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Meisoindigo

Alias: Meisoindigo; N-Methylisoindigotin; Methyl isoindigotin
Cat No.:V23689 Purity: ≥98%
Meisoindigo (Dian III) is an analogue of Indirubin, which can cause acute myeloid leukemia (AML) cell cycle arrest in the G0/G1 phase and cause apoptosis.
Meisoindigo
Meisoindigo Chemical Structure CAS No.: 97207-47-1
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Meisoindigo (Dian III) is an analogue of Indirubin, which can cause acute myeloid leukemia (AML) cell cycle arrest in the G0/G1 phase and cause apoptosis. Meisoindigo has high anti-tumor effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Meisoindigo (Dian III; 5–20 M; for 24 hours) prevents AML cell lines from proliferating[1].
Meisoindigo (10 μM; for 24 hours) induces apoptosis of acute myeloid leukemia[1].
Meisoindigo (5-10 μM; for 24 hours) causes cell-cycle arrest[1].
Meisoindigo (5-10 μM; for 24 hours) elevates pro-apoptotic Bak and cleaved caspase-3 while lowering Bcl-2 and Bcl-xL levels in HL-60 cells[1].
Meisoindigo (10, 30, 50, 100, 150 μM; 24 hours) blocks NLRP3 inflammasome activation and M1/M2 polarization brought on by LPS (1 μg/mL) in HT-22 and BV2 cells by down-regulating TLR4 pathways after OGD/R[2].
ln Vivo
Meisoindigo (Dian III; 50–150 mg/kg; IP; daily; for 14 days) has anti-leukemic activity in vivo[1].
Meisoindigo significantly reduces infarct volume and improves neurological deficits 3 days after middle cerebral artery occlusion (MCAO) in Wild-type C57BL/6J mice (25-30 g) when administered intravenously (2, 4, 8, 12 mg/kg) prior to MCAO and 2 hours after reperfusion. Meisoindigo decreases brain edema and AQP4 expression[2].
Animal Protocol
HL-60, NB4, U937 leukemic cell lines
5, 10, 15, 20 μM
IP; daily; for 14 days
References

[1]. Meisoindigo is a promising agent with in vitro and in vivo activity against human acute myeloid leukemia. Leuk Lymphoma. 2010 May;51(5):897-905.

[2]. Yingze Ye, et al. Meisoindigo Protects Against Focal Cerebral Ischemia-Reperfusion Injury by Inhibiting NLRP3 Inflammasome Activation and Regulating Microglia/Macrophage Polarization via TLR4/NF-κB Signaling Pathway. Front Cell Neurosci. 2019 Dec 16;13:553.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H14N2O2
Molecular Weight
290.31
Exact Mass
290.10553
Elemental Analysis
C, 74.47; H, 4.86; N, 9.65; O, 11.02
CAS #
97207-47-1
Related CAS #
97207-47-1
Appearance
Red solid powder
SMILES
CN1C2=CC=CC=C2C(=C1O)C3=C4C=CC=CC4=NC3=O
InChi Key
XZYXCQXTKOYHGK-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H12N2O2/c1-19-13-9-5-3-7-11(13)15(17(19)21)14-10-6-2-4-8-12(10)18-16(14)20/h2-9,21H,1H3
Chemical Name
3-(2-hydroxy-1-methylindol-3-yl)indol-2-one
Synonyms
Meisoindigo; N-Methylisoindigotin; Methyl isoindigotin
HS Tariff Code
2934.99.9001
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: ~55 mg/mL (~199.1 mM)
Ethanol: ~1 mg/mL (~3.6 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.05 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 + to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4446 mL 17.2230 mL 34.4459 mL
5 mM 0.6889 mL 3.4446 mL 6.8892 mL
10 mM 0.3445 mL 1.7223 mL 3.4446 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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.
             (2) Be sure to add the solvent(s) in order.

Biological Data
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