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Merck
CN

I4659

ICRF-193

synthetic (organic), ≥95%, topoisomerase II inhibitor, solid,powder or flakes

Synonym(s):

meso-4,4′-(3,2-Butanediyl)-bis(2,6-piperazinedione)

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About This Item

Empirical Formula (Hill Notation):
C12H18N4O4
CAS Number:
Molecular Weight:
282.30
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥95%
Form:
powder or flakes, solid
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Product Name

ICRF-193, apoptosis inducer, arabinosidase substrate

biological source

synthetic (organic)

Quality Segment

assay

≥95%

form

powder or flakes, solid

solubility

DMSO: 4 mg/mL

storage temp.

−20°C

SMILES string

C[C@@H]([C@@H](C)N1CC(=O)NC(=O)C1)N2CC(=O)NC(=O)C2

InChI

1S/C12H18N4O4/c1-7(15-3-9(17)13-10(18)4-15)8(2)16-5-11(19)14-12(20)6-16/h7-8H,3-6H2,1-2H3,(H,13,17,18)(H,14,19,20)/t7-,8+

InChI key

OBYGAPWKTPDTAS-OCAPTIKFSA-N

General description

ICRF-193 is a bisdiopiperazine derivative. It inhibits topoisomerase II by forming a non-cleavable complex.

Application

ICRF-193 has been used as a topoisomerase II (TOP2) inhibitor to treat mouse oocytes to investigate the role of TOP2 in meiosis.

Biochem/physiol Actions

ICRF-193 helps in the enhancement of cell cycle without chromosome segregation. It is considered as an important drug for chemo-differentiation therapy against acute promyelocytic leukemia (APL). ICRF-193 serves as an inducer of differentiation between anticancer drugs.
ICRF-193 induces a G2 checkpoint that is associated with an ATR-dependent inhibition of polo-like kinase 1 (plk1) activity and a decrease in cyclin B1 phosphorylation. Induces apoptosis in several cell lines including K562 and Molt-4 cells., ICRF-193 is a topoisomerase II inhibitor, more potent against topoisomerase II-β than topoisomerase II-α, and may in addition cause DNA strand breaks.


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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