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Merck
CN

SML3210

Sotrastaurin

≥98% (HPLC)

Synonym(s):

3-(1H-Indol-3-yl)-4-(2-(4-methylpiperazin-1-yl)quinazolin-4-yl)-1H-pyrrole-2,5-dione, 3-(1H-Indol-3-yl)-4-[2-(4-methyl-piperazin-1-yl)quinazolin-4-yl]pyrrole-2,5-dione, AEB 071, AEB-071, AEB071, NVP-AEB071, Sotrastaurin

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About This Item

Empirical Formula (Hill Notation):
C25H22N6O2
CAS Number:
425637-18-9
Molecular Weight:
438.48
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD16038049

Key Documents

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InChI

1S/C25H22N6O2/c1-30-10-12-31(13-11-30)25-27-19-9-5-3-7-16(19)22(28-25)21-20(23(32)29-24(21)33)17-14-26-18-8-4-2-6-15(17)18/h2-9,14,26H,10-13H2,1H3,(H,29,32,33)

SMILES string

O=C(NC1=O)C(C2=CNC3=C2C=CC=C3)=C1C4=C5C=CC=CC5=NC(N6CCN(CC6)C)=N4

InChI key

OAVGBZOFDPFGPJ-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

faint brown to dark red

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Orally active, ATP site-targeting, potent and selective protein kinase C (PKC) inhibitor with in vivo immunosuppressive efficacy.
Sotrastaurin (AEB071) is an orally active, ATP site-targeting, potent and selective protein kinase C (PKC) inhibitor (Ki in nM/isoform = 0.95/α, 0.64/βI, 2.1/δ, 3.2/ε, 1.8/η and 2.2/θ; IC50 = 2.1/α, 2.0/βI, 1.3/δ, 6.2/ε, 6.1/η and 1.0/θ with 10 μM ATP). Sotrastaurin inhibits TCR/CD28-mediated T cell activation in cultures (IC50 = 54 nM by Jurkat IL-2 promoter reporter line) and exhibits in vivo immunosuppressive efficacy in rat models of local graft versus host (GvH) reaction and cardiac transplantation (10 and 30 mg/kg p.o. q.d. or b.i.d.).

Storage Class

11 - Combustible Solids

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
0000413550
0000413550
0000318407
0000318407
0000259637

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