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Merck
CN

SML2180

Sigma-Aldrich

KEA1-97

≥98% (HPLC)

Synonym(s):

4,6-Dichloro-N-(4′-fluoro-[1,1′-biphenyl]-4-yl)-1,3,5-triazin-2-amine

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About This Item

Empirical Formula (Hill Notation):
C15H9Cl2FN4
CAS Number:
2138882-71-8
Molecular Weight:
335.16
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

FC1=CC=C(C2=CC=C(NC3=NC(Cl)=NC(Cl)=N3)C=C2)C=C1

InChI

1S/C15H9Cl2FN4/c16-13-20-14(17)22-15(21-13)19-12-7-3-10(4-8-12)9-1-5-11(18)6-2-9/h1-8H,(H,19,20,21,22)

InChI key

DUROVTLUQOYUPH-UHFFFAOYSA-N

Biochem/physiol Actions

KEA1-97 is a Thioredoxin-Caspase 3 interaction disruptor. It was found to target lysine 72 of thioredoxin, inhibiting its interactions with caspase 3 and inducing apoptosis without affecting other thioredoxin activity. KEA1-97 induced apoptosis in breast cancer cells and treatment of immune-deficient SCID mice at 5 mg/kg ip impaired breast tumor xenograft growth.
Thioredoxin-Caspase 3 interaction disruptor; apotosis inducer

Storage Class Code

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
0000043672
0000043673
0000035581

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Kimberly E Anderson et al.
ACS chemical biology, 12(10), 2522-2528 (2017-09-12)
Covalent ligand discovery is a promising strategy to develop small-molecule effectors against therapeutic targets. Recent studies have shown that dichlorotriazines are promising reactive scaffolds that preferentially react with lysines. Here, we have synthesized a series of dichlorotriazine-based covalent ligands and

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