4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE

Product Name: 4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE
CAS No.: 39674-97-0
Chemical Name: 4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE
Synonyms: BVT 948;BVT-948 (SPS8I-3);4-HYDROXY-3,3-DIMETHYL-2H-BENZ[G]INDOLE-2,5(3H)-DIONE;4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE;2H-Benz[g]indole-2,5(3H)-dione, 4-hydroxy-3,3-dimethyl-;Cytochrome P450,Histone Methyltransferase,BVT 948,BVT948,Inhibitor,Phosphatase,CYPs,BVT-948,inhibit
CBNumber: CB5736256
Molecular Formula: C14H11NO3
Formula Weight: 241.24
MOL File: 39674-97-0.mol

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4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE Property

Boiling point:: 400.8±55.0 °C(Predicted)
Density: 1.39±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility: DMSO: 18 mg/mL
form: solid
pka: 5.78±0.40(Predicted)
color: red

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Safety

Hazard Codes: Xi
Risk Statements: 43
Safety Statements: 36/37
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H317May cause an allergic skin reaction
Precautionary statements: P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B6060
Product name: BVT.948
Purity: ≥98% (HPLC), solid
Packaging: 1mg
Price: $201
Updated: 2024/03/01

Cayman Chemical

Product number: 16615
Product name: BVT 948
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 16615
Product name: BVT 948
Purity: ≥98%
Packaging: 5mg
Price: $95
Updated: 2024/03/01

Cayman Chemical

Product number: 16615
Product name: BVT 948
Purity: ≥98%
Packaging: 10mg
Price: $127
Updated: 2024/03/01

Cayman Chemical

Product number: 16615
Product name: BVT 948
Purity: ≥98%
Packaging: 50mg
Price: $276
Updated: 2024/03/01

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4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE Chemical Properties,Usage,Production

Description

BVT 948 is a noncompetitive, cell-permeable inhibitor of protein tyrosine phosphatases (PTP; IC₅₀s = 0.09-1.7 μM). It facilitates the oxidation of the catalytic cysteine residue by hydrogen peroxide. Similarly, it inhibits redox-sensitive cytochrome P450 (CYP) isoforms, including CYP2C19 and CYP2D6, with IC₅₀ values less than 10 μM. BVT 948 also inhibits the protein methyltransferases SETD8, SETD2, G9a, SMYD2, CARM1, and PRMT3 with IC₅₀ values from 0.7 to 3.2 μm. Presumably through its effects on PTPs, BVT 948 enhances insulin signaling in cells and insulin tolerance in ob/ob mice, suppresses the expression of matrix metalloproteinase-9 and invasion in breast cancer cells, and increases NMDA-induced substance P release by spinal cord slices.

Uses

BVT-948 is a noncompetitive cell-permeable inhibitor of tyrosine phosphatases. Helps in the oxidation of the catalytic cysteine residue. May be used as an anti-cancer treatment.

Biological Activity

Non-competitive, cell-permeable inhibitor of protein tyrosine phosphatases (PTPs) (IC 50 = 0.09-1.7 μ M); displays irreversible inhibition through catalysis of the hydrogen peroxide-dependent oxidation of PTP. Enhances insulin signaling in vitro and insulin tolerance in ob/ob mice in vivo . Also inhibits several cytochrome P450 isoforms (IC 50 < 10 μ M).

storage

Room temperature

References

1. liljebris, c., baranczewski, p., björkstrand, e., et al. oxidation of protein tyrosine phosphatases as a pharmaceutical mechanism of action: a study using 4-hydroxy-3,3-dimethyl-2h-benzo [g]indole-2,5(3h)-dione. j pharmacol exp ther 309(2) 711-719 (2004).2. jallal, b., mossie, k., vasiloudis, g., knyazev, p., zachwieja, j., clairvoyant, f., schilling, j. and ullrich, a. (1997) the receptor-like protein-tyrosine phosphatase dep-1 is constitutively associated with a 64-kda protein serine/threonine kinase. j. biol. chem. 272, 12158-12163.3. wang, f. m., liu, h. q., liu, s. r., tang, s. p., yang, l. and feng, g. s. (2005) shp-2 promoting migration and metastasis of mcf-7 with loss of e-cadherin, dephosphorylation of fak and secretion of mmp-9 induced by il-1 beta in vivo and in vitro. breast cancer res. treat. 89, 5-14.4. hwang bm, chae hs, jeong yj et al.protein tyrosine phosphatase controls breast cancer invasion through the expression of matrix metalloproteinase-9.bmb rep. 2013 nov;46(11):533-8.

4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE Suppliers

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39674-97-0, 4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONERelated Search:

4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE 5-PHENYL-3,4-DIHYDRO-2H-PYRROLE

BVT-948 (SPS8I-3)

4-HYDROXY-3,3-DIMETHYL-2H-BENZ[G]INDOLE-2,5(3H)-DIONE

4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE

BVT 948

2H-Benz[g]indole-2,5(3H)-dione, 4-hydroxy-3,3-dimethyl-

Cytochrome P450,Histone Methyltransferase,BVT 948,BVT948,Inhibitor,Phosphatase,CYPs,BVT-948,inhibit

39674-97-0

Kinase/Phosphatase Biology

Tyrosine Phosphatase (TP)

Tyrosine Phosphatase Inhibitors

Cell Signaling and Neuroscience

Cell Biology

BioChemical

Protein Phosphatase