Synonym: 4-(2-(5-(Chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole
CAS Number: 1869921-96-9
Empirical Formula (Hill Notation): C17H16ClF3N4O2
Molecular Weight: 400.78
Linear Formula: C17H16ClF3N4O2
Product Type: Chemical
assay |
≥98% (HPLC) |
color |
white to beige |
form |
powder |
Quality Level |
100 ![External link](https://krackeler.com/images/sigma/ext-link.gif) |
SMILES string |
CC1=C(CCN2N=NC(C3=CC=C(OC(F)(F)F)C=C3)=C2CCl)C(C)=NO1 |
solubility |
DMSO: 25 mg/mL protein, clear |
storage temp. |
2-8°C |
Application: |
AA-CW236 has been used as an inhibitor of m6G DNA methyltransferase in mouse embryo fibroblasts. |
Biochem/physiol Actions: |
AA-CW236 is a cell-permeable chloromethyl triazole (CMT) derivative that acts as a non-pseudosubstrate inhibitor against human O(6)-alkylguanine DNA methyltransferase (MGMT) by targeting MGMT active site Cys145 for covalent modification (KI = 24 nM, kinact = 0.03/min), displaying little affinity toward cysteines from other cellular proteins. AA-CW236 pretreatment (1 μM) effectively prevents MGMT from repairing DNA damage, causing significantly more upregulated O6-alkylguanine accumulation than the pseudosubstrate inhibitor Lomeguatrib (1 μM) when co-administered with the DNA-alkylating agent Temozolomide/TMZ (300 μM) in MCF-7 cells. Likewise, AA-CW236 is shown to boost TMZ toxicity in Caco-2 cultures (IC50 = 227 and 673 μM, respectively, with or without 3 μM AA-CW236 co-treatment). |
Packaging: |
5, 25 mg in glass bottle |
RIDADR |
NONH for all modes of transport |
WGK Germany |
WGK 3 |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
Purity |
≥98% (HPLC) |
Storage Temp. |
2-8°C |
UNSPSC |
12352200 |