 μM) markedly inhibits protein tyrosine phosphorylation at either 0.5 min or 3 min after thrombin or collagen stimulation in platelets. MNS stimulates UbG76V-GFP and ODD-Luc degradation with IC50 of 1.6 μM and 5.9 μM, respectively. MNS inhibits MG132-induced accumulation of the reporter with IC50 of 2.1 μM. MNS inhibits Gram-positive (Staphylococcus aureus and Enterococcus faecalis) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacteria with minimum inhibitory concentrations (MICs) of 128 mg/L. MNS is much more potent than genistein in inhibiting platelet aggregation and protein tyrosine phosphorylation. MNS (3,4-Methylenedioxy-β-nitrostyrene) is equally potent as inhibitors of platelet aggregation as 3,4-dimethoxy-β-nitrostyrene. MNS (20 μM) concentration-dependently prevents ATP release from platelets stimulated by thrombin or collagen. MNS (20 μM) inhibits thrombin-induced PAC-1 binding to human platelets.
Animal Protocol


References

[1]. Mol Pharmacol . 2006 Oct;70(4):1380-9.

[2]. J Biol Chem . 2011 May 13;286(19):16546-54.

[3]. Bioorg Med Chem . 2006 Jun 15;14(12):4078-88.

[4]. Biochem Pharmacol . 2007 Aug 15;74(4):601-11.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H7NO4
Molecular Weight
193.16
Exact Mass
193.04
Elemental Analysis
C, 55.96; H, 3.65; N, 7.25; O, 33.13
CAS #
1485-00-3
Appearance
Solid powder
SMILES
C1OC2=C(O1)C=C(C=C2)/C=C/[N+](=O)[O-]
InChi Key
KFLWBZPSJQPRDD-ONEGZZNKSA-N
InChi Code
InChI=1S/C9H7NO4/c11-10(12)4-3-7-1-2-8-9(5-7)14-6-13-8/h1-5H,6H2/b4-3+
Chemical Name
5-[(E)-2-nitroethenyl]-1,3-benzodioxole
Synonyms
SYK Inhibitor III; MNS
HS Tariff Code
2934.99.03.00
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : 39~50 mg/mL ( 201.9~258.9 mM )
H2O : ~0.7 mg/mL (~3.5 mM)
Solubility (In Vivo)
2% DMSO + corn oil: 5mg/ml (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.1771 mL 25.8853 mL 51.7706 mL
5 mM 1.0354 mL 5.1771 mL 10.3541 mL
10 mM 0.5177 mL 2.5885 mL 5.1771 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05016765 Completed Device: Active, self-directed
electrical stimulation of the
median nerve
Tic Disorder, Chronic Motor or
Vocal
Tourette Syndrome
Washington University School
of Medicine
November 18, 2021 Not Applicable
NCT02278068 Completed Device: Metabolic Neuromodulation
System (MNS)
Endocrine, Nutritional and
Metabolic Diseases
(E00-E89)
Diabetes
Metavention October 2014 Not Applicable
NCT02971371 Completed Device: Lokomat Stroke IRCCS Centro Neurolesi
"Bonino-Pulejo"
October 2015 Not Applicable
Biological Data
  • MNS (3,4-Methylenedioxy-β-nitrostyrene, MDBN)

    Identification of 3,4-methylenedioxy-β-nitrostyrene (compound 7) as an inhibitor of UbG76V-GFP and TCRα-GFP degradation. J Biol Chem. 2011 May 13;286(19):16546-54.
  • MNS (3,4-Methylenedioxy-β-nitrostyrene, MDBN)

    Compound 7 inhibits MG132-dependent UbG76V-GFP accumulation. J Biol Chem. 2011 May 13;286(19):16546-54.
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