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Merck
CN

SML0265

Sigma-Aldrich

BIP-135

≥95% (HPLC)

Synonym(s):

3-(5-bromo-1-methyl-1H-indol-3-yl)-4-(benzofuran-3-yl)pyrrole-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C21H13BrN2O3
CAS Number:
941575-71-9
Molecular Weight:
421.24
MDL number:
MFCD16495779
UNSPSC Code:
12352202
PubChem Substance ID:
329825273
NACRES:
NA.77

Key Documents

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Assay

≥95% (HPLC)

form

powder

color

light orange to dark orange

solubility

DMSO: ≥15 mg/mL

storage temp.

room temp

SMILES string

Cn1cc(C2=C(C(=O)NC2=O)c3coc4ccccc34)c5cc(Br)ccc15

InChI

1S/C21H13BrN2O3/c1-24-9-14(13-8-11(22)6-7-16(13)24)18-19(21(26)23-20(18)25)15-10-27-17-5-3-2-4-12(15)17/h2-10H,1H3,(H,23,25,26)

InChI key

QKQJCKAXFJBYKJ-UHFFFAOYSA-N

Biochem/physiol Actions

BIP-135 is a potent inhibitor of glycogen synthase kinase-3 (GSK3) found to be relatively selective for GSK-3β (21 nM) over GSK-3α with modest activity toward PKCβ (β1: 980 nM; β2: 219 nM), DYRK1B (590 nM), and PI3Kα (870 nM). BIP-135 was found to be a superior neuroprotective agent in a cortical neuron model of oxidative stress over other GSK-3 inhibitors, such as AR-A011418 and SB216763. In a mouse model of spinal muscular atrophy (SMA), BIP-135 elevated SMN protein levels in vitro and extended median survival.
Potent GSK3 inhibitor; neuroprotective

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
052M4711V

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Articles

Glycogen Synthase Kinase 3 (GSK-3) Overview

Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

肝醣合成酶激酶3 (GSK-3)概述

肝醣合成酶激酶3 (GSK-3)是一种高度保守的丝氨酸/苏氨酸激酶家族，适于在多种途径中处理100多种蛋白质。查看允许的GSK-3调节剂和相关产品列表。

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