ChemicalBook > CAS DataBase List > 4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONE

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

Shanghai Rechem science Co., Ltd.
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21-31433387 15618786686
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QQ:1369748377
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sales@rechemscience.com
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China
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3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
Fax
86-21-50328109
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3bsc@sina.com
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China
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AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
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info@adooq.com
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United States
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Shanghai Lollane Biological Technology Co.,Ltd.
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021-52996696,15000506266 15000506266
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+86-21-52996696
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China
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Shanghaizehan biopharma technology co., Ltd.
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021-61350663 13052117465
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021-61350662
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sales@zehanbiopharma.com
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EMMX Biotechnology LLC
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888-539-0666
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United States
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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Shanghai YuanYe Biotechnology Co., Ltd.
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021-61312847; 18021002903
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3008007409@qq.com
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China
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ShangHai Biochempartner Co.,Ltd
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177-54423994 17754423994
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Shanghai Chaolan Chemical Technology Center
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021-QQ:65489617 15618227136
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Sales@ATKchemical.com
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39674-97-0, 4-HYDROXY-3,3-DIMETHYL-2H-BENZO[G]INDOLE-2,5(3H)-DIONERelated Search:


  • 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