6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one

ChemicalBook > CAS DataBase List > 6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one

6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one

Product Name: 6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one
CAS No.: 1221186-53-3
Chemical Name: 6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one
Synonyms: ML265;TEPP-46;CS-2036;ML 265;ML265;ML-265 TEPP-46;ML-265(TEPP-46);TEPP 46 - ML 265;3-dihydroxy-quinoxalin;4,5]pyrrolo[2,3-d]pyridazin-5-one;]dodeca-1(8),2(6),4,11-tetraen-9-one
CBNumber: CB62603704
Molecular Formula: C17H16N4O2S2
Formula Weight: 372.46
MOL File: 1221186-53-3.mol

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6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one Property

Boiling point:: 711.6±70.0 °C(Predicted)
Density: 1.58±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: ≥37.3 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O
form: A crystalline solid
pka: 4.33±0.10(Predicted)
color: White to light yellow

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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

Sigma-Aldrich

Product number: 505487
Product name: PKM2 Activator IV, TEPP-46 - Calbiochem
Purity: PKM2 Activator IV, TEPP-46, CAS 1221186-53-3, is a cell-permeable, allosteric PKM2 activator (AC50 = 92 nM) that stabilizes PKM2 tetramer via stoichiometric interaction with FBP-bound PKM2.
Packaging: 5MG
Price: $280
Updated: 2024/03/01

Cayman Chemical

Product number: 13942
Product name: ML-265
Purity: ≥95%
Packaging: 1mg
Price: $47
Updated: 2024/03/01

Cayman Chemical

Product number: 13942
Product name: ML-265
Purity: ≥95%
Packaging: 5mg
Price: $127
Updated: 2024/03/01

Cayman Chemical

Product number: 13942
Product name: ML-265
Purity: ≥95%
Packaging: 10mg
Price: $206
Updated: 2024/03/01

Cayman Chemical

Product number: 13942
Product name: ML-265
Purity: ≥95%
Packaging: 25mg
Price: $395
Updated: 2024/03/01

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6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one Chemical Properties,Usage,Production

Description

Pyruvate kinase catalyzes the final step in glycolysis, the formation of pyruvate and ATP from phosphoenolpyruvate and ADP. The expression of the M₂ isozyme of pyruvate kinase (PKM2) plays an important role in the metabolic reprogramming of tumor cells, which require high amounts of glucose for proliferation. PKM2 is allosterically regulated by the upstream glycolytic intermediate, fructose-1,6-bisphosphate (FBP), which controls glycolysis in a feed forward mechanism. Whereas cancer cells exist in highly phosphorylated states, the binding of certain peptide motifs with phosphorylated tyrosines can inhibit PKM2 activity by causing the release of FBP from the allosteric site. ML-265 activates tumor-specific PKM2 (EC₅₀ = 92 nM) by binding to the dimer-dimer interface between two subunits of PKM2 and inducing tetramerization, which is the most active form of the enzyme. It demonstrates >100-fold selectivity for PKM2 over the related PKM1, PKR, and PKL isoforms. At 50 mg/kg, ML-265 has been shown to reduce tumor size, weight, and occurrence in mice bearing H1299 cell xenografts in a model of human non-small cell lung carcinoma.

Uses

6-[(3-Aminophenyl)methyl]-4,6-dihydro-4-methyl-2-(methylsulfinyl)-5H-thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one is a pyruvate kinase M2 (PKM2) activator. It regulates lipid homeostasis in cancer cells and reverses aggressive cancer phenotypes.

Definition

ChEBI: 6-[(3-aminophenyl)methyl]-4-methyl-2-methylsulfinyl-5-thieno[3,4]pyrrolo[1,3-d]pyridazinone is an organosulfur heterocyclic compound, an organonitrogen heterocyclic compound and an organic heterobicyclic compound.

storage

Store at -20°C

References

[1]. anastasiou d, yu y, israelsen wj, et al. pyruvate kinase m2 activators promote tetramer formation and suppress tumorigenesis. nat chem biol. 2012 oct;8(10):839-47.
[2]. walsh mj, brimacombe kr, anastasiou d, et al. ml265: a potent pkm2 activator induces tetramerization and reduces tumor formation and size in a mouse xenograft model. probe reports from the nih molecular libraries program [internet].

6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one Preparation Products And Raw materials

Raw materials

Preparation Products

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6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one Suppliers

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View Lastest Price from 6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one manufacturers

Shanghai UCHEM Inc.

Product: 6-(3-Aminobenzyl)-4-methyl-2-(methylsulfinyl)-4H-thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5(6H)-one 1221186-53-3
Price: US $668.00/g
Min. Order: 1g
Purity: 0.97
Supply Ability: 1kg
Release date: 2023-12-28

Henan Aochuang Chemical Co.,Ltd.

Product: 6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one 1221186-53-3
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-26

Career Henan Chemical Co

Product: Name: 6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one 1221186-53-3
Price: US $5.50/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 1kg-100kg
Release date: 2020-01-08

1221186-53-3, 6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-oneRelated Search:

]dodeca-1(8),2(6),4,11-tetraen-9-one

10-[(3-aminophenyl)methyl]-7-methyl-4-methylsulfinyl-3-thia-7,10,11-triazatricyclo[6.4.0.0&lt

Name: 6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one

TEPP 46 - ML 265

CS-2036

ML 265;ML265

ML-265 TEPP-46

ML-265(TEPP-46)

TEPP-46(ML265,CID-44246499,NCGC00186528)

6-[(3-Aminophenyl)methyl]-4,6-dihydro-4-methyl-2-(methylsulfinyl)-5H-thieno[2',3':4,5]pyrrolo[

6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one

6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-on

TEPP-46

ML265

2-methylsulfinyl-4-methyl-6-[(3-aminophenyl)methyl]-4H-thieno[3,2-b]pyrrole[3,2-d]pyridazinone

4,5]pyrrolo[2,3-d]pyridazin-5-one

6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3'

7-(3-aminobenzyl)-4-methyl-2-(methylsulfinyl)-4,7-dihydro-8H-thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-8-one

5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one, 6-[(3-aminophenyl)methyl]-4,6-dihydro-4-methyl-2-(methylsulfinyl)-

3-dihydroxy-quinoxalin

10-[(3-aminophenyl)methyl]-7-methyl-4-methylsulfinyl-3-thia-7,10,11-triazatricyclo[6.4.0.02?]dodeca-1(8),2(6),4,11-tetraen-9-one

6-[(3-aminophenyl)methyl]-4-methyl-2-methylsulfinylthieno[3,4]pyrrolo[1,3-d]pyridazin-5-one

6-(3-Aminobenzyl)-4-methyl-2-(methylsulfinyl)-4H-thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5(6H)-one

6-[(3-aMinophenyl)Methyl]-4,6-dihydro-4-Methyl-2-(Methylsulfinyl)-5H-Thieno[2',3':4,5]pyrrolo[2,3-d]pyridazin-5-one

1221186-53-3