ChemicalBook > CAS DataBase List > Meisoindigo

Meisoindigo

Product Name
Meisoindigo
CAS No.
97207-47-1
Chemical Name
Meisoindigo
Synonyms
CS-1454;Natura-α;Dian III;MEISOINDIGO;3'-digallate;Theaflavine-3;Meisoindigo, >96%;Methylisoindigotin;Meisoindigo, >=98%;Meisoindigo(Natura-
CBNumber
CB8394558
Molecular Formula
C17H12N2O2
Formula Weight
276.29
MOL File
97207-47-1.mol
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Meisoindigo Property

Melting point:
236-237°C
Boiling point:
482.0±45.0 °C(Predicted)
Density 
1.381±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
insoluble in H2O; insoluble in EtOH; ≥25.85 mg/mL in DMSO with ultrasonic
form 
powder to crystal
pka
11.62±0.20(Predicted)
color 
Orange to Brown to Dark red
InChI
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/h2-9H,1H3,(H,18,20)
InChIKey
QNOCRUSVMMAKSC-UHFFFAOYSA-N
SMILES
N1(C)C2=C(C=CC=C2)C(=C2C3=C(NC2=O)C=CC=C3)C1=O
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Safety

HS Code 
2933.79.1500
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
M3082
Product name
Meisoindigo
Purity
>98.0%(HPLC)
Packaging
25mg
Price
$135
Updated
2025/07/31
TCI Chemical
Product number
M3082
Product name
Meisoindigo
Purity
>98.0%(HPLC)
Packaging
100mg
Price
$369
Updated
2025/07/31
Cayman Chemical
Product number
18007
Product name
Meisoindigo
Purity
≥95%
Packaging
500μg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
18007
Product name
Meisoindigo
Purity
≥95%
Packaging
1mg
Price
$78
Updated
2024/03/01
Cayman Chemical
Product number
18007
Product name
Meisoindigo
Purity
≥95%
Packaging
5mg
Price
$341
Updated
2024/03/01
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Meisoindigo Chemical Properties,Usage,Production

Description

Meisoindigo is a derivative of indirubin that has anticancer activity. It inhibits the growth of NB4, HL-60, and U937 leukemia and primary acute myeloid leukemia (AML) cells when used at concentrations of 5 and 10 μM. It also halts the cell cycle at the G0/G1 phase and induces apoptosis in leukemia cell lines and primary AML cells, induces myeloid differentiation, and potentiates the effects of cytarabine and idarubicin . Meisoindigo (10 μM) also induces apoptosis, decreases adherence, and decreases the expression of vascular cell adhesion molecule-1 (VCAM-1) in ECV304 human vein endothelial cells. Meisoindigo (50-150 mg/kg per day) decreases spleen size in an HL-60 mouse xenograft model of AML in a dose-dependent manner.

Chemical Properties

mp 236-237°C

Uses

Meisoindigo is a 5-HT3 receptor antagonist prevents acute nausea and vomiting associated with emetogenic cancer chemotherapy

Uses

Meisoindigo shows strong anti-proliferation effect against gemcitabine-resistant Pancreatic ductal adenocarcinoma (PDACs).

Synthesis

59-48-3

2058-74-4

97207-47-1

GENERAL METHOD: A mixture of 1-methylisatin (1, 1.0 mmol), 2-indolone (2, 1.0 mmol) and zirconium tetrachloride (ZrCl4, 23 mg, 0.1 mmol) in anhydrous ethanol (5 mL) was heated under reflux conditions. The progress of the reaction was monitored by thin layer chromatography (TLC) and after complete disappearance of the reactants, which usually takes 8-12 h, the reaction mixture was slowly cooled to room temperature. The precipitated red solid was collected by filtration and washed with a small amount of anhydrous ethanol to give pure 1-methyl-[3,3'-bi-indolinylidene]-2,2'-dione (3).

in vivo

Meisoindigo (Dian III; 50-150?mg/kg; IP; daily; for 14 days) has anti-leukemic activity in?vivo[1].
Meisoindigo (2, 4, 8, 12 mg/kg; IP; before MCAO and 2 h after reperfusion) significantly reduces infarct volume, ameliorates neurological deficits 3 days after middle cerebral artery occlusion (MCAO) in Wild-type C57BL/6J mice (25-30 g). Meisoindigo reduces edema and lowers AQP4 expression in the brain[2].

Animal Model:NOD/SCID mice, 6-8 weeks old, with HL-60 leukemic cells[1]
Dosage:50, 100, 150?mg/kg
Administration:IP; daily; for 14 days
Result:Had anti-leukemic activity in?vivo.

References

[1] lee cc, lin cp, lee yl, wang gc, cheng yc, liu he. 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.

Meisoindigo Preparation Products And Raw materials

Raw materials

Preparation Products

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Meisoindigo Suppliers

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View Lastest Price from Meisoindigo manufacturers

Dideu Industries Group Limited
Product
Meisoindigo 97207-47-1
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-01
Shaanxi Dideu Medichem Co. Ltd
Product
Meisoindigo 97207-47-1
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%+
Supply Ability
800 tons
Release date
2020-04-29
Career Henan Chemical Co
Product
Meisoindigo 97207-47-1
Price
US $5.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1ton
Release date
2019-09-03

97207-47-1, MeisoindigoRelated Search:


  • 1-METHYL-3,3'-BIINDOLE-2,2'(1H,1'H)-DIONE
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  • Meisoindigo, >96%
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  • 3'-digallate
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  • 1-Methyl-[3,3'-biindolinylidene]-2,2'-dione
  • Meisoindigo, 10 mM in DMSO
  • (e)-[3,3'-biindolinylidene]-2,2'-dione compound with methyl-l2-stannane (1:1)
  • 97207-47-1
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  • Inhibitors