4-Hydroxy-3,3-dimethyl-2H-benzo[g]indole-2,5(3H)-dione

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4-Hydroxy-3,3-dimethyl-2H-benzo[g]indole-2,5(3H)-dione manufacturers

  • BVT948
  • BVT948 pictures
  • $73.00
  • 2026-07-27
  • CAS:39674-97-0
  • Purity: 98.87%
  • Supply Ability: 10g
  • BVT948
  • BVT948 pictures
  • $73.00
  • 2026-07-27
  • CAS:39674-97-0
  • Purity: 98.87%
  • Supply Ability: 10g
4-Hydroxy-3,3-dimethyl-2H-benzo[g]indole-2,5(3H)-dione Basic information
Product Name:4-Hydroxy-3,3-dimethyl-2H-benzo[g]indole-2,5(3H)-dione
Synonyms:BVT-948 (SPS8I-3);4-HYDROXY-3,3-DIMETHYL-2H-BENZ[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;BVT 948, Protein tyrosine phosphatase (PTP) inhibitor;BVT948, 10 mM in DMSO;BVT-948 ，S9829
CAS:39674-97-0
MF:C14H11NO3
MW:241.24
EINECS:
Product Categories:Protein Phosphatase
Mol File:39674-97-0.mol
4-Hydroxy-3,3-dimethyl-2H-benzo[g]indole-2,5(3H)-dione Structure
4-Hydroxy-3,3-dimethyl-2H-benzo[g]indole-2,5(3H)-dione Chemical Properties
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
pka5.78±0.40(Predicted)
color red
InChIInChI=1S/C14H11NO3/c1-14(2)9-10(15-13(14)18)7-5-3-4-6-8(7)11(16)12(9)17/h3-6,17H,1-2H3
InChIKeyBAQXWJQSUXZVIP-UHFFFAOYSA-N
SMILESN1=C2C(=C(O)C(=O)C3=CC=CC=C32)C(C)(C)C1=O
Safety Information
Hazard Codes Xi
Risk Statements 43
Safety Statements 36/37
WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsSkin Sens. 1
MSDS Information
ProviderLanguage
SigmaAldrich English
4-Hydroxy-3,3-dimethyl-2H-benzo[g]indole-2,5(3H)-dione Usage And Synthesis
DescriptionBVT 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.
UsesBVT-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 ActivityNon-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).
in vivo

Results show that 3 μmol/kg BVT948 (BVT.948) significantly enhances glucose clearance from the blood stream in response to insulin compare with vehicle-treated controls[1].

IC 50SETD8/KMT5A
storageRoom temperature
references1. 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
Tag:4-Hydroxy-3,3-dimethyl-2H-benzo[g]indole-2,5(3H)-dione(39674-97-0) Related Product Information
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